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Ultimate New York To Maine Road Trip Itinerary

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The Best Driving Itinerary From New York City to Bar Harbor  

Have you been longing for cooling sea breezes, pristine beaches, and seaside villages to explore? If so, a road trip from NYC to Maine is just what the doctor ordered. 

There are few places in the United States more beautiful than coastal Maine, and this picturesque state has been one of the most popular vacation spots on the east coast for over a hundred years. 

And there are plenty of opportunities to devour mouthwatering lobster rolls, stroll miles of sandy shorelines, and even spot a whale or two along the way!

If you’re ready to pack your bags and go on a road trip to Maine from NYC, let us do the planning for you! Follow our itinerary to help you find the best family-friendly attractions at every stop along the way. 

What Is The Distance From New York City To Bar Harbor

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The distance from New York City to Bar Harbor is about 487 miles, and it takes roughly eight and a half hours to drive there directly. You’ll follow I-95 for most of your route. 

While there are many beautiful towns to visit in Maine, we’ve built in a few other stops in New England along the way. After all, you can’t pass through cities like New Haven, Providence, and Boston without stopping to see the sights! 

If you want to drive straight through to Maine so you can spend more time in this beautiful state, consider taking several of Maine’s beautiful scenic byways along the coast. 

How Long Do I Need Driving New York City To Bar Harbor 

Your drive to Maine from NYC can take one day or several, and it all comes down to how much time you have to complete your road trip.  We suggest spending at least two days in Bar Harbor, which leaves several other days to stop and savor each small town’s unique opportunities. 

Overall, we recommend taking between three to five days to drive up the coast and another two to three days in Bar Harbor and Acadia National Park so that you’re not feeling rushed. 

If you choose to take a scenic byway or two, you’re adding extra miles and time to your New England road trip. However, we think you’ll find it worth the extra hours! 

To help you plot out your journey to and from Maine from NYC, you may find this driving distance calculator helpful with estimated travel times:

Coastal Maine is best served warm, so we recommend that you plan your road trip anywhere from late spring to early summer. 

Many of Maine’s national and state parks are open year-round, but many tourist attractions are only available during the summer season. Plus, some areas don’t get plowed regularly during the winter, which can interfere with your travel plans. 

If you’re not much for crowds, we suggest going on your Maine road trip between May and mid-June or after Labor Day. Maine’s fall foliage is a sight to behold, so early fall is always a great option as well. 

Best Stops on a New York City to Maine Road Trip

Map from New York  to maine with a collage of images along the way

First up on your journey to Maine from NYC is New Haven, a coastal New England city situated on Long Island Sound, Connecticut . There’s much to see and do here, so we suggest taking a full day before continuing on.

New Haven’s most significant claim to fame is Yale University, founded in 1701. As such, there are several unique visitor opportunities you won’t want to miss. 

Although not everyone can afford an Ivy League education, Yale’s museums are open and welcoming to the public. Yale University Art Gallery, built in 1832,  is the oldest university art museum in the United States. It has many fascinating exhibits from around the world.

If you have children, the perfect place to spend an hour or two is at the Yale Peabody Museum of Natural History , where they can explore the Great Hall of Dinosaurs and other permanent attractions. 

If the weather is nice, take a stroll through The Green, New Haven’s 16-acre urban park in the city’s center. You can enjoy Music on the Green during the summer, a series of outdoor summer concerts. And you won’t want to skip out on authentic “tomato pies” and dessert at Frank Pepe Pizzaria Napoletana and Lucibello’s Italian Pastry Shop. Yum!

  • Make it an overnight stay in New Haven ; families try a quad room at The Blake Hotel or with an RV/camper, try Totoket RV Park

Travel a couple more hours up I-95 to reach Providence, Rhode Island. We love this New England coastal town because it has plenty of family-friendly attractions without being too “touristy.” This self-proclaimed “Creative Capital” has a little something for everyone, so take a morning or afternoon to enjoy. 

USA NY to Maine - Providence Rhode Island

If you have small children, you simply have to visit Roger Williams Park Zoo , one of the oldest zoos in the country. You can also spend an hour or two at the Providence Children’s Museum, where there are plenty of hands-on exhibits like a climbing maze, water tables, and more. 

Providence offers many outdoor activities as well, such as pedaling the 14-mile East Bay bike path. There are several different play areas and opportunities for ice cream, and it’s always nice to get out and enjoy the sun. Or you can visit India Point Park and let the kids loose in a large enclosed playground. So many choices!

  • Extend your time in Rhode Island with one of these stunning scenic driving routes
  • Make it an overnight stay in Providence – try Aloft Providence Downtown

An east coast road trip to Maine wouldn’t be complete unless you stopped in Boston, Massachusetts for at least a half-day. Boston is sandwiched almost equally distanced from Providence, RI, and Kittery, Maine. It takes less than an hour to drive there from Providence, which is an excellent way to break up your travel time. 

If you’re looking for fun things to do in Boston with kids, make sure to check out the Boston Museum of Science . It’s filled with engaging exhibits and activities for children of all ages. 

The Boston Children’s Museum is also a great place for your kids to run, play, and burn off some pent-up road trip energy. There’s even a play place for babies and toddlers, meaning you might be able to sit down for a few and catch a breather! 

Then there’s the New England Aquarium located right on Boston’s waterfront. You’ll marvel at the towering four-story central tank filled with all kinds of colorful marine life. And there are many fun and educational exhibits for your kids to enjoy, including a playful penguin pool!

You’ll definitely want to grab a bite to eat after all that exploring. We recommend kid-friendly restaurants like The Independent in Union Square (kids eat free from 4:30 – 6:30 pm Sunday – Thursday) or try State Street Provisions , a delicious option close to Boston’s aquarium. 

  • If you want to extend your time in Massachusetts, skip the I-95 for a while and include the Essex Coastal Scenic Byway in your journey, check out these MA scenic drives routes and byways
  • Stay a night or two in Boston , The Verb Hotel is a popular family choice, or check out many VRBO options which can make a great choice for families needing more space:

Cross over the bridge from Portsmouth, New Hampshire , to reach Kittery, your first official stop in Maine. Kittery is a charming seaside town founded in 1623, and there are many beautiful and historic locations to visit and explore.

Kittery has much to offer, so take at least a day to enjoy the sights before continuing your trip up the Maine coast. 

USA NY to Maine - Kittery Maine

Kittery is well-known for its picturesque ferry boat tours of Portsmouth Harbor and the Piscataqua River. From there, you can observe the rugged beauty of Pepperrell Cove, Whaleback Light, and Kittery Point. Or you can bike, hike, or drive on the Memorial Bridge to explore Badger’s Island before moving on to Fort McClary and Seapoint Beach. 

Parents travelling with children will love spending a few hours at the Take Flight Aerial Adventure Park , which is guaranteed to help burn that built-up energy from riding in the car. Kids can choose from over 65 activities, and there’s even a zipline tour!

If shopping is more your style of adventure, take on the famous stores at Kittery Premium Outlets. They feature some of the best outlet stores in New England, and you’re sure to find a thing (or three) that you can’t live without.

Kittery has many fine restaurants, so savor a meal at Robert’s Maine Grill, Captain and Patty’s, or Chauncey Creek Lobster Pound (a local favorite). Once you’ve taken in all there is to see, rest your eyes at the historic York Harbor Inn in nearby York, a 10-minute drive from Kittery. 

  • Stay the night in Kittery, York Harbor Inn in nearby York is perfect for history buffs, or right in town try the Ale House Inn

Your Maine coastal road trip wouldn’t be complete without stopping in Ogunquit, only a 20-minute drive from Kittery. Spend a day wandering Ogunquit’s beaches and beaches, enjoying theatre performances and more. 

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You don’t drive from NYC to Maine every day, so treat yourself to an afternoon of pampering at the Cliff House Resort , where they offer everything from massages to facials. Next, take advantage of the many photo opportunities along Marginal Way, a 2.5-mile paved path that provides several breathtaking views of the sea. 

Marginal Way also leads you to Perkins Cove, one of the many picturesque fishing villages along the Maine coast. You can easily spend an afternoon exploring the many shops, restaurants, and artisans.

A trip to Oqungquit wouldn’t be complete without a whale-watching tour with Finest Kind , or you can choose to soak up the sun at Ogunquit Beach, one of the top 25 beaches to visit in the U.S. Build sandcastles in the pristine sand, splash in the cool waves, or take a stroll along the shoreline. 

If theatre is your passion, you won’t want to miss The Ogunquit Playhouse , a seasonal summer theatre program. Finally, spend an hour or two exploring the Ogunquit Museum of American Art, a breathtaking structure overlooking the sea and filled with richly varied representations of Maine’s history. 

  • Make it an overnight stay in Ogunquit , try Sea Chambers for an incredible coastal experience overlooking the water or Norseman Resort on the Beach .

After leaving Ogunquit, you should the next stop on your Maine coastal road trip should be to take in the wonders of Kennebunkport. It’s a true Maine treasure, and this storybook town is also the summer retreat of the Bush family. 

If you’re planning on spending the night, book a stay at one of the Captain’s Collection in the historic Dock Square area. These luxurious, resort-style hotels were once the homes of captains who lived in the area. 

USA Maine Road Trip - Kennebunkport

Spend a few hours exploring Dock Square, the hub of Kennebunkport. Here you’ll find one-of-a-kind boutiques and artisan shops and well-known eateries like the Clam Shack, Old Vines Wine Bar, and Striper’s (a Bush family favorite). You’re sure to find a few treasures and souvenirs along the way. 

History buffs won’t want to miss out on the First Family exhibit at White Columns at 8 Maine Street before admiring the impressive sea captains’ mansions along Summer Street. The Brick Store Museum and Nott House are also popular with visitors. Finally, stop in at the Seashore Trolley Museum if you’re traveling with children. They’ll love it! 

Boat tours are available all along the coast near Kennebunkport, so marvel at the ocean’s wonders with a whale watching tour! Or you can choose your own adventure by renting a kayak, canoe, or bike from any one of several locations in town. Photo opps include Goat Island Lighthouse, Goose Rocks Beach, and Cape Porpoise, and you can also fish for stripers on Colony Beach.  

  • Check out all accommodation options in Kennebunkport

Drive another 35 minutes up I-95 to reach Portland, Maine’s largest city and arguably one of the best Maine coastal towns to explore. It’s the perfect place to spend a few days on the way from New York City to Maine.

This unique coastal city has it all, from oceanside strolls to famous restaurants. There’s a little something for everyone, and no one will leave disappointed. 

Spend the morning or afternoon in the Old Port district browsing crafts from local artisans and one-of-a-kind boutiques. You’ll feel like you’ve traveled back in time as you walk down the cobblestone streets and past the stately architecture straight out of the early 20th century.

Despite the historic sites, downtown Portland has a very modern feel. Commercial Street is also one of the last remaining working waterfronts in the United States, so savor freshly caught seafood at several of Portland’s seaside restaurants. 

Seafaring activities abound in Portland and nearby Cape Elizabeth, where you can visit nearby islands via Casco Bay Ferry Lines or tour the area lighthouses. Children will love exploring Fort Williams Park to see the Portland Headlight, one of the most iconic lighthouses in Maine. 

If you’re visiting in the summer, make sure to get an ice-cold gelato from Gorgeous Gelato before moving on with your Maine road trip. 

  • Check out all accommodation options in Portland, Maine

Next on your New England road trip is Freeport, a popular Maine tourist destination. We recommend spending at least a half-day in Freeport. There are multiple opportunities to enjoy delicious seafood, shop, and sightsee in this historic coastal town. 

USA NY to Maine - Freeport Maine

If you’re interested in learning more about the history of Freeport, be sure to take a Red Cloak Tour , where you can choose from a variety of topics that best fit your interests.

Families will also enjoy the Maine Maritime Museum on the Kennebunkport River. A range of exciting exhibits, lighthouse cruises, and a kids’ pirate play ship make this a treat for all ages. 

A trip to Freeport wouldn’t be complete without ice cream or L.L. Bean. Stop in for a frosty treat at Ben & Jerry’s ice cream, and then head over to L.L. Bean’s massive flagship store to admire the many displays and outdoor gear. If hiking shoes aren’t your thing,

Freeport also has many boutiques, antique stores, and art galleries. Finally, sit down to a fantastic meal at Harraseeket Lunch & Lobster Co ., a family-owned favorite with the freshest lobster rolls in Maine!

  •   Check out all accommodation options in Freeport, Maine
  • You can continue to take the coastal Highway 1 from Freeport to Maine if you want a scenic drive, or our itinerary skips you straight to Bar Harbor the quickest way on the I-95 (otherwise its a long drive day with kids!) With a couple of days extra to spare in your itinerary, you can stop in at Boothbay Harbor and Rockport in West Penobscot Bay more beautiful scenery.

We’ve finally arrived at our NYC to Maine road trip destination, and it couldn’t possibly be more beautiful. Bar Harbor is commonly called the gateway to Acadia National Park , and it has been one of America’s most popular summer vacation spots for over a century.

We recommend taking at least three to four days to take full advantage of everything Bar Harbor and Acadia have to offer. 

Summer remains the best time of year to visit Bar Harbor, where you can hike the trails, relax on the seashore with a good book, or go whale watching along the coast. Stay at one of the town’s many historic bed and breakfasts, or you can rent a cottage in Acadia National Park.

Like Freeport, Bar Harbor also offers five unique Red Cloak walking tours for everyone in the family. If your interests lean towards the paranormal, go on a Bar Harbor Ghost Tour before winding down at Pirate’s Cove Adventure Golf. There’s always something to see, do, and eat in Bar Harbor, and it’s the perfect way to conclude your East Coast road trip to Maine. 

Accommodation in Bar Habor

There are endless accommodations to suit any family size or preference, and they’re all equally exciting experiences. All will book out early in peak tourism season over the summer. BOOK EARLY!

To help you plan, we’ve included here a guide to both hotels and VRBO rental properties in the area where you can easily check availability for your travel dates.

Visiting Acadia National Park

Acadia National Park is simply put one of the most stunning destinations on the US East Coast, and no surprise, one of the most visited national parks in the country.

As well as stunning scenery, the park offers a range of activities, including hiking, biking, swimming, and kayaking. There is an extensive network of hiking trails to explore, and educational programs and ranger-led activities teach kids about the park’s ecology, geology, and history.

Our complete guide to Acadia National Park with kids is coming soon!

Quick Facts to Be Aware Of Planning A Visit to Acadia National Park

  • There is a $35 per vehicle entry fee to the National park, valid for 7 days
  • In the peak summer months there are timed entry permits required to enter Cadillac Summit Road (May 24 through October 22, 2023)
  • Camping within the park is only possible in summer and should be reserved in advance (2 months out) with recreation.gov
  • Download the National Parks Service app before you hit the park. As reception is limited in the park, be sure to “save for offline use” ( App Store | Google Play )
  • Learn more about East Coast National Parks – including which are free and what seasons are best to visit!
  • Depending on when you plan your road trip from NYC to Maine, you could arrive right in the middle of blackfly season (Mother’s Day to Father’s Day). These biting flies are no fun, so bring plenty of bug spray. Locals recommend Avon Skin So Soft , as it’s more effective than other brands. 
  • If you want to see some spectacular fall foliage, we suggest making your New England road trip between late September and early October. 
  • Maine is filled with walking, biking, and ATV trails, so bring a comfortable pair of walking shoes!
  • If you want to leave the interstate behind and take a more scenic route up Maine’s coast , take Route 1 from Freeport. 
  • If you want to get the most out of your NYC to Maine road trip, take at least ten days to travel to Bar Harbor. This way, you’re not rushed, and you get to savor every experience just a little more! 
  • Setting out from Boston? We also have this detailed guide for all the family-friendly stops you can make on a Boston to Bar Harbor Maine coast road trip , covering a little more of New England.
  • Tune into newengland511.org for road conditions before setting out. We also like the travel planning app Waze for picking up on live traffic conditions.
  • Last but not least, relieve the stress of forgetting essential items at home with our Ultimate Family Road Trip checklist ! 

download your free road trip checklist click here button

© Family Road Trip

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On the Road Diary

New York to Maine Road Trip: 14 Dreamy Stops

stunning colorful houses of Portsmouth, reflecting on the water, on a gloomy day

A New York to Maine road trip is not just a journey through miles, but an excursion through the very heart of New England’s charm.

⭐ From impressive cities to jaw-dropping national parks, here are 14 dreamy stops from New York City to Bar Harbor, Maine.

The northeast of the United-States offers an incredible range of landscapes. From the skyscrapers of New York City, the Empire State Building VS Summit One Vanderbilt , to national park valleys, there is so much to choose from between NYC to Maine.

New York to Maine road trip - skyline in New York City at sunset, the skyline is painted in pink, and the river shines

The diversity of its geography, added to the number of cool cities and towns, make every road trip pretty different from the previous one.

Since we don’t know if you would rather explore big cities, charming small towns or go on nature hikes, we decided to include it all for you to choose your favorite stops along the way.

Whether it’s woodland walkways or big-city avenues, a New York to Maine road trip is a testament to the allure of the American Northeast.

New York to Maine road trip itinerary: the most scenic route

Stop 1: new york city.

  • Distance: starting point of the road trip
  • Type of spot: city
  • Where to stay: Arlo Nomad , a skyline hotel in Midtown Manhattan, the best area to stay in New York for first-timers

New York City is the starting point for your road trip to Maine. Iit goes without saying that you cannot leave this epic city without visiting its highlights first.

Since you will likely only spend a day or two in New York, there is a huge chance of you visiting the touristy highlights instead of the secret spots. Here is a great New York one-day itinerary to see the landmarks of Manhattan.

New York to Maine road trip - signs to Manhattan Bridge and other chinese shops in Chinatown in New York City

You will immediately notice that New York is very Instagrammable . Make sure to see the most popular places like Times Square, Grand Central Station, Central Park and the Empire State Building.

Another great place to visit in New York is the Highline Park, which takes you above the streets and allows you to get away from the loud traffic for a little while.

🏖️ If you’re not feeling up to spending too much time in the city, you can also drive over to Long Island and enjoy an afternoon at the beach instead. While this might not be on the way to Maine, and you’ll have to retrace your steps later, the area is stunningly beautiful and a great place to escape the crowds.

Stop 2: New Haven

  • Distance from New York City: 85 miles
  • Type of stop: city
  • Where to stay: Omni New Haven Hotel at Yale

New Haven isn’t only an iconic university town, you’ll also find plenty of cultural and educational experiences, thanks to its vibrant history.

Begin your adventure by exploring the historic Yale campus, where a guided tour will help you appreciate the architectural beauty and get to know the area as much as possible in such a short amount of time.

Don’t miss the Yale University Art Gallery and the Peabody Museum of Natural History for a dose of culture and science.

For foodies, a walk through the city’s Little Italy neighborhood is a must-do to enjoy a wide variety of dining options, including the famous New Haven-style pizza.

If you want to spend some time outside, head to East Rock Park, offering trails, picnic areas, and a summit with stunning views of the city.

If you have time, add Lighthouse Point Park to your itinerary, which is located a quick drive outside of the city and is usually much quieter. The coastline views are beautiful, and it’s a great spot to have a picnic or lunch.

Stop 3: Mystic

  • Distance from New Haven: 55 miles
  • Type of stop: town
  • Where to stay: Taber Inn

Mystic is considered by many one of the seaside villages on the east coast of the United-States. It is a must-stop when doing the NYC to Maine drive .

Located between New Haven and Providence, it offers a breath of fresh air to all who stop here. This picturesque village is split in two by the Mystic River.

Here you’ll find many waterfront homes, restaurants and bars with contemporary architecture. Mystic is a typical American town with traditional wooden cottages painted in pastel colors.

We recommend a stroll through the town center and Olde Mistick Village, after visiting the Mystic Seaport Museum. Delicious seafood is another seatowns highlight! The Mariner serves excellent seafood in a nautical setting.

Stop 4: Providence

  • Distance from Mystic: 50 miles
  • Where to stay: Christopher Dodge House

Next, you’re headed to Providence and crossing into Rhode Island. Providence is the perfect size of city to explore in a day or two, it would be a shame to skip it on your drive to Maine .

Begin your day with a stroll through the picturesque Brown University campus, where you can admire the intricate architecture and get a feel for Providence’s history.

Art enthusiasts will love a visit to the Rhode Island School of Design Museum, boasting an impressive collection spanning various genres and eras.

brownstone building and ground at Providence, a great city to stop on a New York to Maine road trip

For a taste of local flavors, venture to Federal Hill, known for its Italian cuisine, cute little restaurants and vibrant street life.

WaterFire, an impressive fire sculpture installation on the three rivers of downtown Providence, is a great spot to see in the evening. It’s not always on, make sure to look up the schedule before you go.

Before leaving Providence, head to Roger Williams Park, home to beautiful gardens, a zoo and several lakes.

Stop 5: Cape Cod

  • Distance from Providence: 75 miles
  • Type of stop: town, beaches
  • Where to stay: Cape Cod Veranda

Cape Cod is a little out of the way on the route from New York City to Maine , but it’s actually one of the most beautiful spots along the way, so it’s worth the extra miles.

Drive along the Cape Cod National Seashore to see beaches and lighthouses and take plenty of photos, especially around sunset time.

Make sure to visit Provincetown for its art scene and vibrant community and check out the Heritage Museums & Gardens in Sandwich for its flower gardens and car collection on the way there.

Whale watching tours from Barnstable or Provincetown are popular for spotting whales if the season is right. The best time for whale watching in the area is between April and October.

Whale seen from above in a blue ocean in the wild

Finally, you need to explore the Cape Cod Rail Trail for biking, visit the Pilgrim Monument for history and views, and take a ferry trip to Martha’s Vineyard or Nantucket for a day.

Kayaking and paddleboarding in the numerous bays and inlets is also a fun activity, but you might not have time if you’re only staying in the area for a day or two.

Cape Cod has plenty to do, whether you’re into nature, history, or just enjoying good food, and with so much available, try to spend at least two nights here.

Stop 6: Martha’s Vineyard

  • Distance from Cape Cod: 54 miles
  • Type of stop: island
  • Where to stay: Ashley Inn , in Martha’s Vineyard

You did not see this one coming, right? On your way from New York to Maine , you can live the island life for a day or two! Martha’s Vineyard is a stunning island off the coast of Massachusetts.

It offers a mix of quaint small-town atmosphere, sea views and cool people. Martha’s Vineyard is a melting pot because of its history.

Over the years, the island has been home to diverse communities, including European settlers, enslaved Africans and indigenous Wampanoag. This diversity has contributed to the island’s unique cultural heritage, which is reflected in its architecture, traditions and local cuisine.

After delicious food experiences with locally-grown products, you can enjoy its beautiful beaches all around the island.

Stop 7: Plymouth

  • Distance from Martha’s Vineyard: 55 miles
  • Where to stay: Best Western Plus Cold Spring

Plymouth holds a unique position in American history, being the landing site of the Pilgrims aboard the Mayflower in 1620. It’s a sad yet important story that has shaped the past of this town.

This coastal town is not only steeped in the early stories of the United States. It offers much more than historical sites. Much of the town is located along the seashore.

Visitors can take in beautiful ocean views from the famous Plymouth Rock. They can also stroll along the picturesque waterfront and enjoy fresh seafood at one of the many restaurants.

Mayflower II Building and boat in Plymouth, USA

Stop 8: Boston

  • Distance from Plymouth: 40 miles
  • Where to stay: The Revolution Hotel

Boston is a large city and of course an unmissable stop on a road trip from New York City to Maine . There is a lot to see and do, so try to focus on seeing the highlights or extend your trip if you can.

Start with the Freedom Trail, a 2.5-mile route that takes you past historic sites like the Boston Common and the USS Constitution. The Museum of Science and the New England Aquarium are great for families, offering interactive exhibits and marine life displays.

Boston skyline on a super sunny day, in spring, with green trees, seen from the water

For sports fans, a tour of Fenway Park is a must, while art lovers should visit the Museum of Fine Arts, which houses a vast collection of incredible artwork.

Foodies will enjoy exploring the North End for its Italian cuisine and Quincy Market for a variety of food stalls. Last but not least, you should check out the panoramic view of the city from the Skywalk Observatory.

Stop 9: Salem

  • Distance from Boston: 22 miles
  • Where to stay: Hawthorne Hotel

Salem is located just 30 minutes from Boston and is a great place to stop for the day on your way from NY to Maine .

The town is famous for its 1692 witch trials and offers a mix of history, culture, and entertainment. It’s ideal for a short day visit.

Must-see attractions include the Salem Witch Museum, which provides an overview of the witch trials, and the Peabody Essex Museum, known for its art and cultural exhibits.

You can also visit the House of the Seven Gables, which is the inspiration for Nathaniel Hawthorne’s novel. For a deeper dive into the witch trials, the Witch House, the former home of trial judge Jonathan Corwin, is a must-see.

Explore the Salem Maritime National Historic Site to learn about the city’s seafaring history, or take a stroll along the waterfront.

🎃TOP TIP: in October, Salem becomes a hub of Halloween festivities with events, haunted houses, and tours.

Stop 10: Portsmouth

  • Distance from Salem: 47 miles
  • Type of stop: coastal town
  • Where to stay: The Hotel Portsmouth – Downtown

After an hour’s drive from Salem, you’ll arrive in the splendid city of Portsmouth. And when we say splendid, we’re not exaggerating! You can see it for yourself below.

Portsmouth is a port city that could almost be considered an island. Most of its land is actually an island, surrounded by water on all sides. But Portsmouth also stretches out a little on the mainland.

stunning colorful houses of Portsmouth, reflecting on the water, on a gloomy day

Aside from the obvious beauty of its architecture, and waterfront colorful houses, Portsmouth is home to several maritime museums and famous vessels.

Among them, you can visit the interactive National Museum of the Royal Navy, with the wooden warship HMS Victory, and the Mary Rose Museum.

Portsmouth is really a unique town to visit, on your way to Maine from NYC .

Stop 11: Kennebunkport

  • Distance from Portsmouth: 29 miles
  • Where to stay: The Lodge at Turbat’s Creek

Kennebunkport is another incredibly charming oceanside town of Maine. Just a 40-minute drive from Portsmouth, this is a great place to stop for an afternoon and night.

This little town is quite small, with less than 2,000 people living here year-round, but it becomes more crowded and lively in spring and summer.

Many consider it an ideal vacation spot, and we can see why… It could easily become a favorite of your New York to Maine road trip.

The Kennebunk river, and surrounding forest, make it a very scenic seaside town. It is home to incredible mansions, with big windows facing the river.

You can also go on a lobster boat tour from Kennebunkport, or eat delicious lobster rolls at local restaurants. We especially recommend Allyson’s Restaurant.

Stop 12: Portland

  • Distance from Kennebunkport: 28 miles
  • Where to stay: Hilton Portland Downtown

You’ve finally made it to Maine! One obvious spot is the capital of Maine, Portland. It’s a compact city that’s big on experience, perfect for a quick getaway.

Start by exploring the Old Port district, where cobblestone streets are lined with boutiques, galleries, and eateries, offering a glimpse into the city’s maritime history.

A must-visit is the Portland Head Light, one of the most photographed lighthouses in America, located in nearby Cape Elizabeth.

Portland lighthead, coast, houses and ocean with quite big waves, and a ship offshore

For art enthusiasts, the Portland Museum of Art boasts a collection of over 18,000 artworks, while the Maine Historical Society provides insights into the state’s past.

Definitely don’t miss out on the chance to try some of Maine’s famous lobster if you’re a seafood enthusiast. Outdoor activities are plentiful, with options for kayaking, biking, and hiking along the scenic coastline or nearby islands accessible by ferry.

The Eastern Promenade offers beautiful ocean views and green spaces for relaxation. Portland’s thriving craft brewery scene is worth exploring, with many breweries offering tours and tastings, the perfect way to cheer a successful road trip.

Stop 13: Camden

  • Distance from Portland: 81 miles
  • Type of stop: Town
  • Where to stay: Blackberry Inn

Now that you completed a unique NYC to Portland Maine drive , maybe you’re starting to get that bitter end-of-stay feeling… But we are not done yet!

Because Maine has such a unique collection of picturesque coastal towns, we couldn’t fail to mention Camden. It’s a stunning fishing town, surrounded by forested hills.

You can start your tour with Camden’s incredible harbor. If you want to see the coast from the sea at some point of your trip, we recommend going on a sailing day trip from Camden. 👇

Sailing trips offer an unparalleled view of Maine’s rugged coastlines and lighthouses. Camden is especially incredible in autumn, when the hills surrounding the towns become a painting of autumn colors!

On land, Camden Hills State Park provides miles of trails for hiking and biking, with the summit of Mount Battie offering breathtaking panoramic views of the town and surrounding waters.

Because Camden is so picturesque, it inspired artists and art galleries bloomed in the city center!

The town also hosts several events throughout the year, including the Camden International Film Festival, Camden Arts and Book Fair, Jazz in June…

Stop 14: Acadia National Park

  • Distance from Camden: 72 miles
  • Type of stop: national park
  • Where to stay: Bar Harbor Grand Hotel

Driving from NYC to Acadia National Park is a great achievement, it’s where most people end their New York to Maine road trip. And what an epic last stop!

Acadia National Park, located on Mount Desert Island in Maine, is a haven for nature lovers and outdoor enthusiasts alike.

This picturesque park is renowned for its breathtaking landscapes, which include rocky beaches, lush forests, and sparkling lakes.

a cool bridge surrounded by trees in the Acadia National Park, Maine

It boasts over 158 miles of hiking trails that vary in difficulty. For instance, the Jordan Pond Path is an easy 3-mile looping around a lake. It is ideal for Sunday hikers, or families looking for leisurely walks with stunning views.

Additionally, the park’s loop road offers spectacular driving routes. They provide access to places like the iconic Cadillac Mountain. It is the highest point on the East Coast of the USA.

📍 How to access : most people are driving from NYC to Bar Harbor Maine , and then explore the Acadia National Park. 💲 Park entrance fee : $20 USD on foot, $30 USD for a motorcycle, $35 USD for a vehicle

New York to Maine map and itineraries

Here is a map of all the best stops on a New York to Maine road trip. You can click on the map to open the Google Maps version. If you wish to visit them all, it would take around 2 weeks.

New York to Maine road trip map

But we know that not everyone can afford a two-week trip. That’s why we’ve created different itineraries for different lengths of trip below.

New York to Maine in 4 days

New York to Maine road trip map 4 day itinerary

Trying to find a New York to Portland 4-day itinerary ? Look no further, we’ve got you covered!

After spending your first day discovering the main landmarks of New York City, drive to your first spot: Mystic for a night and morning stroll.

Then, head to Salem, a cool city right after Boston, where you will be spending your next 24 hours.

After that, it’s time to head north again to the enchanting Portsmouth, before driving to your final destination, Portland.

New York to Maine 1 week itinerary

New York to Maine road trip map 1 week itinerary

Our New York to Maine 1 week road trip includes a first day in New York and a second day in the fabulous and beautiful town of Mystic.

Then it’s on to Salem and Portsmouth, which are very different but truly represent the East Coast of the USA, each in its own way.

After a day in Portland, back to nature. Head to Camden for a day and Acadia National Park for another!

New York to Maine in 10 days

New York to Maine road trip map 10 day itinerary

For a New York to Maine 10-day itinerary , we recommend spending the first two days in New York City to explore all of its highlights.

Then, head to Mystic and Cape Cod for quaint town atmosphere, where you can spend 1 day each.

Drive to Boston, and plan a one-day tour in the city. After that, you will spend the next 4 days in the charming towns and cities of Salem, Portsmouth, Portland and Camden.

Round off your trip with a hike in the marvelous Acadia National Park!

New York to Maine drive: FAQ

How far is maine from new york.

You’ll cover a total of 482 miles on a road trip from NYC to Acadia National Park , if you don’t take any detours. It means 8 hours and a half of driving.

However, we all know that if you are trying to put together the best road trip through Maine , it means you WILL take detours! You can see different itinerary options above.

How many days for a road trip to Maine from NYC?

A road trip from NYC to Maine can take from 1 to 15 days, depending on the kind of road trip you are hoping for and time available. If you just want to go to Maine, you can reach it in one day.

For visits to major cities, such as New Haven, Providence, Boston and Portland, one week should be enough. If you wish to add picturesque towns or natural sites to your itinerary, allow an extra day per site.

High Line in New York City, an elevated walkway going through the city, from which you can see a big head painted in street art on a building

What are the best stops from New York to Maine?

The prettiest seaside quaint towns are Camden, Portsmouth and Kennebunkport. Salem, Boston and Providence are very entertaining cities, with lots to do. For beaches, Cape Cod is the place to be. Finally, Acadia National Park is the natural jewel of the northeastern USA.

What is the best time for a New York to Maine road trip?

Autumn is the best time for a NY to Maine road trip, for its incredible autumn foliage along roadsides and around towns, cooler temperatures, fall festivals and fewer tourist crowds.

The diversity of tree species in this region, including maples, birches and oaks, makes for a rich and varied color palette that is truly impressive. Drive along the East Coast, from New York to Maine, and you’ll discover a dazzling display of red, orange and yellow leaves.

If you can’t make an autumn road trip work, September is also ideal, with pleasant temperatures and no crowds. You will be able to enjoy serene nature spots and quaint towns even more!

☀️ TOP TIP: Here are the coolest things to do in Brooklyn in September !

Liberty Statue in New York City, with a sailing boat in front of it, a good starting point for a New York to Maine road trip

How to get from New York to Maine?

New york to maine by car 🚗.

Renting a car is the best way to go from New York City to Maine. It will give you the freedom to stop everywhere you would like to on the road. Not all nature spots and small towns are accessible by public transport.

Furthermore, even if there are buses from New York City to Boston for instance, it takes much longer than a road trip by car. To find the best car deals, we can’t recommend enough Discover Cars .

It basically compares all international and local car companies to find the best cars and prices. This way, you don’t have to look at 10 different websites. They also offer great insurance deals with all cars. You can see it for yourself!

New York to Portland by Train 🚂

You can go to Portland from New York City by train in one day. Most of the trains take around 9 hours, because there is usually a change in Boston.

You can find tickets for around $100 USD, even cheaper if you book in advance. This is a great option if you don’t drive and just want to get to Portland without stopping on the road.

Long Island Beach in New York at sunset

New York to Portland by bus 🚌

If you are on a budget, and don’t want to do a road trip with different stops, the bus is your best bet.

You can find cheap buses at around $30 USD that go from New York City to Boston, and then to Portland. They are not even this long, as most of them take around 8 hours to complete the full journey.

However, if you wish to do an actual road trip, you would need to take buses from New York to New Haven, etc. This is absolutely doable for most spots on this itinerary. 

You just need to be patient as your road trill will depend on the hours of the buses.

New York to Portland by plane ✈️

Direct flights connect New York to Portland, several times a day. Flight time is an hour and a half. If you want to get to Portland as quickly as possible, without a car trip and without a strict budget, this is the best way.

How to prepare for a New York to Maine roadtrip?

1. Define the trip length ⌛ 2. Select the best stops according to your favorite things to do: city visit, hike in a national park, beach day…🥾 3. Rent a car on Discover Cars , the best comparator website for both international and local car rental companies 🚗 4. Book your hotels on Booking.com 🏨 5. Have fun and take loads of pictures! 📸

New York to Maine road trip: final thoughts

A road trip from New York City to Maine is a great way to get to know the East Coast, including everything from large cities to small towns, beaches and nature spots along the way.

Whether you only have a few days or a week or more, this road trip perfectly combines outdoor activities, culture and plenty of fun along the way.

You will fall in love with the beauty of Cape Cod, Salem or Portland and enjoy all the highlights of Boston and New York City. We mean, the DUMBO Manhattan Bridge view is a good place to start an epic road trip with stars in your eyes!

After visiting the north east coast of the United-States, you can also visit the south coast and do a New York City to Florida road trip. On that road, we highly recommend stopping at Washington DC and exploring the coolest things to do in Georgetown DC at night .

Further Reading...

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Bali on a Budget : 26 Tips You Must Read

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Planning a New York to Maine Road Trip Itinerary

Whether you are going for the beaches and the lobster rolls, or trying to hit peak fall foliage and everything pumpkin and apples, May through October is the perfect time to plan a New York to Maine road trip.

While it is tempting to rush through Southern New England on your way from New York to Maine, take some time to stop and see the sights along the way. This New York to Maine road trip itinerary was designed for a one-week trip, but can easily be extended to include more time at each destination or you can continue up the Maine Coast to see more of Vacationland.

This road trip is designed to go from New York City to Portland, Maine. However, if you want to include more stops between New York and Boston, you will also want to look at my New York to Boston itinerary for additional ideas.

Or, if you want to see more of Maine, you can continue north for a road trip through the Maine Highlands . This itinerary will take you from New York City to Maine, with stops in:

  • Mystic, Connecticut
  • Newport, Rhode Island
  • Boston, Massachusetts
  • Portland, Maine

Nubble Lighthouse in Cape Neddick Maine

New York to Maine Road Trip

If you are taking a New York to Maine road trip, the quickest route will be under six hours through Hartford, Connecticut. This makes the best return trip from Maine, but on your way, I’d recommend taking a slightly longer and a smidge more of a scenic route on your way to Maine.

From New York City, take Interstate 95 approximately 3.5 hours (traffic can vary) to the historic seaport town of Mystic, Connecticut. If you need a pitstop along the way, downtown Stamford and New Haven both offer great dining options, or grab some lobster rolls at Ford’s Lobster in Noank, Connecticut.

Stop #1: Mystic, Connecticut

Mystic harbor with boats on water and fall color on trees

Your first overnight stop should be in the charming seaside town of Mystic. I’m not sure if it is more famous for Mystic Pizza, the 1988 film starring Julia Roberts, or the historic Mystic Seaport, a must-see family attraction. You will probably want to stay here for two nights, as there is plenty to do in town and nearby.

Mystic Seaport is a recreated 19th Century seafaring village, complete with ships, shops, and workplaces staffed with costumed interpreters ready to tell you about their craft and day-to-day life in a 19th Century town. The cooperage, print shop, and general store are all popular stops with kids. Visitors can also step on board the Charles W. Morgan, the last wooden whaling ship in the world, or get out on the water on a Mystic River boat ride.

Downtown you can grab an ice cream and watch the drawbridge go up and down as ships pass by, browse the shops, or get something to eat at one of the many seafood restaurants. In addition to Mystic Pizza, I’m a huge fan of the Engine Room for lunch or dinner, or Kitchen Little for breakfast.

Kids will also love watching the beluga whales at the Mystic Aquarium or exploring the trails at the Denison Pequotsepos Nature Center. If you are visiting in the fall, it is worth waiting in line at B.F. Clyde’s Cider Mill for some hot, fresh apple cider donuts.

If you have time to spend a couple of days, nearby you can enjoy a ride on the Essex Steam Train, a visit to the Pequot Museum on the land of the Mashantucket Pequot Nation, a lighthouse tour from New London, a day at the beach in Misquamicut State Beach in Westerly, Rhode Island, or some wine tasting at Jonathan Edwards Winery near Stonington, CT.

Read more: things to do in Mystic with kids

Where to stay: Hyatt Place Mystic (includes free breakfast) and Mystic Marriott Hotel & Spa (not in downtown Mystic but a good full-service hotel option).

Stop #2: Newport, Rhode Island

Outside facade of the Breakers Mansion in Newport RI

From Mystic, it is about one hour drive to your next stop in Newport, Rhode Island. You can potentially just visit for the day and continue on to Providence or Boston, but staying overnight will give you more time on the Classic Coast.

Whether you are visiting in the spring, summer, fall, or winter , there is always something to do in the historic town of Newport, Rhode Island . Once a summer getaway for the wealthy New York industrialists, Newport still attracts the yachting crowd as the “sailing capital” and the classic coast. You can do Newport in a day, as it is only an hour from Mystic, but if you want to enjoy nearby beaches, farms, or take a day trip to Providence, Rhode Island , plan on staying one to two nights.

Two must-do things when you are in Newport are paying a visit to at least one of the famous Newport Mansions and getting out on the water for a sailing tour. The Newport Mansions are former homes of the business titans like the Vanderbilts, which were once used as “summer cottages” but more closely resemble palaces than a beach house. The largest and most famous is The Breakers, but I also enjoy visiting Marble House.

If you don’t want to tour the homes, take a drive down Bellevue Avenue to see them from the front and then walk along the three-mile Cliff Walk to get a glimpse of some of the backyards, along with gorgeous ocean views.

There are many sailing options in Newport, from sunset schooner sails to seal-watching eco-tours (in the winter). Leave time to enjoy shopping and strolling along Thames Street and Broadway in downtown Newport. You can also pop into the International Tennis Hall of Fame or one of two car museums around town. There are plenty of options for a great meal, including Bowen’s Wharf, the Black Pearl, Diego’s, and Midtown Oyster Bar.

In the evening, be sure to take a drive along Ocean Drive and try to catch a sunset from either Brenton Point, the Lawn at Castle Hill Inn, or Newport Island Harbor Resort on Goat Island. On your second day, either hit the beach (my favorites in Newport are Gooseberry Beach and Second Beach) or take a drive over to the neighboring island of Jamestown to visit my favorite spot in Rhode Island, Beavertail State Park. If you prefer an urban outing (or if you are visiting on a Waterfire night), head up to Providence for the day or afternoon/evening.

Where to stay: Newport Marriott has a great location and nautical decor, The Brenton Hotel is a hip hotel in central waterfront location, and The Vanderbilt is an upscale, historic property with a great rooftop bar.

Stop #3: Boston, Massachusetts

Boston skyline

When it is time to bid adieu to Rhode Island, drive two hours north to Boston. Now if you have extra time, you will want to spend three days in Boston, especially if you want to take some day trips to Gloucester , Rockport, or Salem, or stop at Plymouth along the way.

Boston is rich in history and charm, and like any large city, it has its fair share of great museums too. If you are interested in history, taking a walk along the Freedom Trail is a must-do. Of course, you may get more out of it if you sign up for a tour with a costumed guide.

To better understand Boston’s pivotal role in the Revolutionary War and founding of the country, pay a visit to the Boston Tea Party Ships & Museum . Kids will especially love tossing the tea into the Boston Harbor or a snack at the tea shop.

Within a short walk of the Boston Tea Party Museum, you can also visit either the Boston Children’s Museum or the New England Aquarium. If you are visiting in the summer, I’d recommend booking a whale-watching cruise in advance for an afternoon on the water and a glimpse of some magnificent creatures. If you don’t have time for a whale watch, you can still enjoy some time on the water with a harbor cruise or a ferry around the Boston Harbor Islands.

Make way for ducklings

Afterward, take a walk along the Rose Kennedy Greenway and either enjoy some of the food trucks congregated there, or walk over to the North End, Boston’s “Little Italy” and pick up some cannoli at Mike’s Pastry. And while it is touristy, the street performers around Fanueil Hall are always entertaining and there are plenty of places to grab a quick bite. For a more upscale food hall, drop into the Boston Public Market or head across town to Eataly Boston.

Sports fans should try to book a tour of the “Green Monster” and Fenway Park or try to catch a Boston Red Sox game in this classic stadium. If you appreciate art, visit the Museum of Fine Arts, or the intriguing Isabella Stewart Gardner Museum nearby (and learn about the famous heist that took place there.)

While you are in town, take a stroll through the Boston Common and Public Gardens, and take a ride on a Swan Boat before you visit the famous “Make Way for Ducklings” sculpture. You can also pop into Cheers on Beacon Hill and see if anyone knows your name. Movie and television fans would also enjoy a tour with On Location Tours of popular Boston filming sites from Good Will Hunting, Ted, The Departed, and others.

Read more: Things to do in Boston with teens

Where to stay : Boston is notoriously pricey, so for a family, you may want to consider one of the following options: Residence Inn Boston Downtown/Seaport Hotel has a convenient location to downtown, North End and harbor; Element Seaport is in newer seaport district with family size rooms; and Hyatt Place Boston/Seaport District has free breakfast and a good location in popular Seaport District.

Stop #4: Kennebunkport, Maine

Welcome to Kennebunkport sign

On your way to Portland, head two hours north of Boston to the charming coastal town of Kennebunkport, Maine. As soon as you pass into Maine, get off the highway and hightail it to Bob’s Clam Hut for some of the best lobster rolls and fried clams in New England. Then meander up the coast, taking your time to stop into a few of the best towns in the Maine Beaches region.

If you need to stretch your legs, stop in York for a walk along the 1.5 mile Cliff Walk or stock up your kitchen pantry at the Stonewall Kitchen company store. Another must-stop destination on your road trip to Maine has to be in Cape Neddick at the Nubble Lighthouse. Located on an island just off the coast, this is one of the most photographed lighthouses in Maine. If you are hungry, you can get some fresh lobster at Fox’s Lobster House right next door or Dunne’s Ice Cream down the street.

Just a little further along you will arrive in Kennebunkport (you might want to drive past the Bush Family compound along the way.) In town, you can enjoy shopping and dining at the many restaurants such as Federal Jack’s, Allison’s, Mabel’s, or the famous Clam Shack.

We also like to head out of town to Cape Porpoise Chowder House, which is popular with locals and tourists alike. Just be warned that parking is hard to find so you may need to walk a bit. You can stay in Kennebunkport or drive another 40 minutes to Portland, Maine. Your final destination on this New York to Maine road trip.

Where to stay: The Boathouse is a waterfront hotel right in Dock Square is perfect for when you want to be in the center of the action. If you prefer a bed and breakfast, try the The Inn at English Meadows .

Stop #5: Portland, Maine

Portland Head Light

Portland , Maine is one of the best small cities on the East Coast . Plan to spend at least a couple of days exploring Portland and the surrounding area. The park and area around Portland Head Light in Cape Elizabeth is a perfect spot for a picnic and to clamber over the rocks and watch the boats go by. When you are there, be sure to pick up a lobster roll from the Bite into Maine food truck.

Back in Old Port, take an afternoon to explore the boutiques along the harbor and wharves. There are so many amazing restaurants in Portland to try including Luke’s Lobster, Duckfat, Eventide, and Fore Street. There are also many craft breweries in the Portland area and you can board the Brew Bus for a tour if you don’t want to risk driving.

On your second day, you can take a ferry around the Harbor Islands or try a lobster cruise where you learn all about lobster fishing and even get to keep and cook what you catch. Or, spend a day shopping up in Freeport, home of the flagship L.L. Bean store.

Read more: Things to do in Portland in winter

Where to stay: Press Hotel or the AC Hotel Portland

While this New York to Maine road trip itinerary only takes you into Southern Maine, it is easy to extend this to head up to the coast with a stop at either Boothbay Harbor or Rockland before reaching Bar Harbor and Acadia National Park .

This road trip gives you a great introduction to Southern New England and includes some of the region’s highlights. If you are looking for more road trip ideas and want to dig a little deeper into New England, I’d recommend:

  • New England road trips to take in the fall
  • Vermont road trip itinerary
  • Off-the-beaten path Maine road trip

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One week itinerary for a New York to Maine road trip

Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: March 23, 2024

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New York to Maine Road Trip

8 Spectacular Spots on New York to Maine Road Trip

Discover breath-taking scenes of New England in our New York to Maine Road Trip

From tiny fishing villages and towns to urban cities and suburbs, New England is one of the best regions to take road trips. The charming eastern side of the state traverses through six different regions of New England:  Connecticut ,  Massachusetts ,  New Hampshire ,  Vermont ,  Rhode Island , and  Maine .

All these states boast a different mix of culture, traditions, gastronomical cuisines, and unique urban trends. And the only best way to explore the forms of New England is through a road trip.

Though a first-time visitor to New England will need approximately three to four weeks to explore everything, one can still experience the best of them within a week. Most visitors don’t cover everything in one go but often spend some time relaxing at important places like Boston , Portsmouth , and Providence .

In this guide, I’ll cover one of the popular routes taken by every visitor who makes it to New England. New York to Maine road trip journeys through five states covering places like Stamford, Providence, Boston, Portland, and more.

With the natural landscapes of Acadia National Park , the experience of this epic road trip will truly lighten up. While the emphasis will be on covering most of the highlights, I’ve ensured that you get a detailed list of all the top attractions and activities.

So without further ado, let’s get started!

How to Plan New York to Maine Road Trip

In this section, you’ll find some important tips on how to plan a best road trip across New England. Below info will specifically focus on our New York to Maine route, as you can later plan it thoroughly before travelling.

Best Route to Reach Maine from New York

The best route to reach Maine depends on the places you stop by. Following our plan, you’ll have to take the  I-95 N and CT-15 N from New York to Hartford . From Hartford, we take a slight detour to cover the states of Rhode Island and Massachusetts. Follow the route of  I-84 E and I-90 E till Boston ; then, you’ll be back again on  I-95 N to reach your final destination, Maine .

New York to Hartford drive route

The best driving route for New York to Maine depends on your travel itinerary. If you need to follow the course we suggested, ensure that the places you include in your travel plan are closer. Some detours are fine as long as the sites are not far away.

Read More | If you need a detailed info on how to reach Maine from New York via other transport modes, then I suggest visiting this page . This will help you better understand routes and public transport options.

Driving Times for New York to Maine

The drive from New York to Maine is 488 miles (785 km). If you were to drive non-stop, it would take approximately 7hr 12mins to arrive.  However, we don’t recommend a direct journey, as it’s best to throw in stops throughout your entire road trip. Consider spanning your schedule across five days to ensure you visit top places.

Travel Tip | We highly recommend taking out a weeks’ time to explore New England. This is more than enough to discover offbeat places, top attractions, and niche activities.

How to Rent a Car

To rent a car in the United States, I suggest Rentalcars.com . It’s one of the best rental service I’ve ever come across, offering affordable vehicles for the said duration. With max saftey assurance, you can be sure of booking the right vehicle for your New England road trip.

New York to Maine Road Trip Map

Here’s an overlook at the driving route to reach Maine (including road trip stops) –

New York to Maine road trip

New York to Maine Road Trip Stops

Stamford, ct.

Located 40 miles north of New York, Stamford is the third largest city in Connecticut State. Known to house fortune companies and large business hubs, the city has massively grown its tourism presence. From beautiful city parks and museums to amazing walking trails and pristine beaches – Stamford is one of the great places to stop by during your New York to Maine road trip.

Stamford amazingly holds a significant number of things to see and do. I would suggest staying overnight to experience this beautiful town’s diversity.  Below are some of my recommendations that you can include in your road trip plan – 

Cove Island Park

Located on Long Island Sound, this park is one of the best places to relax and unwind. Who would have expected to find a place like Cove Island Park with a beach and a garden in a busy city like Stamford? In the earlier days, locals used the park to gather missing house stray livestock. Today, it’s a bustling area filled with pretty sailboats, well-designed walk tracks, cycling trails, and huge playgrounds.

Note : Cove Island Park charges $25 per car for parking. Considering the fee, it’s a lot on pocket just to pay for parking. However, if you want to stay on a tight budget – you could always choose to park your car somewhere else nearby to Cove Island Park.

Stamford Museum & Nature Centre

If you’re a history buff like me, then you’d obviously love Stamford Museum & Nature Centre. Packed with arts, culture, nature, and agricultural info – the museum is best known for providing exciting insights about the city’s past timeline. It also houses a planetarium and a large four-story observatory for children to interact with various displays. You can  check their calendar  for all future events.

Mianus River Park

If you’re in Stamford, you certainly can’t miss exploring Mianus River Park. Featuring a wealth of activities, hiking trails, and incredible wildlife, you could easily spend half a day wandering these verdant woods. The hiking tracks are well-designed, which makes it ideal for all beginners to try and test their physical well-being. Most of these trails lead you to vibrant spots of the river park, which are pretty photogenic.

Places to stay : Hilton Stamford Hotel | Hampton Inn & Suites | Stamford Marriot Hotel & Spa

What’s more to visit? If you can add an extra day to Stamford, then do not miss a visit to The Palace Theatre, Half Full Brewery, and Fort Stamford Park – Goodbody Garden.

New Haven, CT

Home to the historic Yale University, New Haven is proud of its history and features distinctive shops, old museums, and classic theatres. It’s one of the best places to visit in New England, especially if you want to know more about the town’s exciting history.

Distance from Stamford to New Haven : 44 minutes (41.6 miles)

While Yale University might have officially introduced New Haven to the world, there’s much to explore beyond the campus arena. Yes, it’s often a traditional schedule to walk the university grounds and explore its heritage, but you can also tour other experiences the town offers.

New Haven’s age-old restaurants, modern bars, barbecue shacks, and traditional pizzas elevate your experience of staying in this lively town. I’ve listed some of the top things to do in New Haven, which you can undoubtedly add to your itinerary.

Explore Yale University

There’s no better place than Yale to start your exploration of New Haven. Dating back to the 16th century, the university still holds its roots and delivers an enriching experience on touring its inner & outer grounds. Being one of the reputed institutions, Yale is widely known for its notable alums and vast achievements. While you’re free to wander the campus on your own, I suggest taking a free walking tour of Yale University . It’s the best way to know the history, interesting insights, and unique admirable things.

Inside the Yale | Yale University spans a vast area featuring many in-house attractions such as Sterling Memorial Library, Yale Center for British Art, and Yale University Art Gallery. Do take out an entire day to explore the suggested places in their entirety.

Visit Yale Peabody Museum of Natural History

One of the exciting things to do at Yale University is to visit the Peabody Museum, which houses permanent collections of dinosaurs. From skeleton bones and fossils to educational info on species, the museum is a great place to wander for families and their children.

Explore shops at Yale’s alley

Right around the corner from Yale University, you’ll find a good mix of modern & traditional shops. The entire lane features an eclectic fusion of brands that deliver excellent retail therapy. It’s a perfect place to unwind and enjoy delicious lunch or dinner.

Wander off at Little Italy

As the name suggests, the neighbourhood is home to some of the best restaurants in New Haven. You’ll certainly smell the aromas of hot bruschetta and flavourful ravioli as you walk by the street. And if you need to get the authentic Italian experience, indulge in the famous pizzas at Frank Pepe Pizzeria Napoletana.

Places to stay : The Study at Yale | Omni New Haven Hotel

Hartford, CT

Hartford is one of the most underrated places to explore in New England. But, by all means, it is my favorite place to discover world-class art galleries, the oldest of museums, historic buildings, and charming pubs and bars. Hartford is well-known for its history, but the modernism it showcases is simply epic.

Distance from New Haven to Hartford:  39 minutes (38.8 miles)

Hartford has left a legacy to house notable leaders like Mark Twain and Harriet Beecher Stowe. Their imprint shines brightly through museums, galleries, and workshops even today. Below you’ll find some of the best places to visit in Hartford, CT.

Wadsworth Atheneum Museum of Art

Founded in 1842, the Wadsworth Atheneum Museum of Art is one of the oldest museums in the United States. Housing an extensive collection, the museum is a haven for those interested in exploring brilliant pieces of artwork. Most of these paintings have been done by contemporary artists and French Impressionists. If you talk about the size of the museum, it’s spread across an area of 196,000 square feet. So, you’ll need plenty of time to explore and partake in many of the museum’s events and exhibitions.

Cruise On The Connecticut River

If you’re lucky to find yourself on a bright sunny day in Hartford, then there’s no better way than to cruise past some of the beautiful highlights of the town. Cruising the Connecticut River gives a different perspective of viewing Hartford’s amazing sights. These cruise trips offer informative guides and a delicious onboard meal to enjoy a short experience.

Connecticut Science Center

Travelling with kids to Hartford? Look no further than Connecticut Science Center, which houses intriguing exhibits and artifacts. The center features 154,000 square feet of area, and everyone can enjoy exciting science stuff. One of the must-visit places inside the center is the Exploring Space gallery. It offers viewers a close-up look at the moon crater and space objects. On the other hand, the Sight and Sound Experience is a modern-day exhibit combining art, music, and science presentations.

Accommodation : Find out the best budgeted places to stay in Hartford, CT .

What’s more? Hartford is all about history. Take a day out to explore other popular places like The Mark Twain House & Museum, Harriet Beecher Stowe Center, Connecticut State Capitol, and Museum of Connecticut History.

Providence, RI

Providence is a perfect destination to experience the best of Rhode Island. Being the largest city, there’s always a discovery that visitors enjoy during their travels. Localities from New York often treat Providence as their weekend getaway place to enjoy the architecture, nightlife, culture, and unique culinary scenes.

Distance from Hartford to Providence:  1hr 35mins (94 miles)

I recommend spending a full day at Providence before you head to your next destination. Some of the activities or places you can explore include –

Visit Roger Williams Park

Being one of the major tourist attractions of Providence, Roger Williams Park graciously hosts 400 acres of land comprising a planetarium, a zoo, and natural history museums. Walking trails around the park make it easy for a tourist to explore iconic landmarks. The best spot is the 18th-century cottage. All-in-all, Roger Williams Park is a great place to start your exploration.

Tour the famous RISD Museum

A visit to Providence in Rhode Island is complete with making it to the RISD Museum. Founded in 1877, the museum is home to more than 100,000 pieces of artifacts worldwide. Right from collections of ancient art to intriguing sculptures and mosaics, you’ll find a vast display site of objects to browse through.

RISD Museum Fee | $17 for Adults, $12 for senior citizens, and free for youth under age 18.

Some other attractions which you can cover within a day in Providence include: Providence Performing Arts Center, Rhode Island Seafood Festival (September), and Rhode Island State Capitol.

It’s time to hit Boston, finally! I suggest leaving Providence early in the morning so that you can utilize most of your daytime exploring the city’s top highlights.

Boston thrives on art, culture, history, and nightlife. There’s a plethora of things to see and do , making you stay a couple of days more to experience all of it. Visitors often need a separate itinerary for Boston to cover everything they want to see. And it ideally makes sense because the city houses numerous attractions worth visiting.

Boston is often regarded as a place for history buffs because of its past significant events like Boston Tea Party. However, looking at the city right, you’ll see the urban lifestyle completely shadowing those events. Yet, some museums and galleries have preserved the originality of Boston’s historical events. For modern-day folks like us, the city impresses with its cutting-edge restaurants, unique performances, harbor cruises, and popular events.

New York to Boston | Journey through the heart of New England in this epic weekend getaway trip to Boston . Discover thrumming activities, bustling museums, and picturesque settings of the beautiful country road.

Top things to do in Boston, MA –

The Freedom Trail

One of the most touristy things to do in Boston is to walk the 2.5-mile-long stretch of the Freedom Trail. The path ventures between 16 historic sites in Boston, and the trail journeys through sections of the city that are unmatched in beauty. Some of the iconic things you’ll see on the Freedom Trail are King’s Chapel, Old State House, Massachusetts State House, Faneuil Hall, Old Corner Bookstore, Park Street Church, and Old North Church.  Visit this page  to read the detailed list.

Relax at Boston Common

Boston has its own Central Park in the form of  Boston Common . If you’ve had a long day exploring the city, then head to Boston Common. Being one of the oldest public parks in America, the place is well-known for hosting recreational activities and events.

Isabella Stewart Gardner Museum

It’s one of the prettiest museums I’ve ever seen. When you visit any museum, you often appreciate the artwork, displays, and exhibits stored. But Isabella Stewart Gardner will change how you look at museums. This photogenic place is on everyone’s bucket list, only since it looks gorgeous. The courtyard is decorated with gardens, and small trees, which have been designed nicely with patios, textiles, and archways.

Places to stay: Boston Park Plaza | The Verb Hotel | The Godfrey Hotel Boston

Portsmouth, NH

Portsmouth is one of the picturesque towns of New England. Nestled in the state of New Hampshire, the town has a lively sense of culture and nightlife that visitors thoroughly enjoy. Although it’s a small idyllic town, it still buzzes loudly at any time of the year.

Distance from Boston to Portsmouth:  1hr 5mins (61.6 miles)

Go shopping

The best way to explore Portsmouth is to go shopping. The energetic Downtown Portsmouth houses some of the state most amazing boutiques and shops. Walk down any side of the street, and you’ll see a variety of stores displaying clothes, antiques, local souvenirs, books, jewelry, and much more. Join any free walking tours of the  Market Square  to explore hidden galleries, old-fashioned stores, and gift shops.

Relax at the waterfront

The Portsmouth harbor offers a spectacular viewing experience of the Piscataqua River. Enjoy a delicious lunch by the river, or take a guided tour along the Portsmouth Harbor Trail. The entire path runs through local historic sites and scenic vantage points, which provide a beautiful walking experience of the coast.

Enjoy local cuisine

Portsmouth has a reputation for hosting lip-smacking culinary food. Whether you’re looking to fine dine or a casual bite, the town will satisfy you with its options. Head to  Lexie’s Joint , which specializes in traditional in-house burgers, or  Shio , which guarantees a soulful Japanese meal. If you need help deciding where to head, look at  some dining options .

Portland, Maine

Maine is one of the populous states of New England, and there’s no better exploration spot than Portland to start your venture. Filled with pure beauty and reputable sites, Portland is a summer-getaway destination for most localities. From extensive coastlines to far-stretched beaches, the town can offer more than a little to up your summer experience.

Distance from Portsmouth to Portland:  51 minutes (52.2 miles)

While there’s no escape from the summer crowds, Portland still remains an unmissable destination in Maine. The streets, the beaches, and the parks are far more crowded than you’d expect, but it’s okay to compromise on it. If Portland’s points of interest and attractions interest you, you shouldn’t bother about visitors crowding it.

Best things to do in Portland, Maine – 

Visit Judith

Based in Downtown Portland, Judith is home to world-class restaurants and bars that aim to deliver a perfect dining experience. The pubs in this area (literally) brighten up the entire atmosphere at night. In addition to its gastronomy, Judith marks itself as a retail harbor to house some of the most luxurious & well-known brands.

Portland Head Lighthouse

The lighthouse has been the main point of interest in Portland. Perched atop the cliff of Cape Elizabeth’s in Fort Williams Park, the lighthouse sits conveniently overlooking the Atlantic Ocean. Plenty of walking trails run alongside the coastline, offering scenic vantage lookouts.

Eastern Promenade

During the evenings, the Eastern Promenade of Portsmouth offers the best views of Casco Bay. With a wide-open space with busy tourists, this waterfront is one of the best places in town to relax and unwind. Furthermore, there are paddleboats and kayaks for visitors to try water-based activities.

Accommodation : These are some of the best places to stay in Portland, Maine .

What’s more? Take an entire day out to explore top highlights of Portland including: Portland Museum of Art, Portland Observatory, Luna Rooftop Bar, Maine Brews Crews, and Old Port.

Acadia National Park, Maine

Visiting Acadia National Park is one of the highlights of our New York to Maine road trip. Despite being small, the national park predominantly occupies a vast area of Maine’s Mount Desert Island. Given the name ‘desert,’ visitors often think of this national park as having barren landscapes. However, it’s quite contrary to the belief most people have.

Acadia National Park teems with natural beauty that showcases rising cliffs from the sea intertwined with small fishing villages. The lush green forests make a pathway to the granite mountains with steep slopes, making the surroundings look more vibrant. A deep exploration of Acadia National Park guarantees the best scenic views and a culmination of natural elements like lakes, meadows, marshes, and a vast ocean.

How to reach? From your last stop i.e. Portland, its 174 miles via I-295 N and I-95 N to reach the national park. To travel within the park, I would recommend staying in one of the villages of the island and to use scheduled shuttle bus that runs daily across the circuit. Visit this link to get more info on the public transport.

Approximately 3-4 million visitors explore Acadia National Park every year. And that’s honestly a pretty good number. Since the park has so much to offer, even the locals living nearby in Maine and New York often find themselves returning time and again to explore its vastness.

Recommended | Need more info on how & when to visit? Read this handy travel guide to Acadia National Park.

How to Plan New York to Maine Road Trip Itinerary

When planning a road trip, the most challenging thing is compiling every stop and putting it inside a plan. Having a detailed schedule helps, but sometimes it’s good to keep your itinerary flexible. To help you out with your efforts, I’ve curated a sample 8-day itinerary for New York to Maine road trip. You can customize the plan, tweak it or discard any places you like from the schedule. But, more importantly, keep your plan flexible so that the entire road journey is smooth.

New York to Maine Itinerary

Depart from New York New York to Stamford (53 mins) Explore Stamford Stamford to New Haven (46 mins) Overnight at New Haven

Full-day exploration of New Haven Overnight at New Haven

New Haven to Hartford (40 mins) Explore Hartford and visit main sites Hartford to Providence (1hr 36mins) Overnight at Providence

Explore activities and experiences of Providence Overnight at Providence

Providence to Boston (1hr 18mins) Opt to do activities in Boston Overnight stay

Half-day exploration of Boston’s highlights Boston to Portsmouth (1hr 5mins) Enjoy nightlife of Portsmouth Overnight stay

Portsmouth to Portland (52 mins) Half-day exploration of Portland Overnight stay at Portland (or near Acadia National Park)

Full-day exploration of Acadia National Park

The above 8-day sample itinerary comprises of all the places listed in this guide. In addition, you can also checkout our next section to book guided tours and day-trips.

Popular Guided Tours & Excursions

With our partnership with GetYourGuide, you can book addtional excursions and guided day-trips at affordable prices. Some of these experiences are well-curated in order to match any existing travel plan. Below are some my recommendations that can compliment our New York to Maine road trip –

Further Readings & Resources

New York to Boston: New York to Boston Road Trip: A Perfect Weekend Escape in 2022 Los Angeles to Yosemite: 9 Sensational Los Angeles to Yosemite Road Trip Stops Los Angeles to Joshua Tree: 5 Beautiful Los Angeles to Joshua Tree Road Trip Amarillo to Santa Fe: 9 Beautiful Amarillo to Santa Fe Road Trip Stops

A couple of in-depth American Itineraries –

California : 10 Day California Road Trip: One Epic California Itinerary Highlights of Alaska: 7 Day Alaska Itinerary : How To Spend One Week in Alaska Ultimate Alaska: 10 Day Alaska Itinerary: Kenai & Denali Road Trip

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A New England Road Trip From New York To Maine

New England Road Trip: Portland, Maine skylineiN

My colleague and friend, Lori Tripoli*, took a slow New England road trip to relax and unwind but says for the time-crunched, the same itinerary can be speeded up over a long weekend. She suggests a leisurely two-night stay in each city along the way to enjoy the shops, dining and water views. 

Leaves or no leaves, a late fall or early winter New England road trip proves the perfect escape for a “new” way of travel.

Pre-pandemic, the focus of our trip would have been on seeing as many sights, visiting as many shops, and hitting as many hot restaurants as we possibly could. In these socially distanced times, what we really crave is a getaway where we will feel safe. In search of lodging that offers comfort and refuge and in-house dining, we hit the road heading to Maine.

Jump ahead to...

Our New York to Maine Road Trip Itinerary

A lighthouse in Maine

Maine—known for its hardy, salt-of-the-earth populace and lobster rolls worth traveling for—that is just over four hours by car from New York’s Westchester County, becomes our first destination. As much as we do not, right now, want to fly anywhere, we are also wary of spending too much time on our New England road trip in the car. We opt to undertake the longest leg of our journey on Day 1 with a plan to meander back to home base slowly.

Portland, Maine serves as a strategic as well as a charming first stop. Disinclined during these germ-conscious times to patronize rest stops or service station restrooms, I will just about have reached my limit around the time we are pulling up to the valet parking at the Portland Harbor Hotel.

Arriving in Portland, Maine: Where to stay and what to do

Contemporary guest room at the Portland Harbor Hotel (courtesy Portland Harbor Hotel)

Located in the charming Old Port District just a block from the waterfront, the Portland Harbor Hotel , a 101-room boutique, oozes with nautical charm and comfort. After a speedy and friendly check-in, we freshen up in our room before heading out to explore the waterfront and indulge in a little window shopping. There will be time for a long soak in the tub with a book in hand later.

We’ve barely reached Portland Harbor when we realize it’s the right choice for an off-season vacation during a pandemic. With a population of about 1.3 million people in the entire state, Maine proves a wise and uncrowded option. As we amble toward the harbor, we notice that Portland, a small city with just 68,000 inhabitants, features plenty of open and walkable space. More importantly, the people we encounter are friendly. We’ve left New York’s brashness and cynicism behind.

If you’re not watching boats come in and out, indulge in some recreational shopping at Lisa-Marie’s Made in Maine if you are interested in locally made items (including sea glass bracelets!). FatFace is a good choice for those in search of clothing for anyone in the family, and Sea Bags offers unique handbags made from old sails.

Evening city view from the hotel (credit: M. Ciavardini)

Ready for a rest and maybe a movie in the cozy living area of our accommodations, we head back to the hotel. Interested in Maine’s history­­—and its prior existence as part of the Commonwealth of Massachusetts—I reread Laurel Thatcher Ulrich’s A Midwife’s Tale , the annotated journal of a midwife who lived in the 1700s.

Autumnal dining at the Blue Fin Restaurant

Recharged a few hours later, we head to the Blue Fin restaurant for dinner. Being, as we are, at the height of the pumpkin spice season, a Pumpkin Pie Martini seems the perfect choice to kick off an evening now.  

In years past, hotel restaurants would rarely register in my awareness; if anything, they’d be a convenient afterthought, a place we might slip into for a late-night cocktail or a convenient morning breakfast. Now, however, they factor hugely in my planning as we try, as much as possible, to dine in situ . It’s part of our new travel cocooning where, despite forays into the real world, we like to retreat to a cozy refuge, one where we won’t feel like hundreds of strangers and all of their germs are hovering.

We revel when, not long into our salad course, a small team from a nearby business arrives for a social gathering celebrating something corporate. For us, as visitors, an imprimatur of a restaurant’s legitimacy is when locals frequent a place. Even more enthused by the positive energy of our fellow diners, we fill up on surf and turf before settling in for a long evening’s nap.

The possibilities of things to do in Portland, Maine , are endless.

Next Stop: A Quiet Stay in Boston

New England Road trip: A room with a view at the Boston Harbor Hotel

Emboldened by the success of our visit to Portland, we drive south two hours to Boston , where, continuing our indulgence in sequestered destinations, we plan to hole up in a suite in the Boston Harbor Hotel .

One of the few positive developments in travel associated with the pandemic is the emphasis on speedy and painless check-in. As in Maine, the process is quick. It seems to take just seconds before a bellman is whisking us to our room and giving us a quick lesson on how to operate the bedside tablet from which we can not only control the ambiance but also order room service.

Room service at the Boston Harbor Hotel

Again focusing on relaxing—reading, soaking, staring out at the view—we spend quality time in our room that in the “before” times would merely have served as a sleeping place in-between visits to local sites. Now, we only venture downstairs for dinner and more water viewing.

We indulge in espresso martinis and a seafood tower at Rowes Wharf Sea Grille in the hotel. Indulging in some socially distanced people-watching—tables are situated at a comfortable distance from one another—we simultaneously enjoy more harbor views.

Those more motivated than we are might enjoy a visit to the Museum of Fine Arts for some good art, an informative walk on the Freedom Trail for a dose of Revolutionary history, and a stop-in at the Brattle Book Shop (established in 1825!) for more reading material.

On to Concord, Massachusetts

Louisa May Alcott grave in Concord (credit: M. Ciavardini)

On a prior visit to the land of Louisa May Alcott (she and her family lived in Concord and visitors to the Orchard House can see where she wrote Little Women in just a few months), I discovered Concord’s Colonial Inn, a historic inn that dates to 1716.  We stop by for a restful lunch at Liberty where we order some classics: Waldorf Salad (a concoction of apples, grapes, greens, and tarragon dressing), a lobster roll, and Yankee pot roast. Afterward, I head to The Concord Bookshop, a charming independent bookstore, for more nourishment for my reading addiction.

As is our habit, we swing by Authors Ridge at Concord’s Sleepy Hollow Cemetery before heading to the next stop on this very different New England road trip. The ridge is the final resting place of Louisa May Alcott, Nathaniel Hawthorne, Henry David Thoreau, and Ralph Waldo Emerson. I keep lingering on Alcott’s speed—she was an impressive producer of content who churned those words out without the benefit of a laptop. Maybe leaving a pencil or two at her grave as sacrifices will help me overcome my own shortcomings as a writer.

If you’d like to linger, book a stay at the inn itself and consider that Alcott house tour.

Last stop on our road trip: Newport, Rhode Island

Guestrooms at Bannisters Wharf in Newport, Rhode Island

A swing by Bannister’s Wharf in any season may seem counterintuitive during these socially distanced times. Being, as it is, at the heart of all that is Newport, RI, the destination does tend to draw a crowd and plenty of sailing sorts. On this New England road trip, we plan to stay above the fray—and away from the vapors—by booking a room in the Bannister’s Wharf Guestrooms overlooking the marina in Newport Harbor.

The luxury here is the million-dollar view and the second-floor deck that is open only to guests who’ve booked a room. Yes, a stay here ever so slightly is akin to staying in someone’s fishing shack. But this is Newport and, without ever descending to sea level, you can watch the yachts dock, the sunrise and set, and smaller vessels head out to open water.

View from our guest room at Bannisters Wharf

We do actually have to venture downstairs to dine. Foodies will enjoy comparing the products of 22 Bowen’s Wine Bar & Grille (modern and sleek) and the Clarke Cooke House (more animated and earthy). You’ll want reservations for each.

If you’re in the mood for fancy—in terms of food or accommodation—head to The Chanler at Cliff Walk, one of the mansions (quaintly referred to as ‘cottages’) on Newport’s famous Cliff Walk. Reservations for the cafe at The Chanler are a must.

Elegant dining room at Chanler at Cliff Walk

Ever wonder what it would be like to take a road trip around Maine in an RV? Read about this coastal Maine road trip . 

*About Lori Tripoli

Lori Tripoli is an accomplished freelance writer and editor focusing on law and the legal business, environmental policy and sustainability, higher education and travel. Lori was a founding editor of Sustainability: The Journal of Record and was editor of the New York Law Journal Westchester Edition .

A city kid by inclination, she has, in more recent years, embraced adventures in rain forests and caves. Lori’s passions are environmental conservation, travel and writing personal and professional histories. She blogs about her globetrotting habit as the Bashful Adventurer .

Disclosure: The author’s visit to the Portland Harbor Hotel was sponsored by Colwen Hotels, which manages the hotel.

IF YOU GO           

  • Maine Tourism Association
  • Massachusetts Office of Travel and Tourism
  • Visit Rhode Island

Note: The distance from Bedford, NY to Portland, Maine is about 279 miles. The Google map shows the round-trip distance/driving time.

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The Best 10-Day Coastal Maine Road Trip Itinerary For An Amazing Trip

By Jessie Festa. This Maine coast itinerary includes affiliate links to trusted partners!

Do you need help planning a coastal Maine road trip itinerary ?

Then you’re in the right place!

Located in the New England region of the United States, Maine is the country’s easternmost state and borders Canada to the north.

Its cooler climate and coastal location are what allow visitors to enjoy many of the things Maine is most known for: delicious seafood, juicy blueberries, beautiful beaches, rocky coastline, and stunning landscapes that offer some of the world’s best hiking and outdoor activities.

There is a lot to enjoy on a Maine road trip, though with so many options, it can be hard to narrow down what to actually add to your itinerary.

Luckily, I’ve done the hard work for you, and you’ll find a road trip through Maine mapped out below — complete with recommendations for where to go, what to do, where to eat, and tips for having the best trip possible.

This itinerary is based on a summer road trip I did with my husband Andy, though solo travelers, families, and friend groups can also enjoy the below suggestions.

To help you have the best Maine road trip possible; one complete with incredible memories you’ll truly never forget!

Renting a car for coastal Maine road trip?  Check out  Discover Cars  to quickly compare your rental options. Their comparison tool does the homework for you, so there’s no need to have up 10+ tabs trying to figure out which company is the most affordable. Actually, you can save up to 70% by using their tool! There are also a number of fun guided Maine tours to add to your itinerary, like an Old Port Culinary Walking Tour from Portland or an eBike Tour of Acadia National Park’s Carriage Roads from Bar Harbor .

Psst, don’t forget to pin this Maine itinerary for later!

coastal Maine road trip itinerary

Simply add the map to your phone to have it ready to go for your trip.

Bonus: The kit comes with 40+ other travel resources — from printables to quizzes to itineraries — all meant to help you explore the world beyond the guidebook!

On that note, let’s go over how to have the absolute best road trip in Maine.

10-Day Coastal Maine Road Trip Itinerary (Quick Facts)

To help you save time, here is a quick overview of the Maine coast vacation itinerary detailed below.

Maine car rental: Use DiscoverCars to compare prices across various car rental companies. This can really help you save money when traveling to Maine or heading out on a road trip .

Maine travel insurance: I use and recommend SafetyWing , which offers budget-friendly yet robust coverage.

Road trip planning tool: Wondering how to plan a trip to Maine? Check out Roadtrippers Plus , which helps you plan your route, estimate gas costs, book hotels and tours, create maps, and more. Use code “BTR5QTP” for $5 off!

Stop #1: Portland (2 nights)

  • Stay: This historic hot tub-equipped Airbnb or at a hotel in downtown Portland – like the Black Elephant Hostel (which has private rooms) or The Docent’s Collection .
  • Eat: Bite Into Maine (amazing lobster rolls), Blyth & Burrows (cocktails & bites), Central Provisions (unique seasonal menu), Holy Donut (made-from-scratch potato donuts).
  • Do: Bike the lighthouses as a DIY adventure or book this tour , walk the many scenic neighborhoods, visit beautiful beaches (like Old Orchard Beach), and do a beer tour .
  • Tours: Click here for a full list of tours in Portland, Maine .

Stop #2: Bar Harbor (3 nights)

  • Stay: We stayed at the Acadia Pines Motel based solely on the price, and wouldn’t necessarily recommend it. It was fine for what we needed, though if I did it again I’d probably choose the reasonably-priced Little Fig Hotel , which also has a better location right in Bar Harbor’s walkable village.
  • Eat: 2 Cats Restaurant (made-from-scratch breakfast), Terrace Grille (delicious lunch on the water), Merchant & Frye (farm-to-fork eatery), and Geddy’s (fresh local lobster).
  • Do: Hike in Acadia National Park, wander the walkable village and its coastal Shore Path, and go on a tour with Bar Harbor Whale Watch Co .
  • Tours: Click here for a full list of tours in Bar Harbor, Maine .

hiking in Acadia National Park on a coastal Maine road trip

Route 1 Maine Road Trip Map

When it comes to Maine driving trips along the coast, many people like to take Route 1 since it’s smooth, scenic, and parallels the Maine coast.

To help you save time, you can click here for a Google Map for your Route 1 Maine road trip itinerary with the above-mentioned destinations pre-plotted.

coastal Maine road trip itinerary map

10-Day Coastal Maine Road Trip Itinerary (In-Depth Plan)

Now let’s go over our best coastal road trip in Maine in-depth.

In this section, I’ll detail a number of recommendations in each stop based on my own unforgettable 10 day Maine itinerary — so that you can steal them for your own travels.

Of course, this list of ideas for a road trip through coastal Maine is not exhaustive. If you have your own suggestions, please share them in the comments below!

Maine Road Trip Stop #1: Portland (2 Nights)

One stop you should definitely add to your Maine trip is Portland, a hip city with a rich history.

Originally called “Machigonne” (great neck) by the Native American Algonquians, the area was later named after the English Isle of Portland.

According to Britannica , it changed names a few more times before eventually becoming Portland again, and its history includes being a fishing and trading village, seeing many wars (and being destroyed and rebuilt many times), and playing a big part in the transportation industry.

Much of this history, and more, can be explored at Portland’s many museums.

Portland is actually Maine’s largest city, and today you’ll find loads of opportunities to discover great restaurants, bars, nightlife, tours, and cultural institutions.

Quite honestly, there is enough to do to warrant a longer stay in Portland; however, as this is only a 10-day Maine itinerary and we’ve got places to go, I’m keeping it at 2 nights. That being said, feel free to extend if you have the time!

Where To Stay In Portland

Airbnb with hot tub . During our road trip to Portland, Maine, we stayed in a charming Airbnb housed in a building that’s on the National Historic Registry. Known as the Leonard Bond Chapman House (circa 1868), the home is a classic Second-Empire Victorian, and once featured vast farmland and a successful nursery — though today you’ll find the land has amenities like a hot tub, pool, and relaxing lounge areas.

Historic Airbnb in Portland on a coastal Maine road trip itinerary

Hotel in Portland’s Old Port . If you’d prefer to be in the heart of the action, staying in the historic Old Port with its cobblestone streets and beautiful brick buildings is a smart idea. You’ll be within walking distance of loads of restaurants, bars, cafes, and boutiques — plus the waterfront is nearby if you’d like to enjoy a promenade walk, waterfront meal, or sunset cruise .

Things To Do In Portland, Maine

-Bike The Lighthouses

One fun activity to do along your coastal Maine road trip is to bike the lighthouses Portland is so well known for.

You can rent a bike from Lighthouse Bikes in South Portland, which offers rentals for $10 per hour or $35 per day, which also gets you a helmet, bike lock, and a map.

There are 5 lighthouses on the main route, though most people only do the first 4 — Bug Light , Spring Point Ledge , Ram Island Ledge , and Portland Head Lighthouse .

visiting Portland Head Lighthouse on a coastal Maine road trip

Liquid Riot . While they have a food menu, I’d recommend coming here just for drinks. They brew their own beer and distill their own alcohol — meaning the libations are delicious. Plus, the space is really cool with giant glass windows showing the behind-the-scenes of the operation, wine barrels as tables, and indoor-outdoor seating.

Drink recommendation: the “Wild Hearts” made with Liquid Riot Bonfire Spirit, mezcal, banana Cognac, lime, prickly pear, grapefruit, and spice.

Holy Donut . This beloved local donut shop is known for their made-from-scratch potato donuts that come in flavors like chocolate sea salt and blueberry lemon. My top pick: the vegan chocolate caramel coconut, which looks and tastes like a Samoa cookie!

lavender Holy Donut in Portland, Maine

Geddy’s Restaurant . No vacation on the Maine coastline would be complete without savoring some local lobster. This eatery in Bar Harbor Village is known for its fun nautical decor and fresh lobster caught right in the Maine waters out front. Pair a Lobster Bake — which comes with lobster, corn, and homemade blueberry pie — with a local Atlantic Brewery beer.

Merchant & Frye . This hip eatery in Bar Harbor Village serves up seasonally-inspired dishes that pair perfectly with their craft cocktails, local beers, and carefully curated wines in a stylish space with open kitchen, fun artwork like regal dog portraits, and classic diner tables and stools.

We loved the Maine mussels appetizer — served with seed crackers and aioli for a unique flavor. It’s also recommended to try the Crab Cacio & Pepe with thick rye pappardelle pasta and a generous helping of crab meat, and the 12-hour smoked brisket with marinated heirloom tomatoes.

Crab Cacio & Pepe at Merchant & Frye in Bar Harbor on a Maine coastal road trip

Graffiti Donuts . This dessert cafe’s specialty is donut creations — including “Donut Nachos” featuring fresh-made cinnamon sugar donut holes, whipped cream, chocolate drizzle, and rainbow sprinkles. Yum!

Terrace Grille . Here you can savor an amazing lunch with a front row view of the harbor. A few standout dishes include the fish tacos made with local Maine haddock, the shrimp and haddock grits, the lobster roll, and the homemade New England Clam Chowder in a bread bowl. Pair with a local Atlantic Brewing Co beer or their charitable cocktail of the day (it was “Bubbles For Books” when we visited).

woman having lunch at Terrace Grille in Bar Harbor on a coastal Maine road trip

Tours In Bar Harbor, Maine

Add one — or more — of the following Bar Harbor tours to really experience the best of coastal Maine:

  • Private Holiday Professional Photo Shoot in Bar Harbor
  • Narrated Bus Tour of Bar Harbor and Acadia National Park
  • Savor Bar Harbor Culinary Walking Tour
  • A Walk Through Time in Bar Harbor (Celebrating 200+ Years!)

Click here for a full list of Bar Harbor tours .

Tips For Visiting Bar Harbor, Maine

Bar Harbor has free parking after 8pm. This is true even in the large main lots.

Book your trip in advance. While this goes for all of coastal Maine, Bar Harbor is particularly tricky when it comes to finding affordable lodging. Especially if visiting during the busy summer months, book your accommodation, tours, and transportation as far in advance as possible.

Plan your Cadillac Mountain visit in advance. When researching what to do in coastal Maine, visiting the iconic Cadillac Mountain — the highest point along the North Atlantic seaboard at 1,530 feet tall — will undoubtedly come up as a recommendation. The thing is, you need a permit to drive to the summit, which books up quickly. You can find full information on making a Cadillac Mountain reservation here .

Maine Road Trip Stop #3: Camden (2 Nights)

If you want to explore the best places to go on the coast of Maine, Camden should definitely be on your road trip itinerary, especially as many consider it to be one of the prettiest coastal Maine towns.

“Where the mountains meet the sea” is Camden’s motto, as it’s one of only two places on the Atlantic seaboard where inland hills roll right up to the harbor to kiss the water.

This makes for absolutely breathtaking scenery whether you’re hiking in the local Camden Hills State Park or wandering the charming waterfront village full of galleries, shops, restaurants, and breweries.

Actually, the Native American Penobscots, who originally inhabited present-day Camden , called it “Megunticook,” meaning “great swells of the sea” — which references the silhouette of the Camden Hills. Hopefully, you’ll have some bright days in Camden during your coastal Maine road trip, as this is when the visual is most apparent.

On that note, let’s go over how to have an amazing time in Camden on your road trip to Maine.

Where To Stay In Camden, Maine

High Tide Inn . We absolutely loved our stay at this bed & breakfast — which is only a 6-minute drive to the walkable village and a 3-minute drive to Camden Hills State Park.

Owned by two sisters, they offer cottages and motel units, many of which have ocean views.

Along with a delicious breakfast of hard-boiled eggs, fresh fruit, and homemade baked goods, you can enjoy sipping a glass of wine, seeing a sunrise, or stargazing on their beautiful lawn (with lawn chairs) or on their private beach.

woman a private beach in Camden on a coastal Maine road trip

Camden Deli . Not only does this deli have delicious sandwiches — including a number of yummy options for vegetarians — it has a back patio with waterfront views and a rooftop.

Sea Dog Brewing . Enjoy elevated pub fare like crab rangoon dip, creamy lobster bisque, or a veggie sweet potato burger on the back patio with waterfront views and pair with one of their many beers: wild blueberry ale, hazelnut porter, light-bodied wheat ale, hoppy IPA, and more!

Peter Ott’s On The Water . Treat yourself to a nice meal at this fancy restaurant on the water. Prices are reasonable for the level of service and the quality of the dishes — like the homemade lobster corn chowder, panko-crusted haddock, or my personal recommendation, lobster fettuccini. Order it and thank me later!

Lobster fettuccini at Peter Ott’s On The Water in Camden on a tour of the Maine coast

Tours In Camden, Maine

Camden is one of the best places to visit on the Maine coast, especially if you add some of the following tours to your itinerary:

  • Windjammer Classic Sunset Sail
  • Windjammer Classic Day Sail
  • Wild Maine Blueberries Class
  • Artisanal Cheeses of Maine Class

Click here for a full list of Camden tours .

Tips For Visiting Camden, Maine

Explore Camden early. Camden Village closes down early, with most shops closing around 5pm or 6pm and dinner restaurants closing around 8pm or 9pm. Many places — especially those on the water — will have a wait, so if you can get there before 6pm you’ll avoid having to wait for an hour.

Parking is cheap. Along with paid parking spots and lots that are typically $2 per hour, there are a few free lots — including one on Washington Street behind Camden Fire Department and one past the Camden Public Library on Atlantic Avenue.

Maine Road Trip Stop #4: Kennebunkport (2 Nights)

Sitting at the mouth of the Kennebunk River, right along the Atlantic coast, sits Kennebunkport — one of the Kennebunks, which consists of Kennebunk, Kennebunkport, and Arundel.

To the Native American Abenaki, Kennebunk meant “the long cut bank,” believed to reference Great Hill at the mouth of the Mousam River.

The place we call Kennebunkport today was named Cape Porpus by settlers in 1653, and then Arundel in 1717. In 1821, it was finally called Kennebunkport — a name derived from an Abenaki or Mi’kmaq word translating to “long sandbar,” according to Britannica .

Today, the hub of activity is in and around the Dock Square neighborhood of Kennebunkport. Here you’ll find a walkable village with local shops and eateries, waterfront restaurants, and activities like kayak and bike rentals.

That being said, there are numerous places to explore in and around Dock Square to enhance your Maine coastal road trip.

Where To Stay In Kennebunkport

Paris In Kennebunk (Airbnb). This cozy and comfortable Airbnb is located in nearby Kennebunk and is walkable to a number of yummy restaurants. There is also a backyard with a grill, fire pit, hot tub, and loads of seating options for relaxing under the stars with a glass of wine.

Kennebunkport Airbnb booked on a road trip through Maine

Whimsy . Here they sell whimsical home decor and gifts, like decorative lamp shades, hand-carved bird statues, and Maine-themed ornaments.

Minka . This boutique showcases sustainable and handmade apparel, accessories, and art.

Note that these are hardly your only options, so add exploring Dock Square for a few hours to your coastal Maine road trip itinerary!

-Relax on the beach

The best Maine road trips always include time in the sand. Luckily, There are many local beaches in Kennebunkport and Kennebunk, like Kennebunk Beach , Mothers Beach , and Parsons Beach .

Probably the most popular — and the one you’ll see in many Maine tourism ads — is Gooch Beach , which features an expansive stretch of sand with swimmable waters, waves for surfing, and views of lovely local homes.

This is one of the best places to visit along the Maine coast. Plus, if you book the above-mentioned Airbnb, a beach parking pass is included with your stay!

woman swimming at Gooch Beach in Kennebunkport- a highlight of a coastal Maine road trip itinerary

Tours In Kennebunkport / Kennebunk

No road trip along the Maine coast would be complete without visiting Kennebunkport. Elevate your itinerary by booking some of the following tours:

  • Luxury Catamaran Sailing Charters in Maine
  • A Walk Through Time in Kennebunkport (Celebrating 200+ Years!)
  • 3 Hour Kayak/SUP Rental in Cape Porpoise Harbor
  • Alpha Omega Connections – A Spiritual Healing and Guidance Home

Click here for a full list of tours in Kennebunkport .

Tips For Visiting Kennebunkport

Know where to park. During busy times, the parking lot in the center of Kennebunkport gets full and it’s tough to find parking. Luckily, we discovered a large and empty free lot about a 10-minute walk from the village. The lot is next to the Kennbunkport Fire Station. Here is a pin you can put into Google Maps to find it.

Shorter 7-Day Coastal Maine Road Trip Itinerary Option

Not all great driving trips in Maine need to be long to be fun. If you don’t have time for a full 10 day coastal Maine road trip itinerary and only have a week to spare, I’d personally cut out Portland and shave one night off Bar Harbor.

With this in mind, your Maine coast driving itinerary would be:

  • Bar Harbor (2 nights)
  • Camden (2 nights)
  • Kennebunkport (2 nights)

This is especially true if visiting Maine in the warmer months when you’ll want to take advantage of the beaches and don’t necessarily care about exploring a bigger city as much.

If traveling to Maine in the winter, then you might instead consider removing Kennebunkport from the road trip itinerary.

With this in mind, your cool weather coastal Maine vacation itinerary would be:

  • Portland (2 nights)

If you’re looking for an unforgettable week in Maine, either of the above would be perfect. These are truly some of the best scenic road trips in Maine.

woman taking in a view from Camden Hills State Park on a coastal Maine road trip

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The ultimate road trip from New York to Maine

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  • Post last modified: March 14, 2024

You are currently viewing The ultimate road trip from New York to Maine

Magnificently trace the New England coastline from New York to Maine. It’s a spectacular journey with cute seaside towns, dutiful lighthouses and jaw-dropping vistas. As you drive from New York to Maine, there’s certainly a lot to write home about.

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Route from New York to Maine

  • Start: New York City
  • Finish: Acadia NP
  • Total distance:  592 mi / 953 km
  • Total driving time:  12.5 h

1. New York City, NY

The road trip from New York to Maine stunningly takes you up along New England’s coastline. But there’s also a never ending selection of iconic New York City attractions to enjoy before you take off.

Stroll through Central Park

You sweet little oasis in the heart of New York City. Manhattan’s Central Park has since its first opening in 1858 provided a peaceful domain in the otherwise busy city.

In summer it’s a great spot to soak up the sun. In winter the park offers a unique venue for ice skating. Around the year Central Park is the perfect spot for a quiet stroll.

Take a photo from Brooklyn Bridge

Brooklyn Bridge famously spans East River between Manhattan and Brooklyn. The symbolic bridge, one of 21 that connect Manhattan with the rest of the city, invites visitors to a celebrated perspective.

From Brooklyn Bridge you not only get a close-up view of a fascinating construction. The bridge also gives you an unmatched view of New York City’s skyline.

The New York to Maine road trip is full of awe-inspiring photo opportunities. But when it comes to skylines, the New York City skyline is certainly a hard one to beat.

Brooklyn Bridge spanning East River across the backdrop of Manhattan's imposing skyline

Additional stop: Mystic in Connecticut is a pleasant early addition to the itinerary. In the town, which is located right on the way from New York City to Newport, you find a cozy waterfront area and the extensive Mystic Seaport Museum .

2. Newport, RI

  • Driving distance:  180 mi / 290 km
  • Driving time: 4 h

It’s just a few hours into the New York to Maine road trip, but New England’s charm is already evident. Newport is a seaside Rhode Island city home to alluring mansions.

Learn a mansion story

Newport’s signature mansions were built between the 1850s and early 1900s. The historic structures demonstrate a wide range of architectural styles.

Such progressive facades make you impressed. However, it’s when you go inside the Newport mansions that they really come to life.

On a guided mansion tour you indulge in colorful stories of previous times and owners. It’s an activity for the history buff or anyone who likes a good story.

So which Newport mansion tour should you include on the road trip from New York to Maine? The Breakers, The Elms and Marble House are constantly ranked as top Newport mansions to visit.

Stretch your legs on Newport Cliff Walk

A stone’s throw from the enchanting mansions you find Newport Cliff Walk. The salty pathway gorgeously extends for 3.5 miles (6 km) along Newport’s coastline.

With both Atlantic views and lovely homes to rest your eyes on the Newport Cliff Walk is a celebrated attraction. Some of the best things on the road trip from New York to Maine are free, and Newport’s cliff walk is one of them.

More info: Best hotels in Newport, RI

Person in pointy shoes reading newspaper on green mansion lawn in Newport, Rhode Island

3. Cape Cod, MA

  • Driving distance:  76 mi / 122 km
  • Driving time:  1.5 h

Cape Cod is a slight detour on the New York City to Maine road trip itinerary. Yet if you want to capture the most beautiful spots along New England’s coastline, the Cape is a must to include.

Take advantage of Cape Cod National Seashore

Cape Cod is blessed with mile after mile of unspoiled shoreline. The area of the peninsula that best showcases its untouchedness is Cape Cod National Seashore .

Cape Cod National Seashore is 43,607 acres big. Within the huge seashore you find everything from deer to turtles.

It’s a paradise for hikers, bikers and beachgoers alike. In summer its beaches peaks, but year round Cape Cod National Seashore makes up a superb New York to Maine road trip stop.

Catch the ferry to Martha’s Vineyard

Martha’s Vineyard is its own little peaceful bubble. Located off Cape Cod, just 35 minutes by ferry away, it’s an easy addition to the NYC to Maine itinerary.

The island is home to six Martha’s Vineyard towns to get to know. These are: Oak Bluffs, Edgartown, Vineyard Haven, West Tisbury, Chilmark and Aquinnah.

Oak Bluffs is famous for its colorful gingerbread cottages, while Edgartown radiates elegancy like no other place. Every town on the island offers that sought-after vacation ambience. 

More info: Best areas on Cape Cod

The Atlantic Ocean colliding with an empty shoreline below towering sand cliffs in Cape Cod National Seashore

4. Boston, MA

  • Driving distance:  71 mi / 114 km

On the way from New York to Maine, the streets of Boston draw your attention. Massachusetts ‘ biggest city is just filled with history to explore.

Walk back in time on the Freedom Trail

In the heart of Boston the 2.5 miles (4 km) long Freedom Trail takes you back in time. The trail, which starts at Boston Common and ends at Bunker Hill Monument, shows you one historic monument after another.

Highlights as you walk the Freedom Trail on the road trip from New York to Maine include Massachusetts State House and Old State House. Another outstanding building to keep your eyes open for is the Old Corner Bookstore.

Hear Harvard tales

Boston’s Harvard University is one of the most reputable institutions of higher learning in the US. Its alumni includes former presidents and Nobel Prize winners.

So wouldn’t it be nice to enter the doors of Harvard on the New York to Maine road trip, if so only for a few hours?

On a guided Harvard University tour that’s exactly what you get to do.

Not only are the grounds interesting to see, but there are also many amusing tales to be told. You don’t have to be into history to appreciate a Harvard tour.

More info: Where to stay in Boston

Red brick buildings of Harvard University, Massachusetts

Additional stop: Especially in summer it’s nice to have a beach stop between New York and Maine. New Hampshire’s appreciated Hampton Beach State Park delivers just that. It’s a pristine beach that just adds minutes to the New York City to Maine road trip itinerary.

5. Portland, ME

  • Driving distance:  112 mi / 180 km
  • Driving time:  2 h

Portland welcomes you to Maine in fine style. Maine is well known for its many lighthouses, and Portland certainly sets the lighthouse standard high.

View Portland’s lighthouses

No road trip from New York to Maine is complete without a stop at Portland Head Lighthouse . It’s the lighthouse that’s known as Maine’s most photographed such.

Positioned on majestic cliffs Portland Head Light is the definition of a photo opportunity.

But as you visit Portland Head Lighthouse, don’t miss out on the surrounding lighthouses. From the Portland Head Lighthouse area you can spot as many as 4 more lighthouses.

Breathe in the Old Port

Overlooking the Fore River the Old Port in Portland is listed on the National Register of Historic Places. The area characterized by its cobblestone streets, brick buildings and fishing piers has a rich past as a leading Maine port.

Today the Old Port is a place where history meets shopping and dining. Portland’s Old Port neighborhood is dotted with popular stores, tasty restaurants and refreshing drinks.

Still you don’t need to spend any money in the Old Port to have a good time. Just walking around in the district, where history and contemporary features intersect, is as rewarding.

White Portland Head Light on dark cliffs jutting out into the crashing Atlantic Ocean

Additional stop: Why not throw a legendary never-closing store into the mix of fun stops on the NYC to Maine road trip? The L.L. Bean Flagship store in Freeport is widely known for its large selection of products. But even if you’re not up for a shopping, its gigantic storefront boots make up a quirky stop.

6. Camden, ME

  • Driving distance:  81 mi / 130 km

Welcome to Camden , a heartwarming town sandwiched in between the mountains and Penobscot Bay.

Climb Camden Hills

Camden Hills functions as Camden’s soothing backdrop. As part of Camden Hills State Park the green hills flourish like they always have.

The tallest component of Camden Hills is Mount Battie. Its peak shoots up 780 feet (238 m) above the ocean.

From Mount Battie’s heights the views of Penobscot Bay and Camden are awe-inspiring. The sight is an undeniable highlight on the New York to Maine road trip.

But how do you get to Mount Battie’s remarkable overlooks? A popular 0.5 miles (0.8 km) long trail takes you from the streets of Camden to its top. However, a paved road also lets you travel up the slopes of Mount Battie by car.

Boats docked in a quiet Camden Harbor, Maine, under a bright sky

7. Acadia National Park, ME

  • Driving distance:  72 mi / 116 km

Acadia National Park is the northernmost and final stop on the itinerary. In New England’s only national park the mountains spectacularly meet the Atlantic Ocean.

Drive Acadia’s loop road

Acadia’s loop road is often referred to as one of the most scenic drives in America. When you visit on the NYC to Maine road trip, it’s easy to see why.

The bucket list drive takes you around the eastern half of Mount Desert Island. Highlights include spots such as Sand Beach, Thunder Hole, Otter Point and Jordan Point.

At its end Cadillac Mountain makes up a jaw-dropping vista. From its 1,530 feet (466 m) high top, which makes it the tallest point along the entire Atlantic coastline, you have an undisturbed view of the wild surroundings.

Tour western Mount Desert Island

Mount Desert Island’s western portion invites you to an experience off the beaten path. This Acadia part is quieter, and gets fewer visitors, than the island’s eastern half.

But quietness is far from western Mount Desert Island’s only ace in the sleeve. The area is home to scenic spots including Echo Lake and Long Pond.

In addition Bass Harbor Head Lighthouse is positioned at its southernmost point. Built in 1858 it’s a manmade attraction that beautifully complements the awe-inspiring nature in Acadia National Park.

Where to stay

Bar Harbor is to most visitors the best place to stay at Acadia National Park . The gateway town offers easy park access and the amenities you crave for.

  • Bar Villager Motel – In Bar Harbor’s heart.
  • BW Acadia Park Inn – Away from the crowds.

Empty red beach chair on rocks at Jordan Pond in Acadia National Park, Maine

NYC to Maine road trip FAQ

This one-way road trip from New York to Maine and Acadia National Park is 592 mi (953 km) long. Driving it takes roughly 12.5 hours, not including any stops along the way to Acadia.

The main stops included on the New York to Maine road trip are New York City, Newport, Cape Cod, Boston, Portland, Camden and Acadia National Park. Additional destinations along the route include Mystic, Hampton Beach and Freeport.

For the ultimate experience, we recommend allowing 10 days or more for your New York to Maine road trip. However, make sure that you add time if you want to fit in one or several longer stays along the way.

Related guides

  • Where to stay in Acadia NP
  • New York to Miami road trip
  • New York to Niagara Falls road trip
  • New York to Boston road trip
  • New York to Cape Cod road trip
  • New York to LA road trip

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  • Itineraries

New England Road Trip: New York to Maine

Rocky coastlines adorned by picture-perfect lighthouses, idyllic towns steeped in history, and irresistibly fresh seafood. The East Coast’s northernmost state of Maine embodies all of these New England characteristics and more, making it an ideal destination if you’re hoping to escape the frenetic pace of NYC for a few days. 

On this unforgettable journey from New York to Maine, you’ll go whale watching in Rockport, check out the beaches of Ogunquit, and explore Portland’s vibrant downtown . To make sure you don’t miss any highlights, we’ve put together the ultimate 5-day New England road trip , you’ll begin your trip from New York to Maine at the Escape Camper Vans in Jersey City .

Travel Time from New York to Maine

This road trip from New York to Maine  begins and ends at the Escape Camper Vans location in Jersey City , situated just outside of NYC. The total driving time is approximately 12 hours, and covers about 684 miles. 

To make the most of the coastal scenery and alluring charm of New England, we recommend allotting at least five days to complete this trip. If you have even more time, venture further into Maine for a few days of exploring the jaw-dropping beauty of Acadia National Park .

Best Time of Year for a New England Road Trip

A road trip to Maine is beautiful all year, with the ideal season depending on your interests. Fall is the best time to visit if you’re looking for a cozy, autumnal getaway, while the summer is perfect for kayaking along the coast. Below, we’ve broken down the pros and cons of each season:

Summer marks the high season in Maine, and provides the most optimal weather for soaking in the sunshine and getting out on the water. However, this also makes late June through August the most crowded time to explore the Pine Tree State. Campsites in particular will fill up quickly, so you’ll need to plan your trip well in advance.

Late spring is one of the best times to visit Maine, with the months of May and early June providing amazing weather but with far fewer tourists. Campgrounds will also have more availability compared to the prime summer months.

If witnessing vibrant autumn foliage is your priority, venture out on a New England fall road trip ! For your best chance at catching the peak, aim to visit between the end of September into the first week or two of October.

The winter months bring a tranquil, snowy wonderland to the coastline. While the scenery may be idyllic, most campgrounds will be closed, and the temperatures can be pretty frigid, so this isn’t the best season to embark on a camper van adventure.

Preparation for a New York to Maine Road Trip

The key to an unforgettable Maine road trip is planning ahead- especially during the high season. Take your time to book your campsites in advance, and gather any gear that you’ll need before hopping behind the wheel of your camper van!

Camping in Maine is a summer tradition for many, so you’ll want to secure your sites well in advance during the peak season. Most of the campgrounds on this itinerary allow bookings up to 6 months before your trip, so the sooner you’re able to make your plans the better.

Necessary Supplies

The drive up from Jersey City to Rockport, MA is nearly 5 hours, so it’s a good idea to stock up on food and some road trip snacks before heading out. You’ll also want to take advantage of our available add ons , including an extra bedding kit. Even in the summer, the evenings by the water can be chilly, so you’ll want to make sure you have enough blankets to stay warm at night. Throw in some camp chairs as well, so that you can fully relax when you’re hanging out at your campsite. If you’re traveling to Maine during the winter, snow chains will also be essential. 

Navigation 

Your smartphone will work perfectly as a GPS on this trip, and you shouldn’t have too much trouble finding reception at any of the stops on this itinerary. Just remember to pack portable chargers so that you can make sure your phone has enough battery even when your camper van is turned off.

Which Camper Van Model is Best for a New York to Maine Road Trip?

From the Escape Camper Vans in Jersey City , you can choose between the Mavericks or Mesa camper vans. Both of these models would be perfect for driving up to New England, as each come equipped with a built-in kitchenette and queen sized bed. They also both sleep up to five people with a rooftop sleeper, though the Mesa is the slightly larger model between the two. Take some time to compare the features of each vehicle to determine which one is your ideal road trip companion!

New York to Maine Road Trip Itinerary

Day 1: drive from new york to rockport, massachusetts.

Your exciting road trip from New York to Maine begins just outside of NYC, at Escape Camper Vans’ Jersey City location . Aim to get an early start, as your trip begins with a lengthy drive up to the idyllic fishing village of Rockport, Massachusetts . This charming New England town sits along the stunning Cape Ann peninsula and should take about 4 hours and 45 minutes to reach. 

After setting up at your campground, stretch your legs with a stroll along the seaside town’s charming Main Street, lined by artisanal shops and local eateries. The neighboring town of Gloucester is where you’ll find the closest campground, and is also well worth exploring.

Family sitting on the rocky coastline of New York on a camper van road trip.

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Things to do in Rockport, MA

Whale Watching – New England’s coastline is renowned for its whale- watching opportunities, and the coast of Cape Ann is one of the premier spots on the East Coast to marvel at these majestic creatures. Cape Ann Whale Watch is one of the top tour operators in the area, and even boasts an educational program to further whale conservation.

Eastern Point Lighthouse – Gloucester’s historic lighthouse was built in 1833 and is situated on America’s oldest seaport! Once you’ve taken your time to marvel at the famous lighthouse, enjoy a walk to some of the gorgeous beaches and captivating viewpoints along Cape Ann.

Halibut Point State Park – This former granite quarry is now one of the most unique state parks along New England’s coastline. Halibut Point is a granite edge that is wedged between the Atlantic Ocean and Rockport. The result is a striking landscape, perfect for a day of hiking along the granite or relaxing by the water.

Where to Eat in Rockport, MA

The Lobster Pool – 329 Granite St, Rockport, MA 01966: You can’t embark on a New England road trip without indulging in a fresh lobster! This laid-back, Rockport institution is a local favorite, serving decadent lobster rolls and fresh seafood on communal picnic tables. The outdoor venue overlooks the stunning Ipswich Bay, and if you look far off in the distance you can even spot Maine’s coastline!

Short & Main – 36 Main St, Gloucester, MA 01930: The culinary couple behind this popular eatery pride themselves in only using fresh, local ingredients from farmers and producers in the area. Their inventive, wood-fired pizzas and fresh oysters are the most celebrated items on the menu, though they also serve a decadent brunch!

Campgrounds near Rockport, MA

Cape Ann Camp Site – 80 Atlantic St, Gloucester, MA 01930: Situated right in Gloucester, this is definitely the closest campground to Rockport and the surrounding areas. The site features 200 camping spots, flush toilets, showers, and a small store for any extra provisions you may need. The campground operates from mid-May through mid-October and reservations can be made ahead of time on their website.

Winter Island Park Campground – 50 Winter Island Rd, Salem, MA 01970: If you’re looking for alternative options, this Salem campground is about 40 minutes south of Gloucester, and operates from May until November. The site includes a public beach, showers, water hook ups, and a small camp store. Reservations are required, and can be made up to 6 months in advance.

Drone shot of a coastline in New England taken on an Escape Camper Van New York to Maine road trip.

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Day 2: Ogunquit, Maine

After a leisurely breakfast at your campground, begin making your way to Ogunquit , a quaint beach town and your first stop in Maine. The drive from Rockport is only one and a half hours away, so you’ll be left with plenty of time to explore this lovely, seaside village.

In the summertime, you could easily spend your whole visit lazing the day away at Ogunquit Beach . Located between the Ogunquit River and the powerful waves of the Atlantic, this pristine peninsula is known for its long stretch of white sand. If you’re not interested in spending the day at the beach (or it’s simply too cold), not to worry- the small town of Ogunquit offers plenty of other activities!

Things to do in Ogunquit, ME

Marginal Way – This 1.25-mile long, coastal walkway along the Atlantic Ocean is the jewel of Ogunquit. The many benches that line this scenic pathway invite visitors to sit and really take in the spectacular viewpoints as they explore. 

Perkin’s Cove – Found at the southern point of Marginal Way, this idyllic fishing village is known for its thriving artistic community. Peruse the many boutiques and galleries that are strewn throughout the small town, watch the fishing boats come in, and take a walk over the wooden drawbridge thatwhich hovers over the Ogunquit River.  

The Front Porch – While Ogunquit isn’t exactly known for its nightlife, this lively piano bar guarantees an entertaining evening. For 40 years, this popular restaurant has been hosting live musical acts in their upstairs piano bar. Try to get there early on weekends, as the bar is known for filling up super quickly.

Where to Eat in Ogunquit, ME

CREW Ogunquit – 8 Shore Rd, Ogunquit, ME 03907: This popular restaurant boasts a casual, beach vibe and is all about bringing people together through good food and lively entertainment. Along with a delicious menu, they also host live music acts every weekend and always have fun events scheduled throughout the week.

Cornerstone Artisanal Pizza & Craft Beer – 228 Main St, Ogunquit, ME 03907: Along with a rotating selection of 16 craft beers, this popular eatery serves delicious pizza made from scratch and cooked to perfection in a stone oven. Their year- round patio is also perfect for enjoying your meal al fresco!

Where to Camp in Ogunquit, ME

Dixon’s Campground -1740 US-1, Cape Neddick, ME 03902: Nestled in the woods just outside of Ogunquit, this scenic campground offers shower facilities, electric hookups, a dump station, and a small grocery store. Their season operates from May until mid-September, and reservations must be made ahead of time.

Pinederosa Campground – 128 N Village Rd, Wells, ME 04090: Just 3 miles away from the beach, this convenient campground operates from mid-May through mid-October, and reservations can be made in advance via their website. Facilities include laundry, coin-operated showers, a camp store, and a heated pool.

Drone shot of a lighthouse on a pier off the New England coast taken on an Escape Camper Van road trip.

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Days 3- 4: Portland, Maine

After a filling breakfast, it’s time to make your way to Portland – the capital of Maine and a quintessential stop when visiting the state. Only 45 minutes from Ogunquit, Maine’s urban center is still brimming with plenty of quaint, New England charm. Spend the next two days immersed in this delightful port city’s thriving food scene, stunning coastline, and historic downtown area.

*Note- On the way up to Portland, stop in the serene town of Kennebunkport for a few hours. Visit historic Dock Square, marvel at the rocky shoreline and lighthouse in the distance from Cape Porpoise Pier, or visit the quirky Seashore Trolley Museum.

Things to do in Portland, ME

Ferry to Peaks Island – A quick, 20- minute ferry ride from Portland will drop you off at the picturesque Peaks Island. Explore the perimeter of the island with a walk along the Peak Island Loop, view the historic bunker of Battery Steele, or take in the sights from the water by renting a kayak during the warmer months.

Portland Head Light – This historic lighthouse, located on Cape Elizabeth, has become the unofficial symbol of Portland. Dating back to 1791 and celebrated as being the oldest lighthouse in Maine, this legendary landmark is an obligatory stop during any visit to the city. 

Thompson’s Point – Portland’s waterfront neighborhood has become the city’s hippest district, known for its many concerts and festivals, especially in the summer. Along with its multiple entertainment venues, the area also boasts tons of breweries, artisan markets, and access to the outdoors.

Old Port – Spend an afternoon roaming through the cobblestoned streets of Portland’s historic district, popping into artisan shops, and watching the boats pull into the harbor. In the evenings, this charming area is also a hot spot for delicious restaurants and lively breweries. 

Where to Eat in Portland, ME

Chaval – 58 Pine St, Portland, ME 04102: Indulge in flavorful dishes inspired by both French and Spanish cuisine at this laid back brasserie. Their menu changes everyday and is dependent on what ingredients are in season. 

Fore Street – 288 Fore St, Portland, ME 0410: Open only for dinner and with a menu that changes daily, almost all of their dishes are cooked on an open wood fired grill or oven. The rustic, dark wood interior creates the perfect, cozy ambiance for indulging in a decadent meal.

Duckfat – 43 Middle St, Portland, ME 04101: This quaint, Amsterdam-inspired sandwich shop is perfect for refueling after a long day of exploring. As a nod to their European influences, their belgian style fries (fried twice in duck fat) are an obligatory menu item!

Where to Camp near Portland, ME

Cascadia Park Campground – 911 Portland Rd, Saco, ME 04072: Typically operating from May until mid-October, and only 12 miles from downtown Portland, this popular campground features coin-operated showers and picnic tables. Reservations are not required, though they are highly recommended.

Wassamki Springs Campground – 56 Saco St, Scarborough, ME 04074: As the closest campground to Portland, this incredibly convenient site offers showers, laundry facilities, dump stations, electric and sewer hookups, and a campground store. The season operates from May 1st until October 15th, and advanced reservations must be made on their website.

Friends sitting around a campfire sitting infront of an Escape Camper Van.

Day 5: Drive from Portland to New York City

After a few days of enjoying the relaxing ambiance of New England, it’s time to head back to the fast-paced energy of NYC. The drive from Portland is just under 6 hours, so we recommend getting a pretty early start. Don’t forget, you’ll need to drop your vehicle off at Escape Camper Vans’ Jersey City location by your pre-scheduled drop off time.

Why Rent a Camper Van for a Maine Road Trip?

A camper van is the ideal road trip companion for a journey up to Maine, especially in comparison to a traditional RV . From added mobility to increased convenience, these are just a few of the reasons why renting a camper van from New York is the way to go:

More Compact: While a traditional RV would be far too imposing in a quaint New England town, a compact camper van is ideal for navigating both the outdoor escapades and charming seaside villages that this itinerary encompasses. Not to mention, finding parking spaces in the small towns of Maine would be much easier in a camper van, rather than a large RV!

No Need for Electric or Sewer Hookups: Traditional RV’s often require electric or sewer hookups , which can be hard to come by at many of the campgrounds along this route. Particularly during high season, when campsites are already limited, having a self-contained camper van (which does not require any hookups) will give you way more flexibility. 

Easier to Drive: Our compact camper vans are similar in size to a large, family SUV. This makes maneuvering our vehicles much easier than trying to navigate a giant RV. The drive between New York City and Maine is a lengthy one, so your comfort and safety behind the wheel is absolutely paramount.

Convenient: Because our camper vans already come prepared with a comfortable bed and kitchenette, you really have everything you need at all times. This means that you can focus more on enjoying the great outdoors, rather than dealing with the added logistics of an RV or the hassle of setting up and breaking down a tent every day.

Reserve with Escape Camper Vans for your Maine Road Trip

Ready to embark on the ultimate, coastal getaway from New York to Maine? Picturesque beaches, majestic hikes, and some of the freshest lobster rolls in the country are just a quick drive away. All that’s left is to pack a few nautical-themed outfits, choose your campsites, and book our ideal Escape Camper Van for your unforgettable New England road trip!

In high demand - book now!

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Portland Head Lighthouse at Cape Elizabeth, Maine, USA, during a pastel colored sunset

Ultimate Maine Road Trip Itinerary

With stunning scenery, miles of beautiful coast and impressive wildlife, Maine is the perfect place to head if you want to connect with the natural world. Whether you're in search of peace and quiet or looking to hop between the state's quaint towns and coastline, a road trip around Maine certainly won't disappoint.

It takes 5 days to drive the ultimate 860-mile road trip loop around Maine, visiting beautiful Portland, Augusta, Belfast and Bar Harbor, Greenville as well as Acadia National Park, Baxter State Park, Mt Katahdin and the stunning, rugged Maine Coastline.

Located on the northeast corner of the United States, visit Maine to enjoy its stunning views, winter sports and wonderful historic towns, many of which are perched on the North Atlantic coast. Keep on reading to find out how to make the most out of a 5-day road trip around the state.

The ultimate road trip itinerary in Maine

What is the ultimate maine road trip itinerary.

Famous for its lush green forests and rugged coastline, New England's largest state is actually one of the smaller states compared with other parts of the USA. That means it's the perfect place to enjoy a scenic road trip, without having to spend too much of your trip on the road.

It's possible to comfortably travel an 860-mile road trip around Maine in 5 days, with stops in Augusta, Bar Harbor, Greenville, Carrabassett Valley and Portland.

You'll spend an average of 4 hours per day on the road, though be prepared for a longer stretch on day 3 as you travel from Bar Harbor up towards Greenville.

If you have a little more time for exploring, you could easily add on extra nights at Bar Harbor (to visit Acadia National Park), Moosehead Lake or the Kennebec Valley, or alternatively spend an extra night in York as you travel back towards Portland.

Waves in the Atlantic Ocean and houses on cliffs in York, Maine.

Day 1: Driving from York to Augusta

Starting out in York, the first day of your Maine road trip follows the coast as far as Bath, from where you can visit Popham Beach and Reid State Park, before heading inland towards Augusta.

You should expect a manageable 3 hours 50 minutes of driving on day 1, as some of the 170 miles you'll cover takes you off the interstate and out along the stunning coastal roads.

Road trip route from York to Augusta

From your starting point in York, pick up US-1 to visit Bald Head and Ogunquit before switching onto I-95 to pick up the pace as you head northeast.

If you have a little extra time, you could also consider sticking with the highway a little then turning onto ME-9 which winds through Kennebunkport and Cape Porpoise before joining up with the interstate a little further on near Biddeford.

From the interstate, follow the road into Portland then make your way out of town on I-295 to continue your journey. You'll be skirting Casco Bay, which is full of islands and scenic views so make sure to stop and snap a picture or two.

Approaching Brunswick the highway and the interstate separate. Take Route 1 towards Bath then turn off south through Phippsburg to reach Popham Beach. Returning to Bath you can cross the wide Kennebec River and take Arrowsic Road all the way down to Reid State Park.

Retracing your route back up to Woolwich, stick on US-1 then turn onto ME-127 as far as Dresden. From here, Route 27 runs close to the banks of the Kennebec River before merging onto ME-9 and following it all the way to Augusta.

Things to explore on the way to Augusta

You cannot visit Southern Maine and not visit one of its gorgeous beaches. Old Orchard Beach is a great starting point, located between Ogunquit and Portland.

Kennebec River, Rail Trail. Photo taken during fall and depicts Kennebec Memorial Bridge, Augusta, Maine, USA

Located on a beautiful stretch of the Atlantic Ocean, you will find a gorgeous pier, plenty of entertainment, souvenir shops, restaurants and even a carousel here.

And of course, make sure to enjoy a delicious lobster roll on the beach before you set off on the next leg of your ultimate Maine adventure!

Sticking to the coast, you'll arrive at Reid State Park, which is known for its sandy beaches, ledges to climb (if you are feeling adventurous!) and hiking trails. There is even a lagoon, perfect if you are traveling with family, meaning that this park has both saltwater and freshwater beaches.

Where to stay in Augusta: enjoy a cozy retreat

Known as a historic hub that played an important role in Maine's history, Augusta is arguably most famous for Fort Western, a National Historic Landmark. This former British colonial outpost is the oldest wooden fort in United States.

The architecture of the gorgeous Maple Hill Farm Inn is a perfect example of Maine's historic facades. You will have access to the sauna on the property to let off some steam (pun intended) and an outdoor hot rub. There is a fantastic bar on site and the hotel serves made-to-order breakfast so that you can start your day right.

For the ultimate romantic Maine experience, you will find a fireplace in select rooms. This property is located near Maine State House and Maine State Museum.

Click here to skip back to the top.

Day 2: Driving from Augusta to Bar Harbor

You'll have a shorter but no less scenic drive on day 2, as you travel 130 miles on quiet roads through Maine's leafy interior before following Penobscot Bay.

Along your 3-hour drive you'll pass Rockland, Belfast and Ellsworth, with the stunning Acadia National Park a real highlight of the day.

Road trip route from Augusta to Bar Harbor

Follow the Memorial Bridge across the Kennebec River then leave Augusta on S Belfast Avenue. You'll get picture postcard views as you cross Togus Pond, then continue on past Windsor and Somerville.

At the crossroads turn left towards Rockland, where you'll meet the ocean once again and start to follow Route 1 - the Atlantic Highway - north along Penobscot Bay. Look out for beautiful glimpses of the water through the trees.

Stick on US-1 through Belfast and across the Penobscot Narrows Bridge, following it as far as Ellsworth where you join ME-3 to head south on to Mt Desert Island, where most of Acadia National Park is located. The same road will take you all the way to Bar Harbor to complete your drive for the day.

Penobscot Bay, Maine, USA, The Stephen Tabor windjammer sailing, July 29, 1997

Things to explore on the way to Bar Harbor

Rockland is a stunning Maine town that boasts gorgeous coastal scenery and a majestic rocky shoreline. Make sure to check out the boat tours on the famous Windjammer while in Rockland for a unique experience!

With many historic homes and shops in Rockland too, you can visit The Farnsworth Art Museum and Wyeth Center to learn more about and admire Maine art, including works by the famous Wyeth family.

You can also make a stop here and enjoy a meal at the many restaurants. In fact, Rockland is the capital of the lobster industry in Maine, so it isn't surprising that it was named one of the “Top 9 Small Foodie Towns” in Maine.

You can't visit Maine without spending some time in Acadia National Park. It's an absolutely stunning national park, where you can fish and ski (depending on the time of year) as well as hike gorgeous trails.

Inside the national park, climb Cadillac Mountain to see the sun rise before anyone else in the country. Thunder Hole is also an impressive place to visit, as the breaking waves create their own natural spectacle.

Where to stay in Bar Harbor: watch the sunrise in style

Seeing as Acadia National Park is one of the must-see stops along this route, we'd definitely recommend spending a night or two in nearby Bar Harbor so that you have plenty of time to enjoy the national park, and to relax over a delicious meal after a busy day exploring.

There's also plenty to do in Bar Harbor itself. Pause a while to enjoy the unforgettable ocean views and if you're lucky you might even see whales out in the bay.

Sunrise at Acadia National Park with big rocks in the foreground and the ocean reaching into the horizon

For a really characterful stay, book into the beautifully designed Queen Anne's Revenge , where you'll receive a warm welcome.

The hotel also has a beautiful garden to relax in as well as a terrace. There is a daily breakfast with buffet and continental options. The property is a short distance from Agamont Park and The Abbe Museum and West Street Historic District.

Day 3: Driving from Bar Harbor to Greenville

The 220-mile route you'll follow on day 3 takes you inland to visit the stunning Baxter State Park before ending the day at beautiful Moose Head Lake.

It's the longest day of driving on your ultimate Maine road trip, coming in at around 5 hours 50 minutes on the road, so make sure to stop for snacks and fuel before setting out.

Road trip route from Bar Harbor to Greenville

Leaving Bar Harbor, work your way back along ME-3 towards Ellsworth on the mainland, where you'll join US-1A heading north across more of the beautiful Maine countryside. Watch out for lakes and rivers tucked away behind the trees.

From Bangor you'll pick up the interstate, which runs parallel to the Penobscot River for a while. After crossing the river at Medway, follow Main St through Millinocket then turn right onto Huber Road once you've crossed the scenic Dolby Pond.

From here you can make a detour to Roberts Road to reach the scenic Katahdin Loop Road and Scenic Overlook. Explore the area's stunning trails if you have time, especially around Katahdin Woods and Waters National Monument.

When you're ready to continue, head back south towards Huber Road and follow it west until you meet up with Millinocket Road. After passing Millinocket Lake, you can choose to drive on the Golden Road, which will take you around the southern side of Mount Katahdin - Maine's highest mountain - following the river towards Ripogenus Lake and then Caribou Lake.

The road isn't fully paved along this part of the drive, so consider the impact that weather conditions will have on the road unless you're traveling in a 4WD vehicle.

Otherwise follow ME-11 past Schodic Lake and switch to ME-6 in Milo, which will take you directly to Greenville.

Things to explore on the way to Greenville

Did you know that Bangor, one of the larger towns you'll pass on day 3, is home to a few celebrities? You could run into Stephen King as you are strolling down Bangor's streets as he owns a house (more like a Victorian mansion!) in the city.

You can also take a Stephen King tour around the city, which will take you to the famous Paul Bunyan statue, featured in the author's beloved scary novel “It”, among other interesting sites.

Detail of the gate and house of Stephen King, in Bangor, Maine, USA. Stephen King is famous as an author of horror and thriller novels.

There is so much to do and explore in this small city, starting with the Cole Land Transportation Museum, which has an extensive collection of cars and trains on display.

Further north you'll reach Baxter State Park. This Maine wilderness haven was created by Percival P. Baxter, who described it as his “magnificent obsession”.

You can take gorgeously scenic hikes, camp in one of the many campsites, spot some adorable wildlife or simply have a relaxing picnic here.

We highly recommend visiting during fall to admire the foliage in the park change into golden and auburn colors.

Where to stay in Greenville: explore the Maine Highlands

Moosehead Lake, where you'll end the third day of your Maine road trip, is the ideal place to spend a couple of nights if you're wanting to head out into the Maine Highlands or even just explore the incredibly scenic area around the lake itself.

An absolutely fabulous place to stay if you're looking for a bit of luxury in your scenic getaway is the Lodge at Moosehead Lake . There isn't much here that can't be described as stunning, from the lake views to the hotel's service, restaurant and gorgeous design.

Another great option which is also more budget-friendly is Leisure Life, Greenville , which also offers superb views and a great location. You can park up here for free and relax at the hotel bar - you'll most likely have earned some downtime after the day's driving and hiking.

Day 4: Driving from Greenville to Carrabassett Valley

After the long and adventurous driving on day 3 you'll probably welcome the much shorter stretch that lies ahead on day 4. It's just 90 miles from Greenville to Carrabassett Valley, which will only take a couple of hours to drive, leaving you plenty of time to stop and explore along the way.

Road trip route from Greenville to Carrabassett Valley

Turning away from the lake, follow ME-6 south past Monson on the way to Abbot. There are rafting companies based along this road if you fancy making an active stop just outside Greenville.

At Abbot turn right onto West Road which leads you to Kingsbury Plantation and Lake. A little further along the road you'll reach Bingham, which sits on the shore of Wyman Lake.

From here, River Road follows the Kennebec River south - with another opportunity for rafting - until you reach Solon. Here, cross the river and take Cross Town Road to join up with ME-16 to Kingfield.

The Carrabassett Valley runs north from Kingfield, offering river views and trailheads.

Things to explore on the way to Carrabassett Valley

Located in Western Maine, Bigelow Preserve and Flagstaff Lake make a stark contrast to the state's coastal towns. You will find alpine landscapes and the pretty Flagstaff Lake views here.

Plus, if you're traveling with your kayak or canoe, Flagstaff Lake is the perfect place to put them to use.

Flagstaff Lake, Maine on a moody, cloudy day

Both are just a short drive further on from Carrabassett Valley, and once you're there you can enjoy hiking trails for all levels of outdoor enthusiasts, including an easy one that is perfect for the whole family.

Of course, this ultimate Maine road trip itinerary isn't only for sun worshippers, beach lovers or foodies. If you are a fan of winter sports, you will find world-class facilities at the Sugarloaf Ski Resort, which is also just a short distance out of Carrabassett Valley. You will get to admire stunning views as you ski or snowboard.

Sugarloaf Mountain is also one of the most popular rock climbing spots in the country with around 270 different routes to explore.

Where to stay in Carrabassett Valley: hit the slopes and trails

As we've mentioned, Carrabassett Valley is known for being home to the majestic Sugarloaf Mountain Ski Resort, which is the largest skiing area in Maine.

There is plenty to do in Carrabassett in other seasons as well, such as hiking, biking, boating, fishing and golfing. You can also take foliage walks, something this area is so famous for.

With direct access to skiing areas and an 18-hole golf course, Sugarloaf Mountain Hotel has something for every traveler. In warmer seasons, you can enjoy hiking and cycling in the area.

After your adventures outdoors, you will be happy to learn that there is also a fabulous outdoor hot tub to soak and relax in at the property. You'll find restaurant options a short drive from the hotel too.

If you aren't traveling with your skiing equipment, you can hire them from the property. There's also ski storage if you have brought your own.

Day 5: Driving from Carrabassett Valley to Portland and York

You'll complete your road trip with another 4-hour drive, taking you the 170-miles from Carrabassett Valley to Portland and York.

Traveling through more of Maine's beautiful green landscapes and passing rivers and lakes before you meet the coast again at Portland, it's the perfect way to end your ultimate Maine adventure.

Road trip route from Carrabassett Valley to Portland and York

The final day of your trip starts out on some of Maine's small, scenic roads, first traveling along ME-27 to Eustis then down ME-16 to Rangeley. Once you've made your way around Rangeley Lake, ME-17 takes you through picturesque forests, rivers and hills to Byron and Roxbury until you reach Chisholm Park.

Here, join US-2 which follows the Androscoggin River through Hanover and Newry. Then, once you reach Bethel, take ME-35 past Waterford and Harrison then along Long Lake as far as Naples.

Crossing the Naples Causeway you'll join Sebago Road, which offers picturesque views and lakeside attractions once it hits the shore of the popular Sebago Lake.

From Standish, simply follow ME-114 all the way to Portland, then pick up the interstate for the final few miles of your trip, heading back south to York.

Lighthouse during fall in Portland, Maine

Things to explore on the way to Portland and York

Located in close vicinity of the scenic Rangeley and Mooselookmeguntic Lakes, Rangeley is a charming town with a laidback character. You will find fantastic golf courses here, as well as the scenic Rangeley Lake State Park.

Wilhelm Reich Museum and Height of Land (a popular scenic overlook) are both a short distance from the town too.

Keeping with the scenic lakes theme of this leg of the itinerary, Sebago Lake is a fantastic place to take a break en route.

This beautiful, clear lake is the second largest in Maine after Moosehead Lake, and is especially popular in summer. You will be able to enjoy watersports, golfing and fishing, sunny beaches and even a float-plane excursion here!

Where to stay in Portland: take a trip back in time

Portland is a beautifully scenic town, full of cobblestone streets and historic houses. You can also indulge your creative side, as the city has a buzzing arts scene.

After the lovely drive from Carrabassett Valley, you'll have plenty of time to end the afternoon sitting back to relax beside Portland's waterfront.

You can also stay nearby at Portland Harbor Hotel , which is in walking distance of the waterfront as well as Wadsworth Longfellow House, Victoria Mansion and Portland Downtown Historic District on foot.

Its central location and beautiful design, which channels a contemporary coastal vibe, means that you have a fantastic choice of restaurants, bars and cafes nearby. Or, if you don't feel like venturing out there's also a restaurant on-site.

Things to see on the ultimate road trip in Maine

By now you'll probably already have several stops in mind for when you make your fabulous Maine road trip, but there's even more to discover if you have the time.

Sunset on Sebago Lake Maine with ice in the foreground

  • York - With views across stunning sandy beaches, the Yorks are the perfect place to come for some good old-fashioned seaside entertainment. Head to the Fun-O-Rama arcade and enjoy live music and saltwater taffy as you explore York Beach.
  • Ogunquit - The stunning waterside gardens around Ogunquit Museum of American Art make this a must-see stop if you're visiting the town. There's also a lovely stretch of coastline here - said to be one of the country's best beaches.
  • Broad Cove Reserve - Trails here take you to more amazing ocean views, starting from a sandy beach.
  • Popham Beach State Park - At the mouth of the Kennebec River you'll find this swimming and surfing spot. You can also walk to Fox Island across the beach, but pay attention to the rising tide which cuts off the path at certain times of day.
  • Bath - Known as the ‘city of ships', it's no surprise that Maine Maritime Museum is located here. It's also a great place to indulge in some of the state's famous and delicious seafood.
  • Reid State Park - This is a bird watcher's paradise, with seabirds nesting in the stunning coastal landscape. You can also follow trails along the headland which will reward you with amazing coastal views.
  • Augusta - The state capital has a number of excellent museums, including Maine State Museum and the Old Fort Living History Museum.
  • Kennebec Valley - If you can add an extra day to your trip, consider following the beautiful Kennebec Valley from Augusta to Skowhegan.
  • St George Peninsula - There's more of the fabulous Maine coastline to explore along this beautiful peninsula, but for a bit of variety this is also a great place to sample Maine wines. The Owls Head Transportation Museum is worth a visit too.
  • Rockland - Home to the popular Maine Lobster Festival, Rockland also has a thriving arts scene which you can get to know at Center for Maine Contemporary Art or with a visit to the North Atlantic Blues Festival.
  • Belfast - Another artistic stopover, many visitors like to drop in to Belfast's small galleries or enjoy live music and summer Arts Walks.
  • Penobscot Narrows - Take a tour up the huge observation tower to admire the ocean from a new perspective.
  • Bar Harbor and Acadia National Park - This popular national park is famous for its rugged coastal views and excellent wildlife spotting opportunities
  • Bangor - As well as taking a tour of locations that inspired legendary author Stephen King, we'd also recommend checking out Maine Forest and Logging Museum and the Cole Land Transportation Museum.
  • Baxter State Park - North Penobscot and Mount Katahdin are both super-scenic areas within this stunning state park, where you can kayak and climb as well as hiking and fishing.
  • Greenville - Take a break from the road with a cruise on beautiful Moosehead Lake.
  • Bingham - Consider a detour to see more of the Kennebec Valley, which you can explore via US-201. Following this road, you can read The Forks and Moxie Falls, as well as taking an exhilarating white water rafting trip.
  • Bigelow Preserve - Pick up the northern end of the Appalachian Trail in this beautiful natural area, which was almost turned into a ski resort back in the 70s.
  • Sebago Lake - Cool off at this popular lake a short drive out of Portland. You can take a boat or kayak here too.

Best time to go on the ultimate road trip in Maine

It's possible to visit Maine all year round, but depending on when you travel you'll have a very different experience. You'll encounter snowfall and freezing temperatures through the winter compared to temperatures in the 80s in summer!

Traveling in winter

With temperatures often sitting below freezing, and frequent, heavy snowfall, you'll need to wrap up warm if you're visiting Maine in winter. The coast, where temperatures can hit the high 30s Fahrenheit, is warmer than the interior.

That means Maine is a great winter sport destination, and you can find plenty of places to ski, including Nordic skiing. However, driving can be challenging if you're not used to snowy conditions, although roads are kept as clear as possible.

Out of the peak summer season, you might find that cafes, galleries and other visitor attractions in quieter areas may be closed.

Nubble Lighthouse after a Winter Storm, Cape Neddick, York, Maine, USA

Traveling in summer

With its northerly location, Maine doesn't usually get too hot in summer, and temperatures in the high 70s Fahrenheit can make for ideal hiking. You'll have to pack for the seasons though, as there's frequent rain here even in summer, and occasional dramatic thunderstorms.

While we've mentioned the many stunning beaches you'll visit along the way, we should also point out that the water might feel chilly even in summer.

Expect crowds at Acadia National Park and in the coastal towns, as they're popular destinations for a summer vacation. Consider booking accommodation in advance to be sure of your top picks.

Traveling in spring or fall

The Maine winter can feel very long, with March and November feeling more like winter than spring or fall. Spring is a variable time of year, but don't expect significantly warmer temperatures until late April or May.

By May you'll have a good chance of mild and relatively dry weather if you're spending time outdoors, but remember to take bug spray to guard against the harmless but ever-present wildlife that's likely to try and join you on your hike.

Maine is famous for its stunning fall scenery, but it's also a very wet time of year. With temperatures dropping to around 60 degrees by October, you might prefer to visit in September for the ultimate combination of smaller crowds, mild weather and beautiful sea views.

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The colorful Old Orchard Beach Pier in Maine has restaurants and bars with a view.

Girl With The Passport

A Road Trip to Maine Itinerary You’ll Want to Steal

By: Author Girl with the Passport

Posted on Last updated: September 18, 2023

Categories North America

Planning a road trip to Maine? If so then THIS is the Maine road trip itinerary for you! After all, I’ve been to Maine countless times and want to share all of my amazing, expert advice with you.

In this way, I hope to make the entire trip planning process a whole hell of a lot easier for you. You know, so that you can actually enjoy your Maine road trip and not stress out about where to go, what to do, and how to get around.

Because believe it or not, Maine is easily one of the most beautiful states I’ve ever been to, which is why I’ve been countless times and definitely plan on returning ASAP – once I have the cash to do so.

So, if you love picturesque lighthouses, fresh steamed lobster, stunning coastal drives, and exquisite national parks, then a road trip to Maine will be the perfect trip for you.

However, enough chitty chat. You’re a busy human with tons of uber-important things to do. So, let’s swan dive into my beyond awesome expert tips that will help you plan just one of the many Maine road trips to come.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

If you’re booking a trip right now then I IMPLORE you to get travel insurance – even if it’s not from me. 

After all, this past year has been a wild ride and I don’t want you to lose money because government regulations have changed. 

Truth be told though, I’ve never traveled without travel insurance and don’t think you should either – especially since I think we’ve all had plans drastically change because of the pandemic. 

Therefore, find an insurance agency that covers travel changes related to COVID-19, like my two all-time faves World Nomads and Safety Wing . You can also read more about which policy is right for you in my full review here .

🕒 In a hurry and haven’t planned your road trip to Maine yet? Book this self guided driving tour of Acadia National Park and Bar Harbor . It is a fun way to explore the area on your own! ⛰️

How To Get To Maine For Your Road Trip To Maine

Red yellow and green trees flanking a water body that is just one of the iconic spots to catch the fall foliage during your Maine road trip.

Since I live in New York, I normally just drive to Maine. However, if you’re from out of town and want to fly into Maine, then you could always fly into Portland International Jetport.

It’s pretty convenient since it’s only about two miles from downtown Portland and services flights from all over the world. Upon arrival, I’d absolutely rent a car since you obviously can’t do a road trip to Maine without one!

However, if you want to visit Portland for a few days and then rent a car, you could always take the route #5 bus to downtown Portland and then rent a car once you’ve experienced some of the fun things to do in Portland .

Pro Tip: You could also try flying into Boston Logan International Airport. It’s way bigger than Portland and is a major travel hub both internationally and domestically.

Therefore, you could probably find a cheap flight to Boston and then just drive to Maine from there since it’s only about an hour and a half drive from there to the Maine border.

But, if you’re not really interested in flying, you could always try:

Amtrak trains from all over the US travel directly to multiple train stations throughout Maine. So, this is definitely an option if you don’t really feel like flying. Just do your research first since train travel in the US can be really expensive.

I mean, a one-way, coach ticket from Newark to Portland starts at $63 per person and takes 9.5 hours. So, you could definitely end spending more money on a train ticket than on a flight.

Two different bus companies operate throughout Maine and have routes that go into and out of the state. Of the two, Concord Coach Lines is more local with routes from Maine that stop in major cities in New York, Massachusetts, and New Hampshire.

Tickets start as low as $79.00 one way and $158.00 round trip. In contrast, Greyhound runs buses into and out of Maine from most major cities across the country, with one-way tickets from Boston to Portland starting at as little as $16 per person.

How To Get Around During Your Road Trip To Maine

Since you’re planning a Maine road trip, you’ll obviously need a car while you’re here. Luckily for you, Portland International Jetport is pretty small. Therefore, it will be really easy for you to get to Hertz, Alamo, Avis, Dollar, Enterprise, or Budget Car Rental to actually rent a car before you start your Maine road trip itinerary.

Yeah, they have a fleet of more than 200 cars that are all located inside the consolidated car rental atrium that is protected from the elements (i.e. rain and snow) inside the airport’s new parking garage. It’s also literally steps away from the terminal so you’ll have zero problems finding a car rental.

When choosing a car though, you’ll want to make sure that it gets good gas mileage and that the interior is super roomy. This way, you can relax and be supremely comfy during your road trip to Maine.

Now, in terms of cost, you should on average expect to pay $409 to rent a car for a week and $149 to rent a car for the weekend. Anything significantly more expensive than this is probably not something you need to invest in.

When To See Fall Foliage in Maine

Maine in the fall with a wooden bridge over a stream surrounded by foliage. Definitely a stop that should be on your Maine road trip.

Since my family and I would routinely visit Maine every October throughout my childhood, I know all too well that many people like to road trip to Maine to see fall foliage.

So, if you want to see fall foliage while you’re here, the best time to visit Maine is between late September and mid-October (Columbus Day Weekend is the perfect time to visit and is when my family used to go).

Generally speaking, this is when fall foliage is at its most stunning. Although this time frame can vary by elevation and latitude since some high-elevation, more northern areas across Maine enjoy peak fall foliage in late September.

And if you want even more expert advice on visiting Maine this fall, then check out my ultimate guide to fall in Maine now!

The Ultimate Road Trip to Maine Itinerary

1. ogunquit.

Fishing boats docked in Perkins Cove with the green trees in the background and the wooden walkways in Ogunquit which is one of the best spots to stop on your Maine road trip.

More likely than not, when you start your Maine road trip itinerary, you’ll probably be near the state’s southernmost point. So let’s start our road trip to Maine there!

And what better place to begin the best road trip in Maine than in a place whose name literally means “beautiful place by the sea” in Native American, Abenaki?

Plus, plenty of people seem to agree with this description since Ogunquit is easily one of the most popular summer tourist destinations in all of Maine.

Which makes sense since the beach here is stunning, the sea air is refreshing, the cocktails are delicious … I’m seriously thinking about moving there permanently right now!

That’s why, Ogunquit is definitely one of the best beach towns in Maine , and now you too will get a chance to experience the awesomeness for yourself!

Because while you’re here, you can see a show at Ogunquit Playhouse, walk along the scenic Marginal Way walking path (it’s only around 1,25 miles long), or visit the quaint fishing village of Perkins Cove.

Other Things To Do In Ogunquit

Ogunquit museum of american art.

If local art is what floats your boat (nautical pun intended!) then the Ogunquit Museum of American Art is the place for you! There are over 3000 individual pieces of art on display throughout this museum. And honestly, I’m not all that surprised, seeing as they first opened in 1953!

Paintings, sculptures, and photographs aplenty are all permanently on display in this deliberately American-focused museum.

Before you leave, be sure to explore their 3-acre sculpture park, complete with 18 small gardens that will delight your eyes and help you relax as you take in all the culture and artistry. A walk in the park that makes you feel smart and creative? Sign me up!

Take A Scenic Cruise Along The Coast

The sea looks great, but Ogunquit looks even better from the water!

So, hop onto a boat and treat yourself to a tour of the coast: learn about the history of the town, see the historic lighthouses which make this great American state so famous, and find out something new about the world of lobsters and lobster fishing. It’s a Maine tradition!

Because whether you’re sipping cocktails on a luxury yacht, or enjoying the simpler life by gently sailing by on a rustic wooden sailboat, a scenic cruise will make your visit to Ogunquit and your super awesome Maine road trip complete!

What To Eat In Ogunquit

Barnacle billy’s.

It’s time to grab some of that famous Maine lobster during your road trip to Maine! And Barnacle Billy’s is the place to do that since it’s famed for its luxurious lobster dishes – in addition to plenty of other fresh fish dishes too – that you can order along with a delicious bowl of clam chowder.  

So, whether you decide to dine indoors or out on the sundeck, the stunning ocean views will be the perfect accompaniment to your meal!

Wait, am I eating a ray gun? Nope! This is place serves delicious urban Thai food. So, put some kick into your food by ordering some of their spicy and exotic dishes!  

And although they do have Thai staples like green curry and fried rice, do try some of their house specials, especially the crispy duck with orange sauce. There are also plenty of vegan and gluten-free dishes here too!

Where To Stay In Ogunquit

The grand hotel (ogunquit).

⭐️ Rating: 8.9/10 (581 Reviews) Price: $101 per night 📍Location: 276 Shore Road, Ogunquit, ME Details: Read more on booking.com now!

If you want to live the high-life for a hot minute then the Grand Hotel will help you to relax in style! Because on top of having a spacious room with a private balcony, you’ll also enjoy access to an indoor heated pool and an outdoor jacuzzi for maximum pampering!

“Location was perfect, room was spacious and clean! One of the nicest rooms I’ve ever stayed in. Entire property was super clean. Price was very reasonable. Small balcony with chairs off the bedroom, wish I would have had more time to enjoy them. Will definitely stay here when I return to Ogunquit! Well done!!” Kim ( read more reviews now! )

There’s also plenty of deck space here for an evening drink outside at this well-located hotel, which sits less than a mile away from the Ogunquit Museum of Modern Art!

Wells Moody Motel (Wells)

⭐️ Rating: 8.6/10 (626 Reviews) Price: $89 per night 📍Location: 119 Post Road, Wells, ME Details: Read more on booking.com now!

Just up the highway from Ogunquit, the Wells Moody Motel offers guests all the friendly and exceptional service you could hope to receive during a Maine road trip.

“We were greeted in the office very warmly. check in was easy. First impression of the Motel was it was very cute. property was well taken care of. We pulled around to our room there was a cute little porch in front. went into the room and it was very clean! T he bed and pillows very comfortable. The bathroom was very clean. The 2 rooms we were in looked like they had maybe been recently updated. very pleased with our stay.” Michelle ( read more reviews now! )

They offer bright and well-equipped rooms that will make you feel right at home. The beds here are also super comfy, and include access to an on-site, outdoor pool!

2. Kennebunkport

Dock Square in Kennebunkport Maine with the colorful red building and a boardwalk that is a great spot to add to your road trip to Maine.

It’s time to head further north to iconic Kennebunkport – at least if you to make this Maine Road Trip truly epic. Because if you want beaches, Kennebunkport has got em’! So, be sure to give both Goose Rocks Beach and Arundel Beach a try!

And you know people love them since this coastal town has been offering visitors professional levels of hospitality since the 1800s. So, they’re obviously pretty dang good at it by now!

Because with stunning sea views, sandy summer beaches, historic churches (St. Anne’s Episcopal Church dates all the way back to 1887 and features stunning architecture), and beautiful fall foliage, Kennebunkport is truly one of the best romantic getaways in Maine .

It’s even magical when it’s covered in snow! That’s why there’s really no time of year when this place doesn’t look like it belongs on a postcard!

Things To Do In Kennebunkport:

Visit the goat island lighthouse.

If you head over to Cape Porpoise, you’ll find this nearly two-hundred-year-old landmark of New England standing proudly by the shore on its own little island.

Legend has it that this ancient watchtower used to be a lookout point for Secret Service agents of George H.W. Bush, WAY back in ye olde 1993. I know, that’s not that long ago. But it’s still history, y’all!

Check Out The Seashore Trolley Museum

This is one of my favorite things to do in Kennebunkport Maine ! There are over 250 antique streetcars, buses, and other vehicles all collected together in one place. And they don’t all just sit there either!

Because every 45 minutes you can board one of these vintage trolleys, take a ride around the museum, and experience what it really felt like to travel in the early 1900s!

What To Eat In Kennebunkport

Alisson’s restaurant.

When planning a road trip to Maine, food is of the utmost importance. And thankfully, you can get almost anything you want, at Alisson’s Restaurant!

There’s a huge amount of generously portioned pub food available, including lobster mac ’n’ cheese, steak and shrimp salad, mussels, clams, tacos, pizzas, sandwiches, and of course, blueberry pie!

And since Alisson’s is also a pub, there’s a large selection of cocktails, wines, tequilas, and whiskeys to help you party the night away!

Rococo Artisan Ice Cream

Time to satisfy that sweet tooth! And in addition to all the crowd-pleasing, traditional flavors, Rococo also specializes in creating unique – yet tasty – varieties of ice cream.

I mean, have you ever had Goat Cheese ice cream? How about Garam Masala? Or Banana Red Hot? Now’s the time to try them out and be adventurous!

Where To Stay In Kennebunkport

The breakwater inn and spa (kennebunkport).

⭐️ Rating: 7.2/10 (21 Reviews) Price: $199 per night 📍Location: 127-133 Ocean Avenue PO Box 560C, Kennebunkport, ME Details: Read more on booking.com now!

This historic Victorian-era property is a charming Maine guest house. It has all the trappings of a comfortable night’s rest, with the added bonus of a spa, a fitness center, free wi-fi (obvs), continental breakfast, and bike rentals for getting your fitness on while you sight-see!

The in-house restaurant also provides guests with great views of the ocean, which goes well with the Breakwater Inn’s nautical theme!

The Lodge at Turbat’s Creek  (Kennebunkport)

⭐️ Rating: 8.9/10 (176 Reviews) Price: $199 per night 📍Location: 7 Turbat’s Creek Road, Kennebunkport, ME Details: Read more on booking.com now!

The Lodge at Turbat’s Creek is well situated, friendly, and extremely comfortable. The furnishings are also high quality, the breakfast is very generous, and you can meet other travelers out in the garden, pool, and restaurant areas. Perfect for a well-deserved pit stop during your road trip to Maine!

3. Portland

The colorful fishing boats docked at the harbor in Portland, Maine with the setting sun in the background is just one of the stops on this road trip in Maine.

Portland is easily one of my favorite places to visit in Maine. So much so that I’ve been there at least 15 different times!

Because this hipster paradise has it all: the cobblestone streets of the Old Port area, the historic beauty of Victorian mansions, the amazing art of the Portland Museum of Art, the inventiveness of craft beer breweries, and even its very own observatory for all y’all science geeks!

But, one of the best things about Portland is that while it is a city, it still has tons of green spaces and expansive natural areas that allow you to enjoy all the natural beauty of Maine. Yup, it really is the best of both worlds!

I mean, you can easily go from vibrant nightlife and culture to strolling along the Eastern Promenade, breathing in the sea air. You could also take scenic photos at nearby Bug Light or walk along the breakwater to ever awesome Spring Point Ledge Light (it’s tucked away inside a college campus).

Or, you could head over to Cape Elizabeth and do a bit of lighthouse spotting! Wait, Kelly, is that a sport? Well, it is now since Maine is famous for its lighthouses, with over 150 lining the Northeast, with plenty of them being in Portland.

Pro Tip: While you’re in Portland, definitely do a day trip to Cape Elizabeth. There are a ton of great parks here and this is also where you can see Portland Head Light and Cape Elizabeth Light!

If you want, you can even check out my list of the best lighthouses in Portland Maine if you’re interested!

Things To Do In Portland

Visit the victoria mansion museum.

Fancy a blast from the past? This 1860s Italianate palace is one of the best historic homes to visit in Portland Maine. The elaborate frescoes, the intricately detailed carpets, and the period-piece furniture will have you falling in love with the good ol’ days.

See, you don’t really need a time machine to find out just how lush and OTT they used to have it back in the day – just come and see Victoria Mansion!

Take The Ferry Out To Peaks Island And Rent A bike

If you’re looking for cute streets and lush wilderness in which to ride around and feel the wind in your hair, just hop onto the big yellow Casco Bay Lines ferry and take the 20-minute trip out to Peaks Island. Here you can rent a bike (or a golf cart if you’d prefer not to have to do too much peddling) and take in the many MANY gorgeous views of the ocean!

What To Eat In Portland

Duckfat friteshack.

You heard me! If you want the crispiest, tastiest, LARGEST portion of fries in the state of Maine, make sure you stop by the Duckfat Friteshack.

These hand-cut fries can be a quick snack or their own full meal, depending on your appetite. Each portion comes with your choice of two of the Friteshack’s dips – truffle ketchup is my personal fave!

The Holy Donut

Ok, so following this Maine road trip itinerary may not be the healthiest choice for your figure, but we’re here to have fun, y’all!

And eating at The Holy Donut is one of the best things to do in Portland Maine, period! These donuts are big enough to share (if you’re feeling generous), so tuck into a sea salt and chocolate donut (highly recommended) as fast as you can!

Where To Stay In Portland

Inn at st john portland (in-town, portland).

⭐️ Rating: 8.4/10 (989 Reviews) Price: $149 per night 📍Location: 939 Congress Street, Portland, ME Details: Read more on booking.com now!

Located right in the heart of Portland and never too far from anything you could want to see, this cozy and colorful inn will leave you feeling fresh and ready for a fun day of sightseeing. The Inn at St John Portland In-Town is also pet-friendly, so feel free to bring your furry friends along for the ride!

Portland Harbor Hotel (Portland)

⭐️ Rating: 8.5/10 (766 Reviews) Price: $179 per night 📍Location: 468 Fore Street, Portland, ME Details: Read more on booking.com now!

With a restaurant, fitness center, free bike use, flat-screen TVs, and wi-fi all conveniently tucked away inside the Old Port district, this hotel ticks off a lot of boxes! And for those looking for a splash of luxury during their Maine road trip itinerary, this is definitely of the best places to stay in Portland Maine!

4. Waldoboro

Waldoboro is one of those towns that you will definitely drive through during your road trip to Maine. It is known for its three lakes and has a rich and thriving fishing and agricultural history. 

Take your pick of Duckpuddle Pond to Damariscotta Lake or Pemaquid Pond and spend a relaxing summer day swimming, fishing, or watching a gorgeous sunset. 

For more outdoor fun hit the trails at the Goose River Peace Corps Preserve and Pond. Or take refuge from the elements and head over to the Waldoboro Historical Society and learn more about this quaint New England town.

Things to do in Waldoboro

Visit fawcett’s antique toy museum.

This quirky museum is right on Atlantic Highway and it is worth a stop if you are just driving through town. Every surface is covered with memorabilia as far back as the 1920s and 1930s. 

Owl’s Head Transportation Museum

Even though Waldoboro is known for its lakes, this museum isn’t focused on boats but on other types of transportation. On display are antique cars, trains, and motorcycles. 

What To Eat In Waldoboro

Moody’s diner.

You can’t miss Moody’s Diner if you are on Route 1 driving through Waldoboro during your road trip to Maine. It is a family-owned restaurant that has been serving the local community since 1927. Classic diner fare is on the menu but watch out for the blueberry pie or whoopie pies for an extra special Maine treat. 

Odd Alewives Farm and Brewery

Just behind Moody’s is the Odd Alewives Farm and Brewery. Odd Alewives uses ingredients from their own land and other local farms. There is plenty of seating on the premises and they even have a fire pit to roast marshmallows and make smores. Their beer is also great to pair with pizza that they also make on-site in a brick oven.  

Where To Stay In Waldoboro

Friendship harbor historic home (friendship).

⭐️ Rating: 8.3/10 (3 Reviews) Price: $236 per night 📍Location: Waldoboro, ME Details: Read more on booking.com now!

This Victorian Harbor House is right on the water and has its own dock. Literally, in 15 seconds you’ll be in the water! It may be from the 1800s but it is newly renovated with modern amenities plus it is near enough to town but still quiet.

The owners live nearby and their sons can drop off lobster that they catch themselves. Without a doubt you’ll get the full Maine experience! 

Damariscotta Lakefront Retreat (Newcastle)

⭐️ Rating: 5/5 (18 Reviews) Price: $636 per night 📍Location: Nobleboro, Maine, United States of America Details: Read more on Vrbo!

If you are craving a quiet retreat away while on your road trip in Maine, this cabin is just the ticket. It is steps away from Damariscotta Lake where you can go swimming or you can spend your days relaxing on the deck and doing nothing. Hey, it’s your vacation and you can do you! 

5. Rockland

Rockland Breakwater Lighthouse with a stone path leading right up to it and water flanking it on either side is one of the cool places you will visit on this road trip to Maine.

Just a couple of hours further up the highway from its half-namesake on the mid-coast of Maine, Rockland has all the charm of many other New England coastal towns.

But, it’s much less busy than Portland -and other more southern towns – since it’s a bit further away from Boston. In fact, if you’re planning a road trip to Maine during the off-season, that’ll be the perfect time to visit this jewel of the east coast!

See, Rockland’s local economy moved away from fishing in the 1990s, and began to focus more on catering to the increasing amounts of tourists coming to stay.

As a result, the downtown area is now full of boutiques, cute little restaurants, museums, and other assorted historical buildings. No wonder their nickname is Vacationland!

And some of the best things to do in Rockland include a stop at the Support Puffin Project Outpost in town, a visit to the Maine Center for Contemporary Art, a quiet walk along the Rockland Harbor Trail, a visit to the historic Olson House, and a cruise aboard a vintage Windjammer.

Things To Do In Rockland

Visit the farnsworth art museum.

Good news everyone! Rockland has its very own regional art museum, and it’s pretty dang good!

In total, there are 15,000 different paintings, sculptures, and other works of art collected here, with several exhibitions going on continuously throughout the year, covering everything from local artistic contributors to world-famous American artists.

Come and see what they’ve got for yourself – there’s even a cute little library!

Walk Along The Breakwater to Rockland Breakwater Lighthouse

Not only is this activity totally free, but the walk is wonderfully scenic and culminates in a stop at an enchanting lighthouse from 1902. Just be careful since the breakwater is extremely uneven.

However, if you visit during the summer, you’ll be able to explore the interior of the lighthouse after walking 7/8th of a mile out there!

What To Eat In Rockland

Archer’s on the pier.

For the best in locally owned and locally prepared Rockland food, Archer’s on the Pier is your Maine (get it?) port of call! There’s all the usual amazing seafood options – lobster for days, yo! – as well as steaks, burgers, sandwiches, and pasta. Depending on when you dine, you might even get treated to some live local jazz music!

Cafe Miranda

It’s chowdah time people! Fresh, creamy, delicious seafood chowdah, and lots of it! The portion sizes here are also HUGE, so come hungry! Whether you go for the chowder, or would rather have a hotdog, a sammie, or a salad, prepare to feel full when you leave!

Trust me, enjoying a meal at Cafe Miranda with its quirky array of pink flamingos (I’m not even joking) is one of my fave things to do here.

Where To Stay In Rockland

The craignair inn by the sea (spruce head).

⭐️ Rating: 9.4/10 (26 Reviews) Price: $164 per night 📍Location: 5 Third Street, Spruce Head, ME Details: Read more on booking.com now!

At the end of a long dead-end road lies a beacon of rest and relaxation. Just south of Rockland, the Craignair Inn by the Sea is like something out of a storybook.

Seriously, picturesque doesn’t even cover it! The owners are also super friendly and accommodating, the beds are soft and warm, and the rooms are well equipped and spacious. Get yourself here now!

Trade Winds Inn (Rockland)

⭐️ Rating: 7.7/10 (647 Reviews) Price: $107 per night 📍Location: 2 Park Drive, Rockland, ME Details: Read more on booking.com now!

To truly get a taste of coastal Maine, make sure you try out this boardwalk-style hotel. It sits right on the banks of Rockland Harbor and has just the right balance of antique and modern facilities. The bar area is casual and comfy while the indoor pool and fitness center are both first class. Need I say more?

A bird's eye view of green trees and harbor of Camden from Mount Battie which is another great stop on your road trip to Maine.

Up, up, up the coast we go! Because Camden is our next stop on this Maine road trip itinerary. And residents of Camden love to be “where the mountains meet the sea”, and I am here to tell you that that is accurate!

After all, Camden lies right at the foot of Camden Hills State Park, meaning visitors can enjoy the vibrance of the harbor town community while still being able to escape into the sprawling wilderness of natural New England.

So, whether you want to exercise your body or your mind – or your tastebuds – Camden will have something for you!

Pro Tip : If you’re short on time when planning your road trip to Maine (and who isn’t) you can combine a trip to Camden with a stay in Rockland.

I mean, Camden is only about twenty minutes down the road from Rockland so you could EASILY do a day trip here. I also personally preferred Rockland to Camden but, hey, that’s just me.

Things To Do In Camden

Camden hills state park.

As I said before, Camden is right next door to this State Park. And with 30 miles of hiking, biking – and in the winter months, skiing – trails available, you can lose yourself for hours in this lush oasis of greenery.

And if you’re feeling truly adventurous, you can hike up to the top of the 1,384 foot tall Mount Megunticook, for some of the best views of Penobscot Bay as you conquer one of the best hikes in Maine !

Picnic at Megunticook Lake

Pack up your picnic basket and travel just a few miles north of Camden Harbor to find this highly Instagrammable slice of the quiet life! Because Megunticook Lake has tons of designated picnic areas for you to use that come complete with grills and tables.

Plus, if you fancy a swim, the lake itself has a floating diving platform for you to use, as well as a shallow area for younger swimmers!

What To Eat In Camden

Fresh & Co – This family-owned local business is the place to go for fresh, down-to-earth meals. Fresh & Co primarily focuses on sustainability, with extra care given to the ingredients and the flavors of their dishes. They also showcase local artwork on their walls. It’s truly a deep dive into Camden local life!

40 Paper – French, Spanish, Italian, and Mediterranean influences all come together in this former mill from the civil war! But don’t worry: while the dishes may be very European, the ingredients are all fresh from Maine since 40 Paper works with local farmers and fishermen to bring you the best of the catch!

Where To Stay In Camden

Cedar crest inn (camden).

If you’re looking for great service and great value, Cedar Crest Inn will provide! Located just to the south of downtown Camden, this seasonal motel has an outdoor pool, on-site restaurant, and comfortable rooms.

There’s also an outdoor play area for those traveling with young children!

Elms of Camden (Camden)

⭐️ Rating: 9.3/10 (63 Reviews) Price: $186 per night 📍Location: 84 Elm Street, Camden, ME Details: Read more on booking.com now!

Elms of Camden features cozy and luxurious rooms that all come with a complimentary, multi-course breakfast that is served to you fresh, every single morning. Why yes, I will take another helping of pancakes, thanks for asking!

“Gary and James are gracious, thoughtful hosts, taking pride in their commitance. they obviously love it and so do their” Nicholla ( read more reviews now! )

The hosts here are also all about hospitality, and will work extra hard to make sure your Maine road trip is the best ever!

7. Acadia National Park

A view of Jordan Pond with the rocks on the banks and the green hills in the distance. Easily one of the best hikes in Acadia National Park and a stop on this Maine itinerary.

Meet Acadia National Park. It is the only national park in all of New England but comes fully outfitted with 47,000 acres of land. 158 miles of hiking trails. 1,100 different species of plants, and over 400 different species of animals. Oh, and a casual 20 mountains for you to climb.

Like the notorious Cadillac Mountain, which is the perfect place to go to see the very first sunrise in the United States. However, if you don’t feel like climbing all the way to the top, you can always drive up and just do the easy, 0.5-mile loop trail around the summit.

Not surprisingly, Acadia is easily one of the top 10 most visited national parks in the United States and it’s one of the last stops on our road trip to Maine!

And what a stop it is. Once you cross the bridge onto Mount Desert Island, you’ll feel like you’re really getting back to nature as you head towards the forests, lakes and hills of Acadia National Park. So, stretch your legs and enjoy all that this amazing stop on your Maine road trip itinerary has to offer!

Things to do in Acadia National Park

I do believe i mentioned the hiking trails….

As with many State Parks, Acadia National Park has hiking trails for all levels of expertise and challenge. Beginners and casual walkers can enjoy the Jordan Pond Nature Trail, or see panoramic views on the Cadillac Summit path.

For a good afternoon hike though, visitors can try the Ship Harbor Nature Trail, or head over to Bar Island to explore its beautiful forests (though only at low tide – make sure you keep your eye on the time or you’ll be trapped)!

And If you’re feeling more adventurous, the Great Head Trail will take you out to the Sea Cliffs on the east side of Sand Beach. Otherwise, if “hiking” is basically your unofficial middle name, then Precipice Trail awaits you!

It’s one of the best hikes in Acadia National Park and features small obstacles like an almost vertical 1,000-foot climb at one point. Erm, if you need me, I’ll be in the bar ….

Take A Horse-Drawn Carriage Ride

Sure, you could hike. Or would you rather have the gorgeous natural scenery roll gently by you as you pretend to be Queen of All you Survey in your very own horse-drawn carriage? Yeah, I’d opt for the latter too.

So, If you feel like I do, then make your way down to Wildwood Stables on the southeast side of the island and you can do exactly that! Daily carriage tours are provided here from May through October and follow along roads originally constructed by John D. Rockefeller in the early to mid-1900s!

And if you really want to have the Maine road trip of a lifetime and you lead an enviable lifestyle, you can bring your own horses with you and ride with them instead!

What to eat in Acadia National Park

Do you ever wish for the purrr-fect breakfast? Well, that’s what you’ll find at 2 Cats in Bar Harbor! Their creative homemade breakfast combinations feature everything from pancakes and bagels to tofu scramble and granola.

Plus, you’ll get baked biscuits and strawberry butter with pretty much every order! Yup, now that’s what I call a Maine road trip winner.

Jordan Pond House Restaurant

Believe it or not, there’s actually a restaurant INSIDE Acadia National Park. It overlooks Jordan Pond and is great place to go for some pop-overs, chowdah, and a fresh Maine lobstah roll.

Where To Stay In Acadia National Park

Acadia inn (bar harbor).

⭐️ Rating: 8.7/10 (1090 Reviews) Price: $134 per night 📍Location: 98 Eden Street, Bar Harbor, ME Details: Read more on booking.com now!

This stylish and well-maintained hotel comes with an outdoor pool – complete with hot tub – a complimentary breakfast buffet, flat-screen TVs, and wi-fi.

“Excellent location about a mile from downtown Bar Harbor. It’s an easy walk to town, so you don’t need to drive and stress about parking. Also very close to Acadia and all the top attractions. Bed was very comfortable and the room was clean, good water pressure in the shower, convenient grab and go breakfast, and a hot tub to top it off. I’d definitely stay here again.” Justin ( read more reviews now! )

But most importantly, it lies connected to a trail that leads directly into Acadia National Park itself! Just grab yourself a good night’s sleep, fill up on their tasty breakfast, step out the door, and start walking. It’s that simple!

Bar Harbor Grand Hotel (Bar Harbor)

⭐️ Rating: 9.1/10 (631 Reviews) Price: $189 per night 📍Location: 269 Main Street, Bar Harbor, ME Details: Read more on booking.com now!

With its location right in the center of downtown Bar Harbor, you’ll be well connected to both Acadia National Park and Bar Harbor’s sprawling coastal beaches.

But, you might be tempted to just stay indoors since the rooms here are super comfortable and well furnished, with modern fixtures amongst period decor.

“Location is great . Furniture and setting is so nice . Parking is comfortable and large of space.” Gerardo ( read more reviews now! )

Heck, there’s even an indoor pool and fitness center just in case you want to get your fitness-related swerve on. It’s honestly one of the more luxurious places to stay during your road trip to Maine!

8. Bar Harbor

Aerial view of bar harbor  with the colorful buildings and the green hills in the background which is one of the best stops on your road trip to Maine.

This not-so-secret coastal town is a not-so-secret stop on our Maine road trip itinerary. And that’s basically because Bar Harbor is known as the gateway to everybody’s favorite…Acadia National Park.

So, if you’re short on time, You could always do a day trip and experience all that Bar Harbor has to offer as part of your trip to Acadia.

Because honestly, there really is a ton to do in this picturesque coastal town, besides visiting nearby Acadia National Park of course. I mean, if you’re at least a semi-morning person, you could get up before dawn and walk the length of the beautiful Shore Path.

It was originally built in 1880, is about a 1/2 mile long, starts at the town pier and Agamont Park, and offers you stunning views of the surrounding, Porcupine Islands.

Afterward, explore the Wild Gardens of Acadia, which are truly stunning to behold and home to over 200+ incredible plant species. Next, check out the Abbe Museum, which is a full on, Smithsonian institution that educated visitors about Native American history and culture in Maine.

And if that’s still not enough fun stuff for you to do during your road trip to Maine, then you could always visit other local attrations like the George B. Dorr Museum of Natural History, the College of the Atlantic Gardens, and the Mount Desert Oceanarium.

Pro Tip: Wanna get out of the country and explore Canada? If so then hop aboard the high-speed CAT Ferry and take it all the way to Canada! The journey lasts about 3.5 hours and will drop you off in Yarmouth, Nova Scotia.

Once here, you can enjoy the beauty of Cape Breton Highlands National Park, visit the Maritime Museum of the Atlantic, and admire the Halifax Public Gardens of the Halifax Citadel National Site,

What to Eat in Bar Harbor

Ben and bill’s chocolate emporium.

Fudge? Check. Ice cream? Check. Candies? Oh yeah! Plus, pretty much everything on offer here is homemade and guaranteed to send your tastebuds spinning. And, FYI, I mean that in the best possible way.  

And with over 70 different flavors of ice cream and gelato available, you’ll feel like a kid in a … well, you know what I mean!

The Barnacle

Stuff your face silly at this amazing Bar Harbor restaurant, which is known for its delicious cocktails. Personally, though, I love their oysters and their next-level awesome pesto pasta.

CIAO Food/Drink

This place is equal parts popular and small. So yeah, you’ll probably have to wait to get inside. But once you’re across the threshold, your patience will be rewarded with delicious French lobster rolls, pork belly tacos, and fried cauliflower.

The portions are also on the small-ish side so definitely order a few things.

Where to Stay in Bar Harbor (see above for more recs)

The inn on mount desert (bar harbor).

⭐️ Rating: 9.3/10 (913 Reviews) Price: $199 per night 📍Location: 68 Mt. Dessert Street, Bar Harbor, ME Details: Read more on booking.com now!

This charming family-owned inn has a modern but relaxed feel about it that everyone will love. Rooms here are also well-priced at around $150 per night and include free Wi-Fi, flat-screen TVs, tea/coffee-making facilities, minifridges, and more.

“Had the feel of a BnB much more than a hotel. Delicious homemade breakfast including omelets to order as well as homemade muffins and bread. EXTREMELY CLEAN. Short drive to Acadia Natl Park!” Macayla ( read more reviews now! )

As a guest, you’ll also enjoy a delicious, daily breakfast as well as access to a private balcony with harbor or garden views.

The white Little River Lighthouse with its red roof framed against the green trees and rocks in Cutler is another lovely spot to add to your road trip to Maine.

Full disclosure, this is a supremely quiet, extremely tiny town along the Northern coast of Maine. So yes, this stop on your road trip to Maine will be pretty chill and mainly for people who love the great outdoors.

But it’s a wonderful, sleepy little fishing village that was first founded in 1826 along the Machias.

Today though, you can make your way through one of the area’s many awe-inspiring hiking trails, including Bog Brook Cove, Cutler Bold Coast Trail (it’s an amazing hidden gem that you shouldn’t miss), and the trails within the Western Head Preserve.

However, because you’re so far North, you could easily cross the border into Canada and check out the Bay of Fundy since the border with Canada is only about an hour and fifteen minutes away. If you want to drive all the way to Nova Scotia though, it’ll be about a 6-hour drive, so be prepared.

Things to do in Cutler

Hike or bike on through the cutler coast public reserved land.

This 12,334-acre wilderness area is brimming over with expansive blueberry barrens, pristine woodlands, and peatlands that feature jaw-droppingly beautiful cliffside views of the Bay of Fundy. There are also a ton of remote campsites here where you can really channel your inner Bear Grylls if you so desire.

Little River Lighthouse

Take a scenic walk to this quaint AF lighthouse, do a guided tour of the facility to learn about its fascinating history, and – if you’re lucky – spend the night for a truly memorable stay in Cutler.

Go On A Cruise With The Bold Coast Charter Company

Go on an amazing boat ride to Machias Seal Island. While you’re here, you can marvel at the single biggest puffin colony in all of Maine.

What to Eat/Where to Stay in Cutler (there are a distinct lack of options here)

For food, you can enjoy some delicious local fare at Heen’s Restaurant. Otherwise, you can venture into either Jonesboro and Machias for a wider selection of good eats.

The Bluebird Motel (East Machias)

⭐️ Rating: 8.4/10 (252 Reviews) Price: $99 per night 📍Location: 231 Dublin Street, Machias, ME Details: Read more on booking.com now!

Yeah, there aren’t a ton of places to spend the night in Cutler. However, the rooms at the Bluebird Motel are well-priced (less than $100 per night) and consistently given great reviews by guests since they have everything you need for a comfy stay.

10. Rangeley Lake (An Inland Stop For Anyone With A Bit Of Extra Time)

Houses along the shore of Rangeley Lake in autumn with the yellow orange trees and the lake in the foreground is a fun stop on your road trip to Maine.

If you have an extra day or two to spare, then here’s another great spot to add to your Maine road trip itinerary! It’s located in western Maine, a mere 40 miles from the New Hampshire border.

Because the Rangeley Lakes region is a picturesque, expansive area that is filled with stunning natural beauty. It also includes a grand total of six different lakes, like Rangeley Lake itself.

This idyllic rural destination also has a large number of green spaces and waterways for visitors to enjoy, perfect for spending time getting back into nature, and enjoying all the comforts that a small-town vacation can bring.

And if you’re a fan of seaplanes, then you’re in luck because Rangeley Lake is a designated water landing zone for seaplanes. Therefore, you might find yourself watching one of these bad boys speeding down and coming to a steady stop on the surface of the water!

Things To Do In Rangeley Lake

Rangeley lake state park.

Almost 90 acres of land makes up this state park. It also sits on a section of the Appalachian Trail that runs along Saddleback Mountain and is a popular place to rent a kayak and get yourself out onto that crystal clear water!

However, If you’re more of a landlubber like me, then there are plenty of trails for hiking, camping, and picnicking areas, as well as spots for viewing tons of amazing wildlife. There are also plenty of opportunities for fishing since the waters here are full of trout and salmon.

Rangeley Outdoor Sporting Heritage Museum

If you’re more of a city person, and the idea of actually catching a fish yourself sounds like a total nightmare, then you can always just learn more about such outdoor pursuits right here!

Situated at the most northwestern point of Rangeley Lake, in the village of Oquossoc (yes, you read that right), this museum introduces visitors to the past, present, and, in some cases, future of outdoor sports!

Yup, this small, but delightful, museum is packed full of information that spans thousands of years of sporting history, from the Native American experience all the way to President Eisenhower’s 1955 visit, making this the perfect place to visit during any road trip to Maine.

What To Eat In Rangeley Lake

The red onion.

This place serves all of the home-cooked Italian food you could ask for! So, expect to find pizza, pasta, spaghetti, burgers, wraps, meatloaf, salad, and even steak! Yup, just an all-around cute, family-owned place that was first pulled into position by horses back in the early 1900s.

Since then, they’ve enjoyed a stable little spot in between City Cove and Haley Pond, where they’ve managed to expand and add a few more amenities, including the main dining area and bar!

Classic Provisions

This is another family-owned and operated store that also has a breakfast and lunch menu for anyone who wants to take a load off and enjoy the atmosphere of a cozy restaurant.

Everything here is seasonal, and the owners are proud to provide meals made from fresh, locally sourced ingredients. And if you like a dish enough, you can always buy the ingredients off the shelves and make it yourself once you get home!

Where To Stay In Rangeley Lake

Rangeley saddleback inn (rangeley).

Just down the road from the above eateries is the Rangeley Saddleback Inn . This warm and welcoming hotel comes with its own indoor saltwater pool, hot tub, fire pits, and barbecue grill. There are also several pet-friendly rooms for anyone traveling with their best good boys and girls!

Rangeley Town & Lake (Rangeley)

⭐️ Rating: 8.3/10 (460 Reviews) Price: $185 per night 📍Location: 2668 Main Street, Rangeley, ME Details: Read more on booking.com now!

Rangeley Town & Lake motel is perfect for those looking for affordable yet comfortable accommodations during their road trip to Maine. Everything about this place says “feel at home”, from the wood-paneled walls to the cozy furnishings and décor.

“The room over looked the lake. There were chairs to sit and visit neighbors on the open walkway. The open field had ducks running around and going to the lake. The bed was comfortable. The room was equipped to allow a longer stay and next time we will.” Gregory (read more reviews)

The view of the lake is also excellent, and the location is within walking distance of everything you might want to see or need!

Road Trip To Maine FAQ

What is the best month to go to maine.

September is the best time to visit Maine. This is because the crowds have left after the Labor day holidays so the touristy locations are not very crowded. Accommodation is also so much cheaper during this time because the demand has dropped considerably.

The weather on the other hand is still great. It hasn’t got chilly yet and you can see the start of the fall foliage before the next season’s crowds head in. In fact, the weather is still warm enough to even head out for a swim if you are in one of the coastal towns of Maine .

What Is The Best Time To Visit Maine For Lobsters?

Lobsters are available all year round in Maine so you really can’t miss them irrespective when you head to this gorgeous state. The largest catches of lobster however are caught between June and December.

How Many Days Do You Require For A Road Trip To Maine?

Honestly, there is just so much to see in Maine. It is hard to just narrow down on a few spots. A 10 -15 day trip however will strike a great balance between seeing a lot of Maine and getting some relaxation done edgewise.

What Is The Cheapest Month To Travel In Maine?

If you want a budget trip and you want good weather, then I highly recommend heading to Maine in the shoulder season which is between mid September and mid October. This avoids the Labor day crowds.

This is the time you will find the lowest rates on travel, accommodation, rentals and tours. So make the best of it!

Map of the Best Road Road Trip to Maine

A detailed map of the Best Road trip to Maine along with stops on the way.

Additional Resources You’ll Love

  • 13 Best Breweries in Portland Maine
  • 10 Amazing Scenic Drives in Maine
  • 15 Best Things to do in Bar Harbor Maine
  • 15 Best Things to do in Boothbay Harbor
  • Best Things to do in Portland Maine
  • Best New York to Los Angeles Road Trip

Well, there you have it! That just about wraps up my tips for planning an amazing road trip to Maine!

Tell me, did your fave stop on your maine road trip itinerary make the cut if not then let me know in the comments below so i can check it out., and if you found this post helpful, be sure to join our email list and pin this post now so that you can read it again later.

new york to maine road trip itinerary

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The ULTIMATE Route 1 Maine Road Trip Itinerary | Attractions, Restaurants, & Travel Tips

United States Route 1 is a massive north-south roadway that stretches over 2,300 miles, connecting Fort Kent Maine to Key West Florida. Over 520 miles of the road runs along the stunning Atlantic coastline of Maine and the Canadian border, making it a popular destination for road-trippers.

However, planning a Route 1 Maine road trip can be overwhelming because of the vast distance and numerous small towns and attractions along the way.

That’s why we’ve created a comprehensive itinerary to guide you from south to north, starting in Kittery and ending in Fort Kent (with some detours). But, feel free to follow it in reverse if you prefer.

Either way, get ready for a breathtaking and picturesque drive along Vacationland’s stunning coastline, with plenty of incredible stops along the way.

U.S. Route 1 & U.S. Route 2-Houlton

About Traveling U.S. 1 in Maine

While there’s some discrepancy regarding the exact length of U.S. 1, the last official log reported it as 2,593 miles long. However, various sources online list it as either 2,370 or 2,390 miles long.

Regardless, it’s worth noting that this highway passes through an impressive 15 states, more than any other highway in the country.

Although U.S. 1 doesn’t have an official beginning or end point, the town of Fort Kent claims to be the northern terminus since the route was originally signed in 1927 when the American Association of State Highway Officials adopted the U.S. numbered highway system.

If you’re following our itinerary from south to north, expect a thrilling adventure filled with stunning scenery, charming towns, and unforgettable experiences. Here’s a quick look at the route:

  • Starting from Kittery, U.S. 1 runs northeast and parallel to I-95.
  • From Portland, it merges and runs parallel to I-295.
  • After Brunswick, U.S. 1 turns in an easterly direction.
  • As it approaches Rockland, U.S. 1 turns more northward.
  • After Bucksport, U.S. 1 heads east again.
  • From Whiting, it veers northward and gets closer to the Canadian border.
  • At Maro Hill, U.S. 1 briefly curves away from the border before meeting it again.
  • From Van Buren, it follows a northwest path along the border.
  • Finally, from Madawaska, U.S. 1 runs westward and slightly southward to reach Fort Kent.

Route 1 Road Trip Traffic

Driving straight through the Maine portion of U.S. Route 1 would take approximately 11.5 hours, but that would mean missing out on the countless charming coastal towns and attractions along the way.

Additionally, most of those “ from away ” come to Vacationland during the summer and fall. Because of that, traffic on U.S. 1 can get pretty crowded. If you don’t want to get caught up in the peak of traffic, you could plan your trip for between Labor Day and mid-October. We also recommend traveling in winter or spring — before May.

Driving Through the Regions

Sometimes, the boundaries of Maine’s regions are a topic of debate among locals. According to the Maine Office of Tourism, though, here are the coastal boundaries of the towns you’ll be visiting during your Route 1 Maine road trip:

  • The Southern Maine Coast begins in Kittery and stretches to Old Orchard Beach.
  • Greater Portland & Casco Bay spans from Scarborough to Brunswick and includes the islands in Casco Bay .
  • Mid Coast Maine covers the coastline from Bath to Winterport.
  • Downeast Maine starts at Verona Island and Bucksport and runs northeast to Lubec and Eastport and then north to Danforth next to the Canadian border.
  • Aroostook County extends along the Canadian border from Weston to Fort Kent and then northwest to the Village of Estcourt.

So, without further delay, here’s a comprehensive list of the best places to stop during your Route 1 Maine road trip. Buckle up and get ready for an epic journey!

Fort Foster Park-Kittery

Best Route 1 Stops on the Southern Maine Coast

As you cross the New Hampshire border and enter the Southern Maine Coast, the first town you’ll encounter is Kittery . This town has a rich history dating back to 1623 when it was a fishery, and you can see this history reflected in its buildings, especially the forts.

One such fort is the Fort McClary State Historic Site , which is nearly 300 years old and offers a range of activities, including hiking, fishing, camping, and enjoying the history and surrounding nature.

Another option is Fort Foster Park on Gerrish Island, which is easily accessible by car and boasts three small beaches and a trail system for biking and walking through the military fort remnants.

If shopping is more your style, then the famous Kittery Premium Outlets are a must-visit destination. Here, you’ll find a blend of locally sourced products alongside high-end and national chains, offering a unique shopping experience for everyone.

Kittery Restaurants

You’ll find numerous restaurants in Kittery to keep you fueled up, but here are a few that we recommend:

  • Beach Pea Baking Co.
  • The Black Birch
  • Rose’s Spring Rolls

RELATED: The Best Kittery Maine Hotels and Lodging

The Goldenrod-York-

York Maine is a charming and noncommercial town that offers a fantastic opportunity to slow down and enjoy the simple things in life. Start your visit at Sohier Park in Cape Neddick, where you can stretch your legs and take in the stunning Nubble Lighthouse , one of the most photographed landmarks in the country. While here, enjoy a picnic lunch, go scuba diving, and spot a variety of wildlife.

For a dose of history, head to the Museums of Old York , a complex of several historic buildings that house a collection of York-related artistic and historical objects.

Afterward, satisfy your sweet tooth with a visit to The Goldenrod , where you can watch old-fashioned saltwater taffy being made before indulging in a variety of candies, ice cream sodas, and hot fudge sundaes.

If you have some extra time, take an easy 30-minute hike to the peak of Mount Agamenticus , which offers breathtaking views of the Atlantic Ocean, Boston Massachusetts, and the White Mountains of New Hampshire from its 692-foot summit. Alternatively, hop on a horse or ATV to reach the top for a unique and exciting experience.

York Restaurants

Lots of restaurants in York will energize your road trip, but here are some top-rated options:

  • The Central Restaurant & Bar
  • Foster’s Clambakes & Catering
  • Green Leaves Chinese-Japanese Restaurant & Lounge

RELATED: The Best Hotels and Lodging in York, York Harbor, and York Beach

Laudholm Beach-Wells

As Maine’s third oldest town, Wells has a rich history. But, its natural beauty and antique shops are what make this town a vacation paradise. Wells Beach is a sandy stretch of land with seagrass, sand dunes, and more than 1.5 miles of shoreline.

At the end of Mile Road on the south side of Wells Beach, you’ll find free parking, a few restaurants, a snack bar, an arcade, and more. On the north side at the end of Atlantic Avenue, you’ll find paid parking, a boat launch into Wells Harbor, and the Wells Beach Jetty — a popular walkway among fishermen.

TIP: Other beaches to visit in Wells include Crescent Beach, Drakes Island Beach, and Moody Beach.

If you’re craving more nature than the beach, head to the Wells Reserve at Laudholm Farms . This National Estuarine Research Reserve features 7 miles of walking trails, bird sanctuaries, and saltwater marshlands. Or, visit the Rachel Carson National Wildlife Refuge — a preserve of about 50 miles of shoreline, beaches, meadows, and tidal marshes.

And before you leave Wells, peruse the variety of antique shops. With more than a dozen antique shops, the town is considered the Antique Capital of Maine and is a haven for antique furniture, books, and fun tchotchkes. A few of the most well-known stores include Anytime Antiques , R. Jorgensen Antiques , and Bo-Mar Hall Antiques & Collectibles .

Wells Restaurants

From fresh seafood to tasty ice cream, Wells restaurants have a little bit of everything. Here are a few places that we recommend during your Route 1 road trip:

  • Fisherman’s Catch Restaurant
  • The Steakhouse
  • Big Daddy’s
  • Congdon’s Doughnuts

RELATED: Best Wells Maine Hotels, Motels, Cottages and Resorts

Ogunquit Playhouse-Ogunquit

Ogunquit Maine is a charming town that offers a wealth of enchanting experiences. Begin your adventure by hopping on an Ogunquit Trolley to tour the museums, beaches, shops, and local hot spots.

The trolley even stops at Marginal Way , a 1.25-mile cliff walk that runs along the shore from downtown Ogunquit to Perkins Cove. Along the way, you’ll come across benches, 3 miles of dunes, and numerous photo opportunities.

At Perkins Cove, you’ll enter a turn-of-the-century fishing village featuring a manual footbridge, seaside restaurants, boutique shops, fishing and sailing excursions, and stunning ocean views.

In the evening, catch an authentic, off-Broadway performance at the Ogunquit Playhouse . The general season runs from May through October and features top-notch local and regional performers showcasing their talents in a 1933 barn.

Ogunquit Restaurants

When it’s time for dining in Oqunquit , check out some of these restaurant favorites:

  • Beachfire Bar and Grille
  • Five-O Shore Road
  • Lobster Shack
  • That Place in Ogunquit

RELATED: Best Ogunquit Maine Hotels, Resorts, and Bed and Breakfasts

Palace Playland - Old Orchard Beach, Maine

Old Orchard Beach

Old Orchard Beach is a must-visit destination on your Route 1 Maine road trip thanks to its 7 miles of pristine sandy beaches. Here, you can take a refreshing dip in the ocean, sunbathe, build sandcastles, and enjoy a range of water sports.

The beach is also home to The Pier , a lively spot that extends 500 feet into the Atlantic Ocean and features several seafood dives and gift shops. At night, The Pier comes alive with entertainment and nightlife, including DJs, karaoke, and comedy acts.

Across from The Pier, you’ll find Palace Playland , an amusement park that has been entertaining visitors since 1902. This unique attraction is the only amusement park of its kind on a New England beach and boasts over 25 rides and attractions, including an old-fashioned carousel, the famous Electra Wheel (a Ferris wheel), and the thrilling 70-foot Sea Viper coaster. It’s the perfect place to let your inner child run wild.

Old Orchard Beach Restaurants

No matter the time of day, the restaurants in Old Orchard Beach will have whatever your appetite craves:

  • Elevate Cafe
  • Hoss and Mary’s
  • Johnny Shucks Maine Lobster
  • Paloma’s Restaurant
  • Red Door Market and Deli
  • Tostones on the Beach

RELATED: Old Orchard Beach Hotels, Motels, Cottages, and Condos

Maine Narrow Gauge Railroad Co. & Museum-Portland

Greater Portland Stops on Route 1

Portland , the largest city and biggest port in Maine, has a rich history that spans hundreds of years, and the city is proud to share it with visitors. Train enthusiasts, for example, can learn about the city and state’s railroad history at the Maine Narrow Gauge Railroad Co. & Museum and even go for a ride.

RELATED: EXCITING Railroad Museums & Train Rides in Maine

Built in 1807, The Portland Observatory on Munjoy Hill is the only wooden signal tower still standing in North America, having survived Portland’s Great Fire of 1866. From the top of the observatory, you get breathtaking views of the city and surrounding landmarks.

If you’re interested in cryptids and legendary creatures, stop by the International Cryptozoology Museum , which features fascinating exhibits about the Abominable Snowman, Bigfoot, the Loch Ness Monster, and more. Discover historical accounts, artifacts, fossils, photos, and other intriguing items.

For those seeking some time in nature, the Portland Trails Network offers 80 miles of trails to explore, some of which run through the Old Port district and along Casco Bay. It’s a great way to experience the natural beauty of the area while getting some exercise.

Portland Restaurants

From lobster rolls to breweries , you’ll find tons of fresh, delicious food in Portland . Check out some of the popular spots during your visit:

  • Izakaya Minato

RELATED: Portland Maine Hotels, Motels, and Lodging

Wolfe's Neck Oceanfront Camping-Freeport

Freeport Maine is a charming town located along Casco Bay and is known as a shopping paradise. One of its most famous shops is the L.L. Bean flagship store , which has been in operation since 1912 and remains open 24 hours a day.

But, Freeport offers more than just shopping. The town is also home to beautiful scenery, such as Wolfe’s Neck State Park , which is located close to downtown and offers salt marsh walks, forested trails, and adventures along the rocky coastline across more than 230 acres.

TIP: Wolfe’s Neck State Park is especially stunning during the peak fall foliage season .

For a unique nature experience, head to the Desert of Maine , which spans 20 acres of sand dunes. Self-guided and guided tours are available, teaching you about how the dunes formed during the Ice Age. After walking the nature trails, grab a snack at the Oasis Cafe and a souvenir at the gift shop. It’s a must-visit destination for nature lovers.

Freeport Restaurants

At the many restaurants in Freeport , find everything from savory entrees to indulgent desserts:

  • Isabella’s Cafe & Bakery
  • Mainely Custard
  • Wicked Whoopies
  • Tuscan Brick Oven Bistro

RELATED: Freeport Maine Hotels, Motels, and Lodging

Androscoggin Swinging Bridge-Brunswick

Before embarking on your U.S. Route 1 road trip into Mid-Coast Maine, take some time to discover Brunswick . The Town Mall (not a conventional shopping mall) is a point of pride for the town and is split into the Lower Mall and Upper Mall . It has a walking path, monuments, gardens, picnic areas, farmers’ markets, and an event space.

Not far from downtown or Route 1, the Androscoggin Swinging Bridge is another must-see attraction. Built in 1892 and destroyed in a massive flood in 1936, the bridge was only renovated, restored, and reopened in 2006. Spanning 300 feet, the bridge has a slight give to it, adding to the excitement of crossing it.

While in Brunswick, check out Crystal Spring Farm , which hosts a Saturday Farmers’ Market and offers trails, the Tom Settlemire Community Garden, and the Labyrinth in the Woods. It’s a great place to connect with nature and enjoy some fresh local produce.

Brunswick Restaurants

Serving a range of international cuisines, Brunswick’s restaurants can satisfy every appetite:

  • Fielders Choice Homemade Ice Cream
  • Taverna Khione
  • Bombay Mahal
  • Richard’s Restaurant

RELATED: Bath and Brunswick Maine Hotels, Motels, and Lodging

Bath

Best U.S. 1 Destinations in Mid Coast Maine

Located on the Kennebec River, Bath Maine is a quaint town with locally owned eateries and shops. The city has a rich shipbuilding history and is known as the City of Ships.

Then, learn about Bath’s seafaring heritage and that of the state at the Maine Maritime Museum , which boasts over 20,000 artifacts, an 1851 American clipper ship on display, and a lobstering building and blacksmith shop.

Additionally, get an up-close look at Maine’s First Ship , a replica of the pinnace Virginia that was built in 1607 and was the first ship to sail to England. Volunteers at the Bath Freight Shed love to share its history.

Bath also offers tours of the town and its waters. Embark Maine Tours provides historic tours, while River Run Tours offers maritime history, evening/sunset, and island cruises. It’s a great way to explore the area and learn about its fascinating history.

Bath Restaurants

When you’re ready to stop for a bite to eat, we suggest eating at one of these Bath restaurants :

  • Byrnes Irish Pub
  • Southgate Family Restaurant
  • Winnegance Restaurant & Bakery
  • Witch Spring Hill Ice Cream

Five Islands Detour

If you have some extra time, it’s worth taking a detour south of Route 1 to visit Georgetown’s Five Islands. This charming neighborhood is widely considered to be the Prettiest Harbor in Maine , and for good reason.

One of the most popular activities is sailing Sheepscot Bay to see the five islands up close. It’s a great way to experience the natural beauty of the area while enjoying a relaxing boat ride.

And, no visit to Five Islands would be complete without grabbing a delicious lobster roll at the Five Islands Lobster Company . It’s a local favorite and a must-try for seafood lovers. Another awesome place to dine is BLUE Restaurant at Grey Havens Inn , which serves New England cuisine — think fresh-caught fish and the finest ingredients.

Damariscotta, Maine harbor Mid Coast Maine

Damariscotta

Damariscotta Maine has been a beloved stop along U.S. Route 1 for decades, thanks to its charming atmosphere and fresh Pemaquid oysters. Discover the Whaleback Shell Midden State Historic Site , which features a massive pile of oyster shells shaped like a whale. Some of the shells date back to when the Abenaki people lived in the area.

For even more oyster-themed fun, book a themed ride with Damariscotta River Cruises , such as the Oyster & Wine Tasting or the Oyster Farms & Seal Watching cruises. Each tour includes a narration of the history of oysters and dining from a raw oyster bar. It’s a unique and delicious way to experience the area’s rich oyster culture.

TIP: If you’re planning a Route 1 Maine road trip in October, plan to attend the Damariscotta Pumpkinfest & Regatta . This popular festival features giant pumpkins, pumpkin-themed activities, food stands, and street performers. It’s a fun and festive way to celebrate the fall season and experience the local culture.

Damariscotta Restaurants

If you don’t book a Damariscotta River Cruises tasting, you can still get local oysters at River House Maine . If you’re in the mood for something else, here are a few other places to stop:

  • Ann’s Book Bistro
  • Metcalf’s Submarine Sandwiches
  • Waltz Soda Fountain

RELATED: Damariscotta, New Harbor, and Pemaquid Point Maine Hotels, Inns, Motels, Resorts, and Lodging

Monhegan-Monhegan Island

Monhegan Island Detour

For a fun detour from U.S. 1 and Damariscotta in Mid-Coast Maine, consider taking a boat ride to Monhegan Island . Head south to New Harbor to catch a ride with Hardy Boat Cruises , or follow Route 1 to Thomaston before heading south to Port Clyde for a ride with the Monhegan Boat Line .

Once on Monhegan Island, explore Main Street art galleries and shops, the iconic Monhegan Lighthouse, 12 miles of dirt trails , beaches, and Monhegan Harbor in a kayak. It’s a great way to experience the natural beauty of the area while enjoying some outdoor activities and local culture.

There are some delicious eats while you’re on the island too, such as Monhegan Brewing Company , The Barnacle , and The Fish House . And if you decide to stay overnight, there are a few lodging options on Monhegan Island to choose from.

Andre the Harbor Seal-Rockport Maine

Rockland, Rockport, & Camden

As you continue north on U.S. 1 in Maine, you’ll come across the City of Rockland , the Town of Rockport , and the Town of Camden , each offering a variety of activities to keep you entertained.

In Rockland, check out the Maine Lighthouse Museum , walk the Rockland Harbor Trail , and snap a photo of the Rockland Breakwater Lighthouse . And don’t miss the Maine Lobster Festival , a five-day event held every summer from late July to early August to celebrate the area’s most famous seafood.

RELATED: Annual Festivals & Events in Maine You Should Explore This Year

Next up is Rockport where you can visit Marine Park’s Andre the Seal statue and the Rockport Lime Kilns . Adjacent to the park is the small, sandy Goodie’s Beach . The town is also home to Aldemere Farm , a cattle farm featuring Belted Galloway cows with their signature Oreo appearance.

In Camden, trek 20 multi-use trails at Camden Hills State Park , some of which lead to the peaks of Mount Battie and Mount Megunticook. For those who want to get out on the water, several Camden Maine cruises and schooner boat tours are available. It’s a great way to experience the stunning coastline and natural beauty of the area.

Area Restaurants

Across these two towns and one city, you have a wide selection of dining options. In Rockland, consider eating at the Home Kitchen Cafe , Liberator Brewing Company , or Primo Restaurant , as well as grabbing dessert at Bixby Chocolates or Dorman’s Dairy Dream .

Among the Rockport restaurants , 18 Central Oyster Bar & Grill is a top-rated locale. And for dining in Camden , head to any of these: Franny’s Bistro , Owl & Turtle Bookshop Cafe , and River Ducks Ice Cream .

RELATED: Rockland Maine Hotels , Rockport Maine Hotels , & Camden Maine Hotels

Vinalhaven Detour

If you find yourself in the Rockland-Rockport-Camden area, consider taking a detour to the charming island town of Vinalhaven.

As the biggest offshore island in Maine, Vinalhaven offers plenty of activities to enjoy, including hiking, boat tours, swimming, and lighthouse photo ops. Plus, you’ll find a variety of shops and restaurants, such as Greet’s Eats , Pizza Pit , and Good Things Coffee House .

To get to Vinalhaven, take the Maine State Ferry Service from the terminal in Rockland. It’s a great way to experience the unique island culture and natural beauty of the area.

Belfast Marina-Belfast

The next stop on this Route 1 Maine road trip is Belfast , a city that offers plenty of opportunities to enjoy the great outdoors. Two connecting trails allow you to walk through the city along the Passagassawakeag River.

The nearly 1-mile Belfast Harbor Walk starts at Belfast Park , a popular gathering place for special events, picnics, and low-tide walks. The cement path leads northwest along the wharf, passes shops and restaurants, and goes through the Front Street Shipyard. It ends at the Armistice Bridge, a footbridge that crosses the river and offers beautiful views of the harbor.

From there, continue walking north along the approximately 2-mile Belfast Rail Trail . The crushed-stone path leads to City Point, providing excellent views of the river along the way. In the winter, it’s an ideal trail for cross-country skiing and snowshoeing.

For an indoor activity in Belfast, consider taking a class at the Belfast Curling Club . It’s a fun way to try out this Olympic sport and enjoy some friendly competition.

Belfast Restaurants

From comfort food to exotic dishes, the restaurants in Belfast have everything that you’re looking for:

  • Laan Xang Cafe
  • Satori Belfast
  • The Only Doughnut
  • Wild Cow Creamery

RELATED: Belfast and Searsport Maine Hotels, Inns, Cottages and Lodging

Fort Knox and Penobscot Narrows Bridge & Observatory

Stockton Springs & Prospect

After exploring Belfast, the next stops on your Route 1 Maine road trip are Stockton Springs and Prospect before crossing the Penobscot River to Verona Island.

Just before you cross, be sure to visit the Fort Knox State Historic Site , one of the best-preserved examples of a mid-19th-century military fortification. This impressive fort is the largest in Maine, measuring 146 feet by 252 feet, and was built between 1844 and 1869.

After your fort tour, don’t miss the chance to ride to the top of the Penobscot Narrows Bridge & Observatory . This 2,100-foot cable-stayed bridge boasts a 42-story public observatory, the tallest of its kind in the world.

From the top, you’ll enjoy stunning 360-degree views of the fort below, Penobscot Bay , and beyond. It’s a unique and unforgettable experience that shouldn’t be missed.

There aren’t too many restaurants in the area, but The Club Marina and Bar and Just Barb’s are two places that have some great food.

Deer-Isle-Maine-Quoddy-Loop-Suspension-Bridge

Downeast Stops on a Route 1 Maine Road Trip

Stonington & Deer Isle Detour

As you continue westward on Route 1, we highly recommend taking a detour south of the highway to visit Deer Isle and Stonington. These charming island towns are the perfect first stops on your Downeast Maine road trip and offer plenty of activities to enjoy:

  • Hiking at Island Heritage Trust preserves
  • Visiting the Deer Isle-Stonington Historical Society exhibits
  • Hiking the Deer Isle Lighthouse Trail
  • Kayaking with Osprey’s Echo Sea Kayaking or Sea Kayak Stonington
  • Touring the exhibits at the Deer Isle Granite Museum
  • Getting interactive at the Discovery Wharf at the Maine Center for Coastal Fisheries

And when you get hungry, 44 North Coffee , Aragosta at Goose Cove , Burnt Cove Boil , Stonington Seafood , and Stonington Ice Cream Company are all top-notch dining options.

Ellsworth-Maine

Back on U.S. 1, you’ll reach Ellsworth Maine , a town that boasts some unique attractions. For example, The Telephone Museum is dedicated to showcasing the history of communication technology, offering the chance to see how telephones have evolved over time.

Another must-visit spot in Ellsworth is the Big Chicken Barn where you can peruse three floors of wares from over 50 vendors. With thousands of antiques, over 150,000 books, and more than 50,000 magazines sprawled across 21,600 square feet, there’s something for everyone to discover.

For those who want to get creative, Atlantic Art Glass is an open studio where you can create your own glass artwork. Even if you have no experience, a professional instructor will guide you through the process. It’s a fun and unique way to discover your artistic side.

Ellsworth Restaurants

No matter your diet or palate, these restaurants in Ellsworth will fill your belly:

  • Flexit Cafe & Bakery
  • Provender Kitchen & Bar
  • Union River Lobster Pot

RELATED: Ellsworth Maine Bed & Breakfasts, Inns, and Hotels

Mount Desert Island

Mount Desert Island Detour

Before continuing your journey on Route 1, take a detour south to Mount Desert Island for a plethora of outdoor adventures.

On the island’s west side, you get to enjoy spectacular views of the Bass Harbor Head Light Station at the entrance of Bass Harbor in the Town of Tremont. Additionally, the Seal Cove Auto Museum boasts a collection of cars made between 1895 and 1917 and is located near the Seal Cove Picnic Area.

In the middle of Mount Desert Island, learn about the island’s rich history at the Mount Desert Island Historical Society Museum . In Acadia National Park , drive the scenic Park Loop Road , hike Cadillac Mountain , listen to the waves at Thunder Hole , and take in stunning views at Otter Point Overlook.

On the east side of the island in Bar Harbor , tour the Abbe Museum to learn about the natives who once lived in the area and the Dorr Museum of Natural History to learn about Acadia’s founder.

Island Restaurants

With so many outdoor adventures and cultural experiences, Mount Desert Island is a must-visit destination on your Maine road trip. There are even several places to eat on the island — like Rose Eden Lobster , The Travelin’ Lobster , and Stadium Bar Harbor in Bar Harbor and the Harbor Table , Next Level Sports Lounge , and Salt Shop in Southwest Harbor .

RELATED: Bar Harbor Maine Hotels & Southwest Harbor and Bass Harbor Hotels

Machias Wild Blueberry Festival

Located about a one-hour drive east, Machias is a true hidden gem and one of the most charming towns in Downeast Maine. Thanks to its location, it offers a wide variety of activities and attractions to enjoy.

One of the top activities in Machias is kayaking the nearly 6-mile Orange River Water Trail where you can spot a range of wildlife, including beavers, birds, deer, and trout. The calm waters provide a serene and peaceful environment to enjoy the natural beauty of the area.

For those who love shopping, The French Cellar is a must-visit for fresh cheese, craft beer, and hundreds of wines. Additionally, the Crows Nest Shops offer a shopping center with baked goods, local arts and crafts, and unique gifts and souvenirs.

TIP: If you happen to visit Machias in August, attend the Machias Wild Blueberry Festival , a community celebration of Maine’s wild blueberries. This festival offers a chance to enjoy blueberry-themed food and entertainment , as well as browse the wares of over 200 craft merchants and artisans. It’s a fun and unique way to experience the local culture and celebrate one of Maine’s most famous crops.

Machias Restaurants

Since Machias is such a small town, there aren’t too many restaurants to choose from, but Pat’s Pizza offers dine-in seating and Riverside Take-Out offers amazing roadside seafood for picnics.

Lubec

Lubec & Eastport Detour

Although Route 1 doesn’t quite reach the easternmost point of Maine, you can take a detour to Lubec and Eastport to experience this unique area. While Lubec is the easternmost town in the state , Eastport is the easternmost city .

Both Lubec and Eastport offer fantastic opportunities for whale-watching tours. Additionally, explore several hiking trails in Lubec, including Quoddy Head State Park , Huckins Beach & Trail , Klondike Mountain , and Boot Head Trail .

In Eastport, follow a historic walking tour and traverse Shackford Head State Park . One of the highlights of the area is witnessing the Western Hemisphere’s biggest tidal whirlpool, the Old Sow Whirlpool .

RELATED: Best Maine State Parks (Our Favorite State Parks in Maine)

With so much natural beauty and unique attractions, Lubec and Eastport are must-visit destinations on your Maine road trip. And, here are a few dining options during your visit — Lubec Brewing Company and Tavern Restaurant at the Water Street Inn & B&B in Lubec and The Phoenix on Water Street in Eastport.

Calais, ME

Calais (“CAL-iss”), the first railroad town in Maine, is a city located next to the Canadian border and is full of history and culture.

Discover the Saint Croix Island International Historic Site , which commemorates the area where the first French colonists attempted to settle in 1604. Here, you can witness the extraordinary tides and observe the area’s birds, frogs, and seals.

The St. Croix Historical Society celebrates the history of the city and the St. Croix Valley, maintaining the Whitlock’s Mill Lighthouse and the Dr. Job Holmes Cottage & Museum.

For those who love walking, the Calais Waterfront Walkway is a 1.5-mile path along the St. Croix River, offering outstanding vistas of Canada on the opposite shore. It’s a great way to enjoy the area’s natural beauty and learn more about its rich history.

Calais Restaurants

When it’s time for a snack or a meal, Calais has several restaurants to whet your appetite. Here are a few recommendations:

  • Jo’s Diner & Pizzeria
  • Karen’s Diner and Korner Pub
  • Riverview Restaurant & Lounge
  • Sandwich Man

Houlton

Best Route 1 Stops Throughout Aroostook County

Houlton Maine , located farther north, marks the intersection of U.S. 1 with the northernmost end of I-95 and serves as the first stop in Aroostook County on this road trip itinerary. The Meduxnekeag River flows through the heart of the town, offering a picturesque scene at Houlton Riverfront Park, where the Gateway Crossing Bridge crosses the river.

Market Square serves as the downtown hub, spanning more than just one street. Explore monuments, go shopping, and dine until your heart’s content in this historic district. For a unique experience, catch a film at Temple Theater , which has been open since 1919.

To immerse yourself in nature, the Southern Bangor & Aroostook Trail offers a 40-mile hiking trail that connects Houlton to Presque Isle (the next stop on the itinerary). The trail is also open for biking, ATV riding, and snowmobiling, making it a versatile option for outdoor enthusiasts.

Houlton Restaurants

Check out these dining spots as you’re passing through Houlton:

  • ShireWood SmokeHouse Southern BBQ
  • Houlton Dairy Bar
  • The Vault Restaurant

Caribou Historical Center & Whittier Museum-Caribou

Presque Isle & Caribou

Presque Isle and Caribou Maine are the two largest cities in Aroostook County, offering a variety of historic attractions and recreational activities.

In Presque Isle, witness the beginning of the Maine Solar System , an incredible 3D scale model that spans nearly 100 miles along Route 1. It’s the second-largest model of its kind in the world. You’ll find the sun, Mercury, Venus, Earth, Mars, Jupiter, and the dwarf planet Ceres in Presque Isle.

The Presque Isle Air Museum commemorates the personnel who served at the Presque Isle Army Airfield and Air Force Base with a collection of artifacts, photographs, uniforms, and other memorabilia. Also, wander the nearly 800 acres of land with well-maintained trails for hiking, snowshoeing, and cross-country skiing at Aroostook State Park .

In Caribou, learn about the legends of the city at the Caribou Historical Center & Whittier Museum , featuring the former potato farmer who eventually went to California and developed Beverly Hills. For outdoor enthusiasts, the Caribou Country Club Trails and the ski paths at the Caribou High School Ski Center offer fantastic opportunities to see the area’s natural beauty.

While you’re visiting Presque Isle, some good dining options include Ferris BBQ , Riverside Inn Restaurant , and Teresa’s Corner Cafe & Bakery . Meanwhile, The Par & Grill , Rendezvous Restaurant , and Ruska Coffee are ideal dining options in Caribou.

Acadian Village-Van Buren

Continuing north on U.S. Route 1, the next stop on this Maine road trip is Van Buren, located on the Canadian border.

The main attraction in Van Buren is the Acadian Village , a collection of 17 relocated and recreated buildings on the St. John River that preserves the lives of Acadians who were banished from Canada and sought refuge here in the early 19th century.

While in Van Buren, enjoy outdoor activities such as hiking, biking, skiing, snowshoeing, and horseback riding or ATV riding on the Bangor & Aroostook Trail .

This remote, 61-mile path connects Van Buren to Stockholm, Caribou, Washburn, and Mapleton, taking you through deep woods and fields and along several streams. It’s a great way to experience the natural beauty of the area and get some exercise at the same time.

Van Buren Restaurants

There aren’t too many options for dining in Van Buren, but you can’t go wrong at either Big Daddy’s Pizza or Tasty Food . They both have delicious menus.

Madawaska Maine, the northernmost town on U.S. 1, is a Canadian border town with Acadian roots where you can experience the town’s unique culture and history.

At the Acadian Landing & Tante Blanche Museum , see the large cross erected where the first Acadians settled on the St. John River. The museum features historic artifacts and buildings, providing a glimpse into the area’s rich history.

For entertainment, catch a film at the Skylite Drive-In , which celebrated its 50-year anniversary in 2023. The drive-in offers amazing views while waiting for the sunset and the film to start, and the snack bar has all the movie treats you need, including popcorn, fried dough with powdered sugar, and fried clams.

Motorcycle enthusiasts will love Madawaska Four Corners Park , a long-distance motorcycle park that has been operating since 2008 and is one of four in the country. Complete the Titanium Butt Challenge by riding all of the Maine Four Corners Experience Tours. It’s a unique and exciting way to discover the area’s natural beauty and history.

TIP: To fully experience Acadian culture, plan your visit for August to attend the Madawaska Acadian Festival . This festival is a celebration of the area’s unique culture and offers the chance to enjoy delicious food, lively music, and traditional dancing. It’s an excellent opportunity to immerse oneself in the local culture and experience the vibrant spirit of the community.

Madawaska Restaurants

From Acadian dishes to classic American cuisine, check out these restaurants in Madawaska during your road trip visit:

  • Jeff’s Pizza & Subs
  • Madawaska Tastee Freez

America's First Mile-Fort Kent

Fort Kent marks the end of this Route 1 Maine road trip itinerary, so make sure to walk America’s first mile at the historical marker for the beginning of U.S. Route 1, which has been standing since 1926. Close to the river is a civic monument dedicated to the spot, adding to the area’s rich history.

Also, trek the 4 miles of the Fort Kent Riverside Trail System , which runs along the St. John River and includes playgrounds, parks, murals, and more.

To learn about the Bloodless War, head to the Fort Kent Blockhouse during the summer. Although the fort was never actually used for battle, it’s a fascinating piece of history. The Fort Kent Historical Society maintains several buildings, including an original Acadian log house from the 1830s, providing a glimpse into the area’s rich history.

During winter, enjoy Alpine skiing, snowshoeing, and snowboarding at Lonesome Pine Trails . Alternatively, plan your visit for the annual Can-Am Crown International Sled Dog Races to witness the beginning of the 250-mile race through Northern Maine from Fort Kent’s Main Street.

Fort Kent Restaurants

Make your last stop on this U.S. 1 road trip memorable by stopping at some of the best restaurants in Fort Kent:

  • Rock’s Family Diner
  • Sami’s Cuisine & Cocktails

Plan Your Itinerary Along a Route 1 Maine Road Trip

A Route 1 Maine road trip is a unique and exciting way to experience the natural beauty, rich history, and unique culture of Maine. From the southernmost town of Kittery to the northernmost town of Fort Kent, you get to explore charming towns, historic landmarks, and breathtaking scenery.

Along the way, enjoy outdoor activities like hiking, skiing, and snowshoeing, as well as cultural events like the Madawaska Acadian Festival. Whether you’re a history buff, nature lover, or foodie, a Route 1 Maine road trip has something for everyone.

So, pack your bags, hit the road, and get ready for an unforgettable adventure through one of America’s most beautiful regions!

Tiffany Betts is a staff writer and editor with more than 15 years of experience in the industry. In her free time, she loves spending time with her family and playing board and video games — often combining the two.

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New York City to Maine drive

New york city to maine road trip planner.

Here's a sample itinerary for a drive from New York City to Maine. If you're planning a road trip to Maine, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops . Camping along the way? Search for RV campgrounds . Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

10:00 am  start in New York City drive for about 2 hours

12:09 pm   Hartford stay for about 1 hour and leave at 1:09 pm drive for about 54 minutes

2:03 pm   Old Sturbridge Village (Massachusetts) stay for about 1 hour and leave at 3:03 pm drive for about 1 hour

4:18 pm   Nashua stay for about 1 hour and leave at 5:18 pm drive for about 1 hour

day 1 driving ≈ 5.5 hours find more stops

10:00 am  leave from Portsmouth (New Hampshire) drive for about 51 minutes

10:51 am   Portland (Maine) stay for about 1.5 hours and leave at 12:21 pm drive for about 1 hour

1:28 pm   Boothbay Harbor (Maine) stay for about 1 hour and leave at 2:28 pm drive for about 1.5 hours

3:56 pm   Waterville stay for about 1 hour and leave at 4:56 pm drive for about 1 hour

6:03 pm  arrive at Maine

day 2 driving ≈ 4.5 hours find more stops

Where should I stop along the way?

Hartford   (15 answers)     The Mark Twain House & Museum   (4 mentions)     Wadsworth Atheneum Museum of Art   (2 mentions)     questions about Hartford:         What is your favorite restaurant in Hartford? Old Sturbridge Village (Massachusetts)   (4 mentions) Nashua   (7 answers)     Mine Falls Park   (2 mentions)     questions about Nashua:         Best free things to do in Nashua? Portsmouth (New Hampshire)   (21 answers) Portland (Maine)   (70 answers)     Portland Head Light   (2 mentions)     restaurants around Portland (Maine):         Duckfat         Standard Baking Co         Bao Bao Dumpling House         Fore Street         Eventide Oyster Co.     questions about Portland (Maine):         Good restaurants in Portland         Best places to eat in Portland, ME         Things to do and good restaurants in Portland, ME         Best Breakfast spots in Portland, Maine? Boothbay Harbor (Maine)   (6 answers) Waterville

What are some things to do in Maine?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Maine. Click on any question to see answers from the community!

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The Perfect Coastal Maine Road Trip

Laura Itzkowitz is a freelance writer and editor based in Rome. She has been contributing to Travel + Leisure since 2014, when she started as a fact checker before becoming a contributing digital editor in 2015 and going freelance in 2016. She has also held positions as a contributing editor at The Points Guy and the NYC cities editor at DuJour Magazine. In addition to Travel + Leisure , her writing has appeared in Architectural Digest , Surface Magazine , Brooklyn Magazine , T Magazine , The Wall Street Journal , Vogue, GQ, Departures, Afar, Fodor's, Town & Country , Condé Nast Traveler , Robb Report , Hemispheres, and others. When she's not jetsetting around Italy and beyond, she can be found in Rome, enjoying some cacio e pepe or relaxing at home with her husband and two dogs. Originally from the Boston area, Laura moved to New York City in 2011 to pursue a master's degree in creative writing and translation at Columbia University. She also holds a bachelor's degree in French from Smith College. * 10+ years of experience writing and editing * Co-wrote "New York: Hidden Bars & Restaurants," an award-winning guide to New York City's speakeasy scene published by Jonglez Editions in 2015 * Contributed to "Fodor's Brooklyn," published by Penguin Random House in 2015, which won silver in the Lowell Thomas Travel Journalism competition * Contributed an essay to "Epic Hikes of Europe," published by Lonely Planet in 2021 * Updated the 2022 edition of "Fodor's Essential Italy"

new york to maine road trip itinerary

Lobster shacks , waves crashing against rocky outcroppings, pine trees, and rugged bluffs— Maine is New England’s crowning gem. And with winding roads overlooking the Atlantic, secluded lighthouses, and charming cities up and down the coast, it's a gem best experienced by car.Here now, the best places to eat, drink, shop, and sightsee between Portland and Bar Harbor.

2 p.m.: Shopping in Portland’s Old Port District

At just over an hour-long flight from New York City or a two-hour drive from Boston, Maine ’s largest metropolis is a great place to start. Take a leisurely walk around the harbor and Old Port, where historic brick buildings house restaurants, bars, and shops. Start by the harbor on Commercial Street and work your way up Exchange Street, which is lined with boutiques selling everything from clothes and jewelry to locally crafted pottery and fudge.

7 p.m.: Dinner at Eventide Oyster Co., Portland

Come for bivalves on the half shell, and stay for Korean-style fried oyster buns. These guys take their shellfish seriously, but not too seriously to play with the conventions of Maine’s regional cuisine. Last year we named Eventide one of America’s best oyster bars and it’s still worth a visit.

9 p.m.: Check in to the Press Hotel, Portland

Spend the night at the quirky new Press Hotel , an Autograph Collection Hotel, which opened in May in the Old Port. Design firm Stonehill & Taylor took inspiration from the building’s heritage as the former home of the Portland Press Herald . You’ll find playful journalism motifs peppered throughout, from the lobby installation made of antique typewriters to the custom wallpaper printed with headlines chosen by the newspaper’s editors. Each of the 110 rooms channels a 1920s writer’s office. Sitting at the vintage-inspired desk, you might feel compelled to send a postcard home.

9 a.m.: Breakfast at the Standard Baking Company, Portland

In the morning, head toward the harbor for pastries at Portland’s must-visit artisanal bakery , which has been using locally grown, organic ingredients in their excellent baked goods for the past twenty years. The croissants, brioche, and morning buns are equally delicious. Grab some sweets to save for later—their financiers and chocolate chip cookies are the best around.

10 a.m.: Portland Head Lighthouse, Cape Elizabeth

Take a slight detour to see the historic lighthouse on Cape Elizabeth, about 20 minutes south of downtown Portland. Abutting flowering fields above a rocky coastline, this classic landmark is Maine’s oldest lighthouse. George Washington commissioned it and the Marquis de Lafayette dedicated it in 1791. The Victorian Keeper’s house now serves as a museum displaying lenses and interactive exhibits.

12:30 p.m.: Archer’s on the Pier, Rockland

Depart Portland and start making your way north to Rockland. After the two-hour drive, you’ll probably be hungry. Snag a waterfront table at Archer’s on the Pier , where you can watch the boats sail by. You can’t go wrong with a classic lobster roll served with hand-cut fries and coleslaw, though chef and owner Lynn Archer is best known for her King of Clubs sandwich made with lobster, bacon, lettuce, and tomato, which won the prize in Bobby Flay’s Throwdown.

2 p.m.: Farnsworth Art Museum, Rockland

Dedicated to showcasing Maine’s role in American art, the must-see Farnsworth Art Museum comprises a modern building, the Wyeth Center, the historic Farnsworth Homestead, the Olson House, and a gallery for young artists. The main building features paintings by Andrew Wyeth, George Bellows, Milton Avery, and Alex Katz, as well as sculptures by Robert Indiana. A whole room of canvases depicting ships at sea and other coastal imagery pays homage to the region and the ways it has inspired artists for centuries. Peruse the galleries in the former church up the street to see works by three generations of Wyeth painters. If you have time, take a tour of the Farnsworth Homestead, which sheds light on its 19th-century inhabitant, Lucy Farnsworth, the museum’s original benefactor.

6 p.m.: Downeast Windjammer Sunset Cruise, Bar Harbor

Drive along scenic route 1 overlooking Penobscot Bay as you continue north toward Bar Harbor. You might be tempted to stop in the boutiques that line the main streets of this seaside city, but make sure to arrive at the pier in time to board the Downeast windjammer ’s sunset cruise. You might be asked to help raise the sails on the four-mast vessel, then enjoy a relaxing ride around picturesque Frenchman’s Bay, which is dotted by forested islands. Bring your own wine or beer and a warm jacket—even in summer, it gets chilly on the water.

8:00 p.m.: Jordan Pond House, Mount Desert Island

Once you’re back on dry land, head into Acadia National Park for dinner at the Jordan Pond House. The only restaurant within the park, this place is renowned for its popovers, which go very well with the lobster stew. Dinner is served inside, but if you’d like to dine outside on the lawn with a view of Jordan Pond and its distinctively sloped hills, come back for lunch or afternoon tea.

9:30 p.m.: Mount Desert Island Ice Cream, Bar Harbor

If you have room for desert—and you definitely should—head back into Bar Harbor for a cone at this creative creamery. Blueberry ice cream may be common in these parts, but Mount Desert Island Ice Cream churns one-of-a-kind flavors you won’t find anywhere else. For something subtle and refreshing, try the basil ice cream, which pairs well with a scoop of fig.

10 p.m.: Asticou Inn, Northeast Harbor

Spend the night at the cozy Asticou Inn on Mount Desert Island. This historic property dates back to 1883 and served as a home away from home for the early 20th-century affluent set that summered in Bar Harbor. The inn’s 48 rooms feature classic décor like floral wallpaper and dainty white curtains and come equipped with free WiFi. In the morning, you can go for a swim in the heated pool or play tennis and enjoy a leisurely brunch of lobster eggs benedict on the terrace.

10 a.m.: Acadia National Park, Mount Desert Island

You could spend days exploring Maine’s only national park , which comprises 35,000 acres of trails, pine-studded mountains with scenic overlooks, and beaches on Mount Desert Island. As soon as you enter this vast, gorgeous landscape, you’ll understand why prominent Americans like John D. Rockefeller Jr. and Brooke Astor vacationed here throughout the 20th century. (Rockefeller built the carriage roads that traverse the park.) Climb (or drive) to the summit of Cadillac Mountain for panoramic views of Frenchman’s Bay. Hike around Jordan Pond and the Bubbles, where the trail leads you along a wooded path and rocky outcroppings on the pond’s perimeter. Don’t miss Sand Beach, Thunder Hole, where waves crash violently against the rocks, and of course, the Bass Harbor Head lighthouse.

4 p.m.: Atlantic Brewing Co., Bar Harbor

Make your way to the northern point of Mount Desert Island for a free tour and tasting at the Atlantic Brewing Company . Set on a ten-acre farm, this excellent craft brewery focuses exclusively on ales. Learn about the brewing process as you stand among the vats of beer, then taste a flight of their classic and seasonal brews, which run the gamut from light and crisp to rich and dark. The blueberry ale has subtle notes of the ubiquitous berry, but the true standouts are the Bar Harbor Real Ale and the Cole Porter.

6 p.m.: Union River Lobster Pot, Ellsworth

Keep heading north for dinner at this no-frills seafood restaurant in nearby Ellsworth. Don’t expect anything fancy, just classic Maine dishes prepared exactly right. Lobsters are boiled in saltwater and served with drawn butter, French fries, coleslaw, and homemade bread. The fisherman’s platter arrives with a generous portion of fried scallops, clams, shrimp, and fish. Wash it down with Atlantic Brewing Company ale and finish with a slice of blueberry pie.

then KRYSTAL says

New York to Maine the Perfect Dog Friendly 5 Day Road Trip Itinerary

woman on bridge of lighthouse

I’ve been wanting to take a road trip from New York to Maine ever since I moved to the east coast. It’s popular as a perfect summer destination to escape the brutal heat of the city. This summer I finally did a five day road trip from New York to Maine with my boyfriend and our dog. I was truly blown away by the mild weather and beautiful surroundings.

Being home to stunning coasts, charming light houses and some of the best seafood in the world, Maine really does deliver. When my boyfriend and I started planning our road trip we decided we really wanted to take our dog Chewy with us. We had no idea how pet friendly everywhere we went was going to be.

My road trip did have to focus on dog friendly activities and accommodations. But I would still recommend everything I did for anyone not traveling with their dog. Read on for the best towns to stop at and some of my favorite light houses.

Having the perfect road trip always requires a bit of flexibility. Take what I learned during my road trip from New York to Maine and plan your own perfect summer getaway.

More on Maine:

Click here for my list of favorite restaurants to stop at right near the coast. The post is full of fresh lobster spots, roadside eats and hidden coffee gems! Every place on the list is also pet friendly!

woman and dog pose in front of Maine light house

Planning for your road trip

Looking for the perfect route for a road trip is always the first step. I am the biggest fan of taking the long way. I flew past New York and through 11 countries before finally making my move to the big apple stick. It was there that I learned that the long way is the best way. Taking time to appreciate a small coastal highway and finding a road side lobster stand or cute coffee shop to refuel at is what road trips are all about.

My first instinct when traveling is to go go go. Get up early, be the first person there, and try like hell to squeeze everything in. This is something I had to fight drastically while in Maine. There is nothing that will kill a road trip faster that rushing through it. So I recommend taking it easy on the first day without too much pressure of a timeline.

woman posing in front of Maine light house

Day 1: Going Through Providence and Boston to get from New York to Maine

On day one, we set Providence, RI as our first destination from New York City. This long road trip seemed like the perfect opportunity to stop through some Northeastern towns that I had never had an opportunity to see. Providence seemed like a good place to stretch our legs and get something to eat.

We left New York City around 11 am and were in Providence a few hours later, just in time for lunch. From there we went a little out of our way to drive through Boston. Boston is one of my favorite cities in the country and I will use any excuse to see it. My boyfriend Ryan has never actually been and it was a great tease for a trip we are planning later this year.

downtown Salem, Massachusetts

Stop in Salem

An unexpectedly awesome pit stop on our way from New York to Maine was Salem, Massachusetts. I have to admit that when I was younger I was completely obsessed with the idea of being a witch.Growing up I watched shows like Sabrina and Charmed and movies like The Craft and Practical Magic and I so badly wanted to be like those girls.

The 12 year old inside of me couldn’t pass up the opportunity to stop in Salem.

We parked right near the Witch House (which was unfortunately closed by the time we got there) and explored the very small downtown. If I could go back in time I would have skipped driving through Boston and tried to make before 5pm to tour the Witch House. That’s what you get for being spontaneous though.

I have researched Salem around October and it truly comes alive for tourism around Halloween season. But even in the dead of summer, Salem knows how to optimize on its history of witchcraft. There are a bunch of shops and restaurants catering to a little hocus pocus.

exterior of the witch house in salem

Booking a last minute hotel on day one.

When we started our road trip from New York to Maine, we decided to be flexible on where we ended our first night. I know that city traffic can be unreliable and that we wanted to take our time on the road so we didn’t know where we would end up. If you’re like me this may make you a little anxious. I encourage you to try and go with the flow anyway and see what happens.

Leaving Salem, we set our GPS to Portsmouth, NH, a little town right outside the border to Maine. At this point, I recommend taking the most direct route to Portsmouth. If you’re not too tired, keep driving straight through to Old Orchard Beach. It’s only a few hours north of Salem.

We found out on the road that pet friendly accommodations get pretty booked solid. Keep that in mind if you’re traveling with your dog. We ended up at a little pet friendly roadside Ramada Inn for the night not far from Old Orchard Beach. Of course if you’re not traveling with a pet, accommodations will be easier to find.

All Ramada Inn’s are pet friendly though and the hotel was perfect for a good night sleep and a shower. We stayed right off the highway in Saco. We got a couple bottles of wine and had a pizza delivered to our hotel room. I couldn’t have asked for a better first night on the road.

pizza box and wine in hotel room

Day Two: Start in Old Orchard Beach

One of the only truly beach towns I encountered on our road trip from New York to Maine was Old Orchard Beach. This is a great spot to kick off day two of your road trip. It is like a teeny tiny Coney Island but with better weather and a nicer beach.

Get up as early as you can on day two and explore this beach town for a couple hours. Keep in mind if you are traveling with a pet that the beach is only dog friendly outside the hours of 10 am and 5 pm.

The pier doesn’t open until 11 am but there were plenty of shops and restaurants open on Old Orchard Street. During July and August, the theme park rides open at 11 am on weekends and noon during the week. Make sure to grab breakfast and some coffee at Green Mountain before you get back on the road.

ocean and pier at old orchard beach in maine

Exploring Portland’s Head Light House

There is no shortage of Light Houses to explore on the east coast and Maine has some of the best. From Old Orchard Beach, you’ll want to head towards the Portland Head Light house in Cape Elizabeth. This is one of the most popular light houses in Maine.

I would give yourself at least an hour or two to explore the area around this beautiful attraction. There are picnic tables set up and food vendors if you want lunch with a view. We we were holding out for lobster in Portland though so we just wandered the grounds.

The only thing you have to pay for here is parking which is $7/hr with a 2 hour minimum. There is an adorable little gift shop to check out as well. And yes you can bring your dog here too as long as they are leashed at all times. Who knew Maine was SO dog friendly? Maybe everybody did but me.

portland head light in maine

Day Two Continued: Portland, Maine

You’re not far from downtown Portland once you leave here. Stop through for lunch and maybe even a trolly ride if you’re not traveling with your dog. I often travel to towns that I just automatically know I could live in and Portland is one of those towns.

In hindsight Portland would have been a great place to stop if I could have added another day to the trip. Something to keep in mind if your time is flexible. I am definitely planning to come back and spend more time in Portland.

port in downtown portland, maine

Marshall Point Lighthouse

The Marshall Point Lighthouse was my favorite stop on our road trip from New York to Maine. You definitely have to go out of your way to get here but boy is it worth it. Yes it’s small and it’s located in an extremely secluded area in Port Clyde. But please don’t let that convince you to skip it.

Why did I love this lighthouse so much? It may have been because it is also dog friendly. Or maybe it’s because the weather was so perfect, or there was nobody there. (We arrived around 4pm.) Perhaps it was because the narrow bridge leading up to the lighthouse with the perfect Maine coast draped behind it is one of the most breathtakingly beautiful things I have ever seen. It’s probably all of the above.

Whatever you do, please please please do not skip this lighthouse.

couple with dog in front of light house

Rockland, Maine: The lobster capital of the world.

Of course when I think of a road trip in Maine I think of fresh and delicious seafood. I have been a vegetarian for a little less than a year. It only seems to be a challenge though when I’m in a new city and want to experience it fully. Food is such a big part of a destination.

So I recently decided that I would allow myself to indulge in the local cuisine whenever I’m traveling. For these five days, I allowed myself to overload on fresh fish. There are endless places to stop along the road to have insanely fresh and delicious seafood.

Everyone knows that Maine is known for its lobster. So of course your road trip isn’t complete without a stop in Rockland, the lobster capital of the world. I forbid you to leave the state without trying a lobster roll in Rockland.

At this point in the road trip, I recommend staying on the the US Coastal Route 1 as much as possible. It lead us through some really cute coastal towns like Camden, Bath and a bunch of others that I can’t wait to explore on our next trip. Just making it through the towns and weaving in and out of the coast made for a very scenic route on our second day.

port in Rockland, Maine

Ending Day Two: Where to Stay Near Acadia National Park

I knew when we started planning our trip that I wanted to go as far north as Bar Harbor. I also wanted to stay somewhere for a few nights that was secluded and scenic. We ended up booking a two night stay at the Lookout B&B in Brooklin, Maine , about an hour outside of Bar Harbor and Acadia National Park.

The property is nestled within the peninsula, right on the coast and offers an extreme decompression from New York City life. We rented out the property’s one bedroom Owenta Cabin in the middle of our trip. This B&B is great for anyone who really wants to have a quiet and relaxing stay, free of any distractions.

b&b on the coast of Maine

The cabin has no TV and A/C, which was a little terrifying at first but ended up being a blessing. The weather in Maine is pretty perfect but if it were any hotter I would have wanted a fan. The main house has WIFI but it does not reach to the cabin so it really does give you the opportunity to unplug.

The restaurant in the main house has incredible reviews. Unfortunately we arrived too late on our Sunday night stay to have dinner there and it’s closed on Mondays so we weren’t able to try it out. We did make use of the BBQ and fully equipped kitchen in our cabin and made dinner on our last night.

I would recommend this cabin for anyone willing to really be “away from it all.” The views are stunning and the atmosphere is peaceful. It’s a good location to get to and from Bar Harbor easily.

exterior of cabin

Day Three: Bar Harbor and Acadia National Park

Bar Harbor was by far the cutest place we visited on our trip. It’s a very small town right next to Acadia National Park that serves as a good place to kick off a day of hiking in the park. There are plenty of things to do in this little port town including boat rides and plenty of seafood to indulge in.

Our B&B was about an hour drive to Bar Harbor, which is further away than I would normally like to stay. But I didn’t feel like I was missing out on anything by not spending the night closer to the city. I’ll probably go back and spend a few days in Bar Harbor to see what the nightlife is like. Or even just to walk by the water at sunset.

ship at port in bar harbor, maine

Acadia National Park

I wish I were more outdoorsy because I love being in nature. But I have an irrational fear of anything that crawls, or flies, or slithers. I still try to enjoy national parks whenever I get the opportunity though. Even if you’ll probably never find me on a week long trek in the mountains.

Acadia National Park offers something for whatever your outdoor style is. If you don’t want to deal with parking they have roads that loop through the park with lookout points. But I recommend getting a parking pass ($30 for 7 days) and exploring a few of the trails.

Cadillac mountain is a great place to start your day as it is the highest point on the Eastern coast. We parked at the summit of this mountain and spent some time on the South Ridge trail. The trail ended up being a little too steep for our 12 year old dog so we didn’t make it all the way down. Who can carry a 65 pound pit bull up a mountain?

Whatever your taste is, there’s countless to explore at Acadia National Park and of course all the trails are dog friendly.

woman and dog on mountain

Day Four: Relaxing at the Colony Hotel in Kennebunkport

My real “vacation” started the second I was handed a glass of sparkling rose at the front desk of the Colony Hotel in Kennebunkport . This hotel is pure paradise right on the coast with exceptional service and gorgeous surroundings.

The fact that a hotel this nice is also pet friendly was completely shocking to me, but I won’t question it. I spent the better part of my last full day on vacation at the pool with a practically bottomless glass of rose. We didn’t even leave the hotel or go back to the room for dinner. We just moved right from our lawn chair to the pet friendly restaurant patio.

The hotel sits right above a private beach and includes a small putting course and a pool with bar service and padded lounge chairs. The pool area is dog friendly however dogs are not allowed in the actual pool. I think the only person who enjoyed this hotel more than me was Chewy.

new york to maine road trip itinerary

Day Five: Head back home to New York City

The drive back home from Kennebunkport was just under five hours. That left time to take advantage of the Colony Hotel’s complimentary breakfast. It also left some time to lay by the pool and walk the private beach one last time before heading back to the city.

I spent day five mostly driving back to New York to beat the impending downpour heading for the northeast. I also wanted to get the rental car back to LaGuardia before rush hour. If you’re not in a hurry to get back to the city though there is opportunity to explore even more of Kennebunkport if you desire.

I look forward to spending more time in Kennebunkport next summer and actually exploring the town. But for the ending of this trip, I couldn’t be bothered to leave my little slice of paradise at the Colony Hotel.

breakfast at garden table

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3 thoughts on “ New York to Maine the Perfect Dog Friendly 5 Day Road Trip Itinerary ”

I must say that this post is exactly what I was looking for. Let me explain. I’m looking to do a road trip from NYC to Maine with my wife, daughter, and dog Kirby starting next week. It will be about 7 days and we are looking to just go with the flow. We have been to Boston and Salem MA but it will be our first time driving further up North for us. Love all of your stops and accommodation suggestions. I have saved your Pinterest pin for assistance as I plan out our road trip. Thanks so much for your help!

Excellent trip report! I am heading to Maine on Wednesday and came across your blog just in time – so happy to have found it you have great tips! Thanks!

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Where Are Those Morgans

New England Fall Road Trip Itinerary: 10 Stunning Stops

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by Mark and Kristen Morgan

Published: August 23, 2021

New England Fall Foliage Road Trip Itinerary Stunning Peak Colors Forest in Vermont and New Hampshire Golden Yellow Leaves and Orange Leaves on the Ground Road Running Through Forest

There are many places in the world you can see leaves turn in Autumn, but they pale in comparison to one famed and celebrated region in the US northeast where science, nature and climate combine to put on an extraordinary light show each year. We are of course talking about fabled New England and we’re going to show you 10 places you can’t miss when planning your New England fall foliage road trip, with 5 day itinerary, 7 day itinerary and 10 day itinerary examples included to help you nail down the best possible route for your trip.

We will use our first hand experiences from road tripping New England in fall to bring you tips, advice and unmissable stops to take on your visit. This is one of those true bucket list USA road trip experiences in which it pays to be organized, plan effectively and make the most of every day.

So, let’s get stuck into those 10 unmissable stops and planning your perfect New England fall foliage road trip itinerary!

The Science Behind Fall Colors

What do we know about the changing of colors to give ourselves the best chance of being in the right place at the right time?

Well, we know that fall colors peak furthest north and work southward through the latitudes. So for example, the Blue Ridge Parkway in Virginia and North Carolina is gorgeous in fall, but the colors won’t change there until much later in the season.

Also, we know elevation plays an important role in when peak colors will be on display. Colors will change first in mountainous regions of Maine, New Hampshire and Vermont before they do at lower elevations.

But the most important aspects are weather conditions leading into Autumn, and amount of daylight. It all starts way back in Spring! A late Spring or intense Summer drought can potentially delay peak fall colors by a week or two.

Conditions Affecting Predictions For Peak Fall Colors

In addition to elevation, latitude and weather conditions before fall, there are more specific conditions that can affect peak fall once we actually reach Autumn:

  • Soil moisture levels
  • Amount of sunlight during the day
  • Length of night
  • Day and night temperature (important)

So what would constitute as perfect conditions for the best chance at ‘peak’ fall colors being their most radiant and predictable?

  • Wet and warm Spring conditions
  • Summer without drought or unusually high / low temperatures
  • Warm Autumn days and cool but not freezing nights

And what causes the colors to change once conditions are right?

Sunlight pumps leaves full of chlorophyll during Spring and Summer. Once daylight wanes in Autumn, so does the amount of chlorophyll.

That leaves room for other pigments in the leaves, such as anthocyanin and carotenoids to shine.

Why Focus On VT, NH, ME and Even NY

The region of New England technically contains 6 states; Connecticut, Rhode Island, Massachusetts, Maine, New Hampshire and Vermont. In fall, this entire region transforms into an adventure playground for leaf-peeping lovers and passionate photographers.

However, there are three New England states among the six that we feel just have to be prioritized for the very best scenery and most radiant colors; New Hampshire, Maine and in particular Vermont.

But we’re also going to throw a curve ball by including a region not technically part of New England (gasp!) … New York’s Adirondack Mountains are a stone’s throw from the border with Vermont and the colors are just as special.

We want you to see the best places in New England when you take your fall road trip, but we would prefer you to see the best colors. That means skipping the likes of Boston, Portland and Providence on this particular visit to the northeast.

They’re all awesome places and we visited them all on our New England road trip in fall. But they don’t have the colors of rural Vermont and New Hampshire, plus we had days to spare.

Here’s why you should focus on the northern parts of New England for a fall foliage road trip:

Vermont’s rolling hills are overflowing with charming rural towns, barns and covered bridges. But the state is 80% covered in forest and that can only mean one thing; spectacular fall foliage everywhere you look.

Further Reading: The best places to visit in Vermont

New Hampshire

New Hampshire mixes excellent hiking options in stunning mountainous areas with staggeringly beautiful fall foliage colors.

It also has one of the best mini road trip routes in New England during fall – the Kancamagus Highway.

Maine is huge. It is much bigger than the other New England states and that means it’s hard to fit most of the northern parts in to your road trip. Unless you have more than 2 weeks of course.

However, Acadia National Park is one of the very best places you can visit in all of New England in fall so if you have the spare time, it’s hard to skip.

New York’s Adirondack Mountains, including Winter olympic town Lake Placid and its surroundings are beautiful in Autumn. The popular mountainous region is incredibly popular thanks to a host of activities and of course glorious foliage colors.

When Should You Plan Your New England Road Trip For Peak Fall Colors?

It is impossible to plan the perfect ‘peak’ fall road trip itinerary in New England. You would need to be in many places at the same time for that to be possible. We’re not quite there, yet!

Historically, the last 2 weeks of September and the first 2 weeks of October are when the colors change. So that would put October 1st in the middle of that and therefore a ‘peak’ fall foliage target.

Science tells us that colors change in the North and at elevation first, eventually working South and to lower levels.

We’ll get into example itineraries below, but here are some rough dates to use for each itinerary time frame working North to South:

  • 5 Day New England Fall Road Trip – We would suggest aiming for September 29 through October 3.
  • 7 Day New England Fall Road Trip – Add a day either side, so September 28 through October 4.
  • 10 Day New England Fall Road Trip – Add a day before and two after, so September 27 through October 6.
  • 14 Day New England Fall Road Trip – Add a day before and three after, so September 26 through October 9.

Should You Book Your Trip In Advance?

Here are two scenarios:

  • You don’t book in advance and keep an eye on live fall foliage updates to guarantee hitting peak fall. This also means you have flexibility on bad weather days. However, there are very limited hotels available and those that do have rooms will be more expensive.
  • You plan and book your whole trip in advance, getting good value in hotels and can relax. But there’s a chance you won’t time it just right and you will have to deal with whatever weather comes your way.

We can’t offer a ‘better’ solution here because both have pros and cons.

Our trip was mainly booked in advance which meant we spent less but we had to put up with a lot of disappointing rain days, as you will see in the photos below!

Need a hand planning your New England fall road trip? Our popular 40+ page New England Fall Road Trip Guidebook includes the 10 best places to visit, 8 example itineraries ranging from 5-14 days and an extensive interactive map to help you plan a successful leaf-peeping vacation.

Top Tips For Planning Your New England Fall Road Trip Itinerary

Finally, before we jump into the 10 unmissable stops and the New England fall road trip itineraries, let’s have a quick look at some important tips to consider when planning your vacation:

  • New England is insanely popular in fall.
  • Booking accommodation in advance will save you a lot of money.
  • Carefully plan where you want to spend each night based around hikes and photography.
  • Start in the North and work South through New England.
  • Expect frequent rain and clouds in fall and accept that there’s nothing you can do about it!
  • Always carry loads of water and snacks in the car.
  • Try to find elevated vantage points as often as possible.
  • Some of the best and most unique fall photos are along rural country roads.
  • You need multiple spare batteries for your camera!
  • You can use a drone in many parts of New England for aerial photography.
  • Don’t worry if you miss ‘peak’ colors.

Our popular road trip resources:

  • Road trip packing list essentials
  • How to plan the perfect road trip

10 Places You Can’t Miss On The Best New England Fall Road Trip

Let’s take a closer look at the 10 stops we think are unmissable on a first New England trip to see the fall colors.

1. Lake Placid, New York

Lake Placid New York is one of the best places to stop on a fall new england road trip mirror lake stunning colors and clouds

Lake Placid of 1980 Winter Olympics ‘Miracle on Ice’ fame is located at the heart of New York’s revered Adirondack Mountains. It is the perfect base for adventure activities throughout all four seasons, from hiking in Summer to skiing in Winter.

The charming town of Lake Placid is an incredibly popular centralized location for leaf peeping in the Adirondacks. As a result, hotels here are in high demand and not cheap from the end of September until mid October. We know from experience when our bank balance took a mighty hit!

Walk around Mirror Lake in town for the easiest way to soak up gorgeous fall colors. If you have time and enjoy challenging hikes, you can’t miss Mount Marcy. It isn’t the prettiest trail but it is the tallest peak in New York.

View over Lake Placid NY from Whiteface Mountain with clouds in sky

Things To Do In Lake Placid, NY

  • Take a relaxing walk around serene Mirror Lake.
  • Visit the Olympic ski jumping complex.
  • Photograph John Brown barn.
  • Drive to the summit of Whiteface Mountain.
  • Take the Cloud Splitter cable car to Little Whiteface.
  • Walk through picturesque High Falls Gorge.
  • Hike Mount Marcy, the tallest peak in New York.

Where To See Fall Foliage In Lake Placid, NY

  • Mirror Lake in town is gorgeous, walk through residential areas surrounded by colorful trees.
  • John Brown barn is a hidden gem for fall colors.
  • The top of the ski jump provides sweeping views over the Adirondacks.
  • Mount Marcy summit is the highest point in the entire region, providing the best views over rolling hills.
  • Whiteface Mountain and Little Whiteface offer more stunning views of fall foliage.

Read our Lake Placid guides for more information:

  • 10 best things to do in Lake Placid NY
  • Mount Marcy complete hiking walkthrough
  • 8 best hotels in Lake Placid NY

2. Burlington, Vermont

Burlington VT stunning fall foliage colors from Ethan Allen Tower perfect road trip stop in new england

Burlington in Vermont might not be the first place you think of for a New England fall foliage road trip destination. However, it is one of the easiest places outside of Boston to fly into the region if you are visiting from further afield.

The small town also happens to be filled with beautiful and radiant foliage colors at every turn. From lakeside bike paths to park towers with stunning views, Burlington is the perfect stop off between Lake Placid and the more famous foliage destination of Stowe.

Hotels in downtown Burlington can be limited and expensive in Autumn, so if you are visiting New England on a budget, try looking for hotels in surrounding villages and towns.

Ethan Allen Homestead Burlington VT gorgeous colors barn and trees

Things To Do In Burlington, VT

  • Eat, drink and soak up the atmosphere along Church Street.
  • Walk through Waterfront Park alongside Lake Champlain.
  • Cycle the Burlington bike path to Grand Isle.
  • Explore Ethan Allen Homestead and Museum.
  • Stand on top of Ethan Allen Tower for amazing views.
  • Taste chocolate at Lake Champlain Chocolates flagship store.

Where To See Fall Foliage In Burlington, VT

  • Anywhere along the Lake Champlain waterfront where there are trees.
  • Ethan Allen Park and the top of the tower in particular have the best fall foliage views in Burlington.
  • Ethan Allen homestead and museum are surrounded by beautifully colorful trees.

Read more about Burlington:

  • 10 best things to do in Burlington VT
  • 8 best hotels in Burlington VT

3. Stowe, Vermont

Stowe in Vermont smugglers notch amazing drone photograph on a new england fall road trip itinerary curving into hills

Stowe is one of the unmissable fall foliage classics on any New England road trip. The white church in town is one of the most photographed churches in the US and almost all of those photographs are taken in fall.

The town is quaint and attractive but be sure to spend the majority of your time up in Stowe Mountain Resort. This is where you will find hikes, Mt Mansfeld, waterfalls and Smugglers Notch.

Colors will change first up in the higher elevations. So, if you’re a little early, head up to the resort. On the other hand, if you’re a little late, stick to the lower elevations around Stowe town for the most vibrant colors.

Personally, we love to hike, we like flying our drone and we enjoy photographing waterfalls. Stowe was one of the best stops on our New England fall road trip circuit for allowing us to do all of those things.

Famous Stowe white church in fall with stunning colors in hills and foreground perfect fall foliage road trip in new england stop off

Things To Do In Stowe, VT

  • Photograph the famous white church in Stowe town.
  • Drive or hike to the summit of Mount Mansfield.
  • Drive through stunning Smugglers Notch pass.
  • Ride a bike along Stowe Rec Path or Lamoille Valley.
  • Take the SkyRide Gondola to Mt Mansfield.
  • Hike a wide range of awesome trails.
  • Visit both Bingham Falls and Moss Glen Falls.

Where To See Fall Foliage In Stowe, VT

  • In Stowe town, the iconic white church backed by a hill of fall colors is unmissable on your New England road trip.
  • But the best colors are in Stowe Mountain Resort. The drive up from town is gorgeous.
  • No matter how you get to the top of Mt Mansfield, you can guarantee spectacular fall foliage views.
  • Smugglers Notch is our top recommendation for Stowe. If you have a drone, this is the place to fly.

Read more about Stowe, Vermont:

  • 15 best things to do in Stowe VT
  • 12 best hotels in Stowe VT

4. Woodstock, Vermont

Sleepy Hollow Farm near Woodstock is one of the most stunning and photographed sports on a new england fall foliage road trip itinerary

Woodstock in central Vermont is arguably the most picturesque and charming town you will visit on your New England fall road trip itinerary. It truly is like something out of a fairytale. We had no choice but to include Woodstock in our popular guide to the 50 best places to visit in the USA .

Remarkably pretty farms with golden leaves dancing in sunlight and reddish-brown leaves covering the ground create picture perfect scenes. Sleepy Hollow Farm and Jenne Road Farm are featured on many fall foliage calendars you will see in shops on your visit to New England.

Don’t miss the many stunning historic covered bridges around Woodstock. Middle covered bridge is right in town, Taftsville and Quechee are very close by and Cornish-Windsor is a 30 minute drive. The beautiful bridge in the photo below is a privately owned bridge near South Woodstock on the main road to Jenne Farm.

Woodstock is one of the more expensive places to visit on a road trip through Vermont, but it is worth taking a hit on the extra chunk of budget. Simply driving around the narrow country roads near Woodstock for a few hours would provide enough fall foliage colors to last a week of photography.

Covered Bridge in Vermont rural countryside stunning bridge and colors

Things To Do In Woodstock, VT

  • Walk around the charming town and admire diverse architectural styles.
  • Photograph two postcard perfect farms – Jenne Road Farm and Sleep Hollow Farm.
  • Visit a host of historic and stunning covered bridges.
  • Explore Marsh Billings Rockefeller Park and hike to amazing viewpoint overlooking Woodstock.
  • Visit nearby Quechee Gorge and village.
  • See Jersey dairy cows at Billings Farm and Museum.

Where To See Fall Foliage In Woodstock, VT

  • Woodstock is incredibly photogenic during fall throughout the town and immediate surroundings.
  • The lookout over Woodstock from Mount Tom hike is iconic fall photography.
  • The best two fall photographs in Woodstock are at Jenne Road Farm and Sleepy Hollow Farm. They are two truly unmissable stops on your New England fall road trip itinerary.
  • Drive your car around the narrow rural roads near Woodstock for some of the most special colors.

Read more about Woodstock, Vermont:

  • 15 best things to do in Woodstock VT
  • 7 best hotels in Woodstock VT

5. Manchester, Vermont

New England Fall Road Trip Itinerary Manchester Green Mountains Rolling Hills

Similarly to Stowe, Manchester is a four season resort with skiing in Winter and hikes during Spring or Summer. In fall, the town located in the heart of Green Mountain National Forest transitions into a colorful paradise for leaf-peepers.

Manchester can be split into the old historic district and the newer modern resort town. The newer part is livelier and closer to amenities but the historic district is quieter, prettier and more colorful.

Use Manchester as a base for one night to explore nearby elevated areas for some of the most expansive views of rolling hills on a New England fall road trip.

Equinox Mountain is the tallest peak in the area. You can hike it or drive it to open up far-reaching views over three US states. But our top tip is to simply stick to the narrow country roads again and you will find more unique fall foliage photographs.

Manchester Historic Village District in Vermont Church with golden yellow leaves

Things To Do In Manchester, VT

  • Drive the Skyline Auto Toll Road to Mount Equinox summit.
  • Explore Hildene, the Lincoln Family Home.
  • Walk around quaint Manchester Historic Village District.
  • See the American Museum of Fly Fishing Museum exhibits.
  • Buy a book in popular Northshire bookstore.
  • Visit nearby covered bridges.
  • See the Bennington Battle Monument.
  • Visit Robert Frost stone house museum.

Where To See Fall Foliage In Manchester, VT

  • Manchester is the heart of the Green Mountains, so the entire area surrounding the town is staggeringly attractive.
  • Rolling hills for endless miles covered in glowing fall colors can be seen from any elevated vantage point.
  • Equinox Mountain summit provides the best panoramic views over three states.
  • Another place you jump in the car and find unique fall photography opportunities on rural roads.
  • Manchester Historic Village District is leafy and the church is surrounded by golden yellow leaves.

Read more about Manchester, Vermont:

  • 15 best things to do in Manchester VT
  • 9 best hotels in Manchester VT

6. Franconia Notch State Park, New Hampshire

Mark and Kristen Morgan Where Are Those Morgans at Artists Bluff Summit in New Hampshire with Echo Lake background one of the most famous new england fall foliage road trip hikes

Franconia Notch is one of New Hampshire’s premier tourist regions for hiking, picturesque mountains, skiing and of course fall foliage. A two lane highway mountain pass dissects the Kinsman and Franconia mountain ranges, with a number of fantastic recreational stops along the way.

Artists Bluff is a very short but steep hike leading to a rocky ledge. Its summit overlooks Echo Lake and is most popular in fall when the colors change. As you can see, we hiked the trail on an incredibly cloudy and grey day, which doesn’t help with highlighting the beauty of this viewpoint. We have included Artists Bluff in our popular guide to the 50 best hikes in the US .

Franconia Notch State Park is where you will find the stunning Flume Gorge hike. A little over 2 miles of waterfalls, narrow gorges and forested paths welcome thousands of visitors each year. For us, the best part of Flume Gorge were the two ultra-photogenic covered bridges; Flume and Sentinel Pine.

Flume Gorge Covered Bridge in New Hampshire Where Are Those Morgans walking across bridge

Things To Do In Franconia Notch State Park, New Hampshire

  • Hike the short but steep trail to Artists Bluff summit for stunning views.
  • Walk through impressive and extremely popular Flume Gorge.
  • Hike Cannon Mountain or take the Cannon Mountain Aerial Tramway.
  • See a whole host of waterfalls or hike one of a dozen other mountain trails.
  • Ski Cannon Mountain Resort in Winter.

Where To See Fall Foliage In Franconia Notch State Park, New Hampshire

  • The single most well known fall foliage photograph in Franconia Notch NH is from the summit of Artists Bluff.
  • However, don’t miss the chance to walk through the incredibly picturesque Flume Gorge in fall.
  • Not only are the colors vibrant, but waterfalls are attractive and two special covered bridges are incredibly photogenic.
  • Anywhere at elevation, which means every hike up a mountain side or the tramway with sweeping valley views.

Read more in our Franconia Notch guides:

  • Artists Bluff Trail Fall Foliage Hike
  • Flume Gorge Complete Hiking Walkthrough

7. Kancamagus Highway, New Hampshire

Kancamagus Highway in New Hampshire White Mountain National Forest is one of the most popular roads to drive on a new england fall road trip drone shot stunning colors

New Hampshire’s supremely scenic Kancamagus Highway is one of the very best parts of New England to road trip in fall foliage season. We would put it firmly in the category of ‘unmissable’.

The road between Lincoln and Conway NH is only 35 miles long, but it 35 miles of pure foliage bliss. You can either drive it in one go and simply soak up the colors roadside. Or you can stop at a multitude of overlooks, hiking trails, waterfalls, lakes and covered bridges.

If there’s one part of your New England road trip itinerary to time it right for peak foliage colors, you would do well to beat the Kancamagus Highway in its prime.

A note for photographers and videographers – You can use your drone in many parts of the Kancamagus Highway. We captured amazing photographs and videos of endless miles over rolling hills covered in radiant color.

Reflecting lake with trees on Kancamagus Highway in New Hampshire

Things To Do On Kancamagus Highway, New Hampshire

  • Stop at various high elevation overlooks with spectacular views over White Mountain National Forest.
  • Walk to Sabbaday Falls, Champney Falls and Lower Falls.
  • Hike Lincoln Woods or Mount Chocorua.
  • Walk out on Rocky Gorge boulders.
  • Photograph Russell-Colbath House and the picture perfect Albany Covered Bridge.
  • Explore ponds and lakes to your hearts content.

Where To See Fall Foliage On Kancamagus Highway, New Hampshire

  • Views over rolling hills from every overlook are astonishing in fall.
  • Once the Kancamagus Highway reaches its highest elevation, you will see an ocean of color in all directions.
  • Walk through any forest trail or along any waterfall hike to immerse yourself into those foliage colors.
  • Albany covered bridge is one of the most picturesque bridges you will find in New England.
  • Rocky Gorge and nearby lake with reflecting fall colors are wonderful.
  • Even on both ends of the road in Lincoln (Loon Mountain) and Conway the colors are vibrant.

Read more about the Kancamagus Highway:

  • 13 best places to stop along the Kancamagus Highway in fall

8. Mount Washington, New Hampshire

Mount Washington in New Hampshire down road and colors in trees with cloudy sky

At 6,288 ft tall, Mount Washington is the tallest peak in Northeastern United States. It is renowned for wild and unpredictable weather, including the recording of a world record wind speed over over 230 mph.

As our images indicate, Mount Washington can be very wet and cloudy in Autumn. But if you get slightly more luck on your road trip and time it on a sunny day, you will enjoy some of the most beautiful colors and scenery in the entire region.

Avid hikers can climb to the summit, otherwise you can take a historic cog rail train or drive up an auto toll road to reach the top. Views from almost 2,000 meters high over an ocean of bright colors are incredible.

Incredibly cloudy day at Mt Washington NH

Things To Do Around Mount Washington, New Hampshire

  • Hike a very challenging but rewarding trail to the summit of Mount Washington.
  • Consider a night hike, fall colors won’t matter in the dark but it is hugely popular for astro and sunrise photography.
  • Alternatively, drive the Mt Washington Auto Road to the summit.
  • Or, take the most scenic and historic route to the top – by Cog Railway.
  • Conway scenic railroad nearby ventures deep into fall foliage forest.
  • Endless miles of hiking, 100 waterfalls and a handful of covered bridges to discover.
  • Crawford Notch State Park is close by and features more views, hikes and waterfalls.

Where To See Fall Foliage Around Mount Washington, New Hampshire

  • Just gain elevation in the White Mountains and you’ll open up valley views with a sea of foliage colors.
  • Mt Washington summit is the iconic NH vantage point for sweeping Autumnal vistas.
  • For a unique experience, the Conway Scenic Railroad cuts through some of the best colors in NH.
  • Crawford Notch State Park is stunning in fall, with fantastic valley views from hikes.

9. Lake Winnipesaukee, New Hampshire

Lake Winnipesaukee in New Hampshire on a very dull rainy day in october

Heading due South of Mt Washington you will find Lake Winnipesaukee encircled by gorgeous fall foliage colors. Unfortunately for us, the rain was back in full swing but you can still see how vibrant the colors are in this area.

You can drive an 81 mile loop road around the entirety of the lake, or take to the waters aboard M/S Mount Washington cruise boat.

Visit Castle in the Clouds for family entertainment and hiking, Weirs Beach for arcades or Wolfeboro for a more relaxing experience. The most popular trail in the area is Mount Major, which we highly recommend for hikers looking for excellent views over the lake.

Mt Major hike trailhead near lake winnipesaukee in new hampshire

Things To Do Around Around Lake Winnipesaukee, New Hampshire

  • Take a cruise on the M/S Mount Washington.
  • Or rent a boat of your own for the day.
  • Ride the Lake Winnipesaukee scenic railroad.
  • Try your hand at arcade games in Weirs Beach.
  • Hike the popular half day trail to Mount Major summit for fantastic lake views.

Where To See Fall Foliage Around Lake Winnipesaukee, New Hampshire

  • Elevation is your fall foliage friend around the lake if you want expansive views.
  • Mt Major is the perfect moderate hike to include on your New England fall road trip itinerary.
  • But nearby Belknap Mountain is also a popular choice for fall hikers.
  • Gunstock Mountain Resort has zip lines and ski lifts for easy elevation gain.
  • For easier and more close up Autumnal color vistas, simply hire a boat on the lake and explore.
  • Or sit back, relax and soak up the views on Lake Winnipesaukee scenic railroad foliage tour.

10. Acadia National Park, Maine

Acadia National Park is one of the best places to visit on a fall new england road trip precipice trail summit looking over ocean

Acadia finds itself in the list of top 10 most visited and best US National Parks each year. Millions of tourists descend on Bar Harbor annually to enjoy a diverse range of amazing things to do inside the awesome park.

Varied hikes suitable for all ages and abilities, including the famous adrenaline pumping climbs Beehive Trail and Precipice Trail , are a huge draw. But despite being a typical Summer destination in the north of America, Acadia is equally as popular in Autumn and that is purely down to its glowing fall foliage colors.

Sunrises from Cadillac Mountain or Schoodic Point can be extraordinarily beautiful if conditions are right, and sunset at Bass Harbor Head Light is a very highly regarded spectacle. You will need to bring your best hiking gear, spare camera batteries and a lot of energy to the wonderful National Park in Maine.

The only problem you will face with including Acadia on a New England fall foliage road trip is its location. You will have a long drive to and from Acadia from Vermont or New Hampshire. However, if you have the time, it is unquestionably worth the extra effort.

Mountain summit in Acadia National Park Maine Ocean Views

Things To Do In Acadia National Park, Maine

  • Hike various amazing trails from easy to hard (to exhilarating!).
  • Photograph stunning sunrises, landscapes and Bass Harbor Head Light.
  • Drive to Cadillac Mountain summit, the tallest peak on the US east coast.
  • Walk or cycle maze-like carriage roads through the park.
  • Explore Jordan Pond and swim in Echo Lake.
  • Eat and drink in glitzy Bar Harbor, Maine.

Where To See Fall Foliage In Acadia National Park, Maine

  • Mountain summits from any hike opens up special views over rolling hills covered in fall colors.
  • Carriage roads are the perfect way to explore forested trails which are surrounded by trees.
  • Drive the national park loop road for easiest access to fall colors.
  • Jordan Pond in particular is encircled by vibrant autumnal hues.
  • Cadillac Mountain summit opens up 360 degree views over Maine and the ocean.

Read our Acadia National Park guides to learn more:

  • 17 best things to do in Acadia National Park
  • 10 hikes you can’t miss in Acadia National Park
  • Where to stay in Bar Harbor and Acadia National Park
  • 10 key things to know about visiting Acadia in the fall

Planning Your New England Fall Road Trip Itinerary

New England is an enormous region and choosing exactly where to visit can be challenging. Here are a few questions to ask yourself before you begin plotting a route:

  • Which places are top of your list? Vermont? New Hampshire? Acadia?
  • How many days can you spare on your trip?
  • Do you want to book accommodation in advance or take it day by day?
  • Are you in New England solely to see and photograph fall colors?
  • Or are you focused primarily on hiking with colors as an added bonus?
  • Do you want to use small and quaint towns as your main places to stay?
  • Or are you more interested in being rural and remote each night?
  • What is your budget? Can you afford to splurge on activities?

Once you have an idea about how you see your road trip panning out, use that idea as a guide to make the best decisions based on your travel style.

Next, we will go through a number of potential scenarios for 5 day, 7 day and 10 day road trip examples through New England in fall.

Use the examples as a reference but remember, they are generic and based on how we personally would plan our itineraries with hikes and photography in mind.

5 Day New England Fall Road Trip Itinerary

Only having 5 days isn’t as much of a negative as it might usually be. Yes, you are going to have to be selective and it is going to be none stop action. But one of the major benefits to a road trip in fall is that all of the best scenery is seen when driving.

Also, the smaller states of Vermont and New Hampshire don’t require a huge amount of drive time between their most scenic places for fall foliage. Include Lake Placid in the Adirondacks and you can easily tick off most of the places in our list in 5 days.

Another consideration is with just 5 days you don’t need to worry as much about ‘following’ peak fall colors. They won’t change too much in that time frame when compared to 10 days.

Example 1 – Lake Placid NY to Manchester VT

D1 – Lake Placid : Walk around Mirror Lake, drive up Whiteface Mountain and explore High Falls Gorge. Stay in Lake Placid.

D2 – Burlington and Stowe : Walk down Church Street, cycle Burlington bike path, explore Smugglers Notch and Stowe Mountain Resort, sunset at Stowe church. Stay in Stowe.

D3 – Franconia Notch and Kancamagus Highway : Hike artists bluff trail, walk around Flume Gorge, drive Kancamagus Highway and down to Wolfeboro. Stay in Wolfeboro on Lake Winnipesaukee.

D4 – Lake Winnipesaukee and Woodstock VT : Spend morning exploring the lake or hike Mt Major, then drive to Woodstock in Vermont via Cornish-Windsor covered bridge, Quechee Gorge and Taftsville covered bridge.

D5 – Woodstock and Manchester : Visit the farms near Woodstock, drive through Green Mountains to Manchester and end at the top of Equinox Mountain.

You could start and end in New York City if flying into Newark or JFK works from your origin and budget. Alternatively, Montreal would be a better place to start for Lake Placid, hire a car and drop it off in NYC or Boston after leaving Manchester, VT.

Example 2 – Lake Winnipesaukee NH to Manchester VT

D1 – Lake Winnipesaukee : Explore the lake, hike Mt Major, take a cruise and stay in Wolfeboro.

D2 – Kancamagus Highway and Franconia Notch : Drive Conway to Lincoln across Kancamagus Highway, hike Flume Gorge and Artists Bluff. Sleep in Franconia.

D3 – Stowe and Burlington : Stowe church, hike to waterfalls in Stowe Mountain Resort, drive Smugglers Notch and on to Burlington. Ride the bike path for sunset. Stay in Burlington.

D4 – Lake Placid : Whiteface Mountain, High Falls Gorge, Ski Jump and Mirror Lake. Or hike Mount Marcy instead but that is a full day commitment. Stay in Lake Placid.

D5 – Woodstock and Manchester : Visit the farms, covered bridges and drive through Green Mountain countryside to Manchester, finish with Equinox Mountain again.

This version would allow for a round trip loop from Boston, MA airport or Portland, ME airport.

The key to making the most of this shorter trip is to accept that you will be in the car driving a lot but that is where you will see most of the best scenery.

7 Day / One Week New England Fall Road Trip Itinerary

With a week, you can get more creative, include more places or take things slower. You have more flexibility but still not enough time to add a trip to Acadia, unless you really can’t miss it and don’t mind the driving.

Colors can change a noticeable amount in 7 days, so (if possible!) factor in starting your one week trip just before ‘peak’ begins.

Either of the 5 day examples above would work with 7 days by simply taking more time in certain spots. The alternative is to add in more places to visit. Let’s look at both:

Example 1 – Lake Winnipesaukee NH to Manchester VT

D2 – Kancamagus Highway : Take the awesome road trip slowly, stop at every attraction and stay in Loon Mountain or Lincoln.

D3 – Franconia Notch and Stowe : Hike Flume Gorge and Artists Bluff before driving to Stowe to photograph the church. Hike the waterfall trails and see Smugglers Notch. Stay in Stowe.

D4 – Burlington and Lake Placid : Church Street and Burlington bike path, then drive to Lake Placid, get stuck into the best bits of Lake Placid and spend the night there.

D5 – Lake Placid and Woodstock : Spend the morning in Lake Placid and drive to Woodstock later in the day. Hike to Mount Tom for amazing views over Woodstock. Stay in Woodstock.

D6 – Woodstock : Sunrise at Sleepy Hollow Farm, Jenne Road Farm, visit the nearby covered bridges and relax in town. Drive to Manchester later in the day to stay over.

D7 – Manchester : Hildene, Manchester old town and stunning Green Mountain country roads, finish at Equinox Mountain.

This variation could begin and end at either Boston, MA or Portland, ME as in the itinerary above. It just gives you more downtime and time to fully explore the places you will visit.

Example 2 – Manchester VT to Lake Winnipesaukee NH

D1 – Manchester : Drive from Boston airport to Manchester, spend the day at Hildene, Equinox Mountain and exploring the town. Stay in Manchester.

D2 – Woodstock : See the best of Woodstock and spend the night.

D3 – Stowe : Hit the top highlights in Stowe and stay there for the night.

D4 – Mount Washington : Take the cog train, drive to the summit or even take on the hike. Sleep in North Conway.

D5 – Kancamagus Highway : Spend a full day on The Kanc. Sleep in Loon Mountain or Lincoln.

D6 – Franconia Notch : Hike Flume Gorge and Artists Bluff but drive to Lake Winnipesaukee later to spend the night.

D7 – Lake Winnipesaukee : Spend the last day around the lake, cruising, hiking or relaxing.

This loop direction was reversed to give an idea about how you could make it work in a clockwise route. Again this would be starting and ending in Boston or Portland, with JFK or Newark as alternative options.

Instead of driving out to Lake Placid, you could stick to Vermont and New Hampshire, which is where the very best colors are found.

10 Day New England Fall Road Trip Itinerary

With a full 10 days to spend on your New England fall road trip, you can either max out your itinerary and see all of the best bits or choose to spend more time in fewer places.

Personally, we’re the max out itinerary type and we would definitely include Acadia National Park in our 10 days. It adds in some serious driving time but the journey there is picturesque, rural and most importantly colorful.

Here’s one way you can include each of the places mentioned in this list, including Acadia National Park (this is the way we drove but we spent 14 days doing this route with other non-fall foliage places included in our itinerary):

Example 1 – Lake Placid, NY to Manchester, VT via Acadia National Park, ME

D1 – Lake Placid : Spend the day hiking and surrounded by gorgeous colors. Sleep Lake Placid.

D2 – Burlington : Full day exploring town and cycle the entire bike path to Grand Isle. Stay in or near Burlington.

D3 – Stowe : Smugglers Notch, Mountain Resort, Mt Mansfield and church in town. Stay in Stowe.

D4 – Franconia and Kancamagus Highway : Hike Artists Bluff and Flume Gorge, drive The Kanc and sleep in North Conway.

D5 – Mt Washington and drive to Acadia : Drive to the summit or take the cog train before driving US-2 all the way to Acadia. Sleep in Bar Harbor.

D6 – Acadia : Sunrise Cadillac Mountain, Hike Acadia Mountain and Beech Mountain, sunset at Bass Harbor Head Lighthouse. Stay in Bar Harbor.

D7 – Acadia : Sunrise Schoodic Point, Hike Beehive Trail and Precipice Trail, Walk around Jordan Pond, Great Ocean Path and carriage roads by bike to see the best fall colors. Final night in Bar Harbor.

D8 – Lake Winnipesaukee : Final morning in Acadia, long drive to Wolfeboro and explore Lake Winnipesaukee.

D9 – Woodstock : Photograph Sleepy Hollow and Jenne Road, hike to Mt Tom, see covered bridges.

D10 – Manchester : Hildene, Mount Equinox, nearby Bennington battle monument and covered bridges.

Tips For The 10 Day Itinerary

The only concern with this itinerary is the inclusion of Acadia National Park. It’s a 4 hour drive from Mt Washington to Acadia and 4 hours 20 minutes back from Acadia to Wolfeboro.

However, if you do have more time you can include stops on the way to and from Acadia to break up the longer drives. US-1 and US-2 are picturesque but slow going. If you’re pushed for time, take the less scenic but faster I-95 instead.

Alternatively, if you’re not so bothered by Acadia, plan to spend even more time in each of the other 9 places in this list. That would give you wiggle room in case of bad weather and plenty of time to relax.

Notice how the route starts furthest north and loops around Acadia then comes back further south?

That’s because with 10 days you should try to ‘follow’ the peak colors as they transition southwards over the first two weeks of October.

Where Are Those Morgans New England fall foliage road trip guidebook for purchase

New England Fall Road Trip Map

Red Markers – Locations of the 10 best places to visit on a New England fall road trip itinerary.

Click or touch the map to activate.

Zoom in and out, move around the map of New England to find locations for the best places to visit in the area.

More From New England

  • Best things to do in Burlington Vermont
  • Best things to do in Woodstock Vermont
  • Driving the Kancamagus Highway in fall
  • How to visit Flume Gorge in New Hampshire
  • The best things to do in Lake Placid New York
  • The best things to do in Stowe Vermont
  • Top things to do in Manchester Vermont
  • Unmissable things to do in Acadia National Park

We hope this New England fall foliage road trip guide with itinerary ideas helps you plan the perfect leaf-peeping vacation!

Please let us know if you have any questions about New England or need any help planning your visit in the comments below.

Happy Travels,

Mark and Kristen

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Mark and Kristen Morgan are travel, hiking and photography experts. Over the last 6 years traveling full time, they have explored more than 40 countries and 30 US states.

Where Are Those Morgans has been featured in USA Today, Gestalten, Get Your Guide, CityPASS and Condé Nast Traveler along with various other publications. Read more about us .

29 thoughts on “New England Fall Road Trip Itinerary: 10 Stunning Stops”

I really appreciate your compressive guide to New England for travel in the Fall. We have enjoyed most of the areas you mention in years past and loved it. My sister is visiting from Australia at perfect Fall Foliage time so we’re planning to do your 10-day roadtrip this year. I was wondering if you have an App you prefer to use to plan each segment of the roadtrip. I used Roadtrippers earlier this year and found it good, but would welcome your suggestions for a roadtrip App. I plan to download your digital guide as well. Thank you and happy travels.

Hi Sharon, we’re happy to hear you will be visiting New England again and this time with your sister. If you are looking for alternatives to Roadtrippers you could check out Wanderlog which is another useful resource. But to be honest we don’t use any apps for our road trips except for the basic and free Google Maps app. We plot points for attractions, restaurants and hotels as we research before visiting a new place, and we plan ahead so we can really get organized. If you download our digital guide and go to the end, you will find a map we created that will open in your Google Maps app and it already contains the locations for top attractions, foliage photo spots, hikes, restaurants and hotels that we discuss throughout the guide. You can of course see more places but we have preloaded the map with the essential spots to visit around New England in fall. Have a fantastic trip!

@Mark and Kristen Morgan, Thank you so very much for your advice. I downloaded the digital guide to use. So looking forward to this trip and having your guide to get organized makes this a lot less daunting. Keep up the great work and happy traveling.

Hi Sharon, Visiting New England in fall is an amazing trip and you will have a wonderful time! Thanks so much for taking the time to leave a nice comment and downloading our guide. Just let us know if you have any specific questions as we get closer to fall season 🙂

@Mark and Kristen Morgan, I have accommodations booked from Lake Placid to Woodstock. Since we want to add a couple of nights in Boston to walk the Freedom Trail and visit the Boston Tea Party site, would you recommend skipping Manchester, Vermont and going directly to Boston from Woodstock. Or, would we be missing out if we skip Manchester. Appreciate your advice.

Hi Sharon, you will have covered almost all of the best fall spots between Lake Placid and Woodstock. We like Manchester but it isn’t going to ruin your trip if you skip it, especially if you really want to see more of Boston. After 10 days or so you will have had your fill of fall colors anyway, so Boston will be a welcome change of scenery and pace. Have a fantastic time!

I would love a copy of the book as well, to use as we travel Thank you for a wealth of information!

Wow, amazing information, thank you. Have you written it in book form by any chance? I would love to drive with the book on hand for reference.

Hi Helen, you have asked at just the right time. We are currently in the process of creating a digital guidebook filled with key information and itinerary ideas for the New England fall road trip. It will be ready within the next week or so and we will email you once it is live. You will be able to either keep it on your smartphone or print it if you prefer to have a paper copy.

@Mark and Kristen Morgan, I’m using this article to plan our New England fall leaves trip and would also be interested in a copy of your digital guidebook, please. The information you provide is outstanding — thank you! ~ Carol

Thank you, Carol! We’re happy to hear you are planning a New England trip this fall. You can follow this link to see more details about our digital guidebook. If you do purchase the guidebook, remember to open up the map on page 45 when you are in each place to see the best hikes, foliage spots, attractions, restaurants and hotels. And if you have any specific questions, feel free to ask away. Have a fantastic trip!

Hello! What a wonderful site you have given us :). Question…do any of the New England fall road trips include the Berkshires? I would love to include a quick visit to The Mount/Edith Wharton’s home. Thanks, Jo

Thank you, Jo! Yes absolutely, you could easily add The Mount / Edith Wharton’s Home to the end of our 10 day New England fall road trip itinerary because it is just 1 hour 30 minutes drive to the south of Manchester VT (which is the last stop in our guide), before heading back to the Boston / NY airports. It wouldn’t be much of a detour and if you are heading that way you might also want to consider including a short drive along scenic highway 2, also known as The Mohawk Trail. Have a fantastic trip later this year!

Hi There! We are flying into Portland, (Sept 23rd) Maine and flying out of Boston, Mass (October 2nd) We have about one full week for our Fall Foliage road trip. Knowing we arrive Portland and depart Boston, what would you map out for itinerary.

Part II question, I prefer staying at one hotel for a few days and taking day trips as opposed to staying one night in several places.

Would it be wise to stay 3 nights near Acadia Nat’l Park and then 3 nights in New Hampshire (near all of the Franconia State Park and Kancamagus Hwy ?

Hi Erin, yes staying 3 nights in Bar Harbor and then 3 nights somewhere near Franconia Notch sounds like the best idea if you would prefer to stay in one hotel for each part of your trip. You can easily visit the most popular fall foliage areas in VT and NH from Franconia. Depending on how much driving you want to do, you could split your days into Vermont and New Hampshire. So one day you do Stowe, Woodstock and Manchester (the driving in between is just as picturesque as the towns), then another day you do Mt Washington, Kancamagus, Artists Bluff and Flume Gorge (which are all much closer together). Then stop at Lake Winnipesaukee on the way down to Boston. Hopefully the peak colors will be in north / central VT and NH early Oct for your trip – have a great time!

Love your site! we are planning a a Fall Foliage trip for 2023 over our 34th Anniversary. thinking any where from 10 – 14 days from the last week in Sept. to the first week of Oct. We are thinking to end our trip in Boston for a few days. If I followed tour 10 day trip guide would it make sense to fly into Albany, NY and out of Boston. Or are we better off to make Boston a long weekend trip?

Hi Randy, thanks for getting in touch and we’re happy to hear you’re planning a trip to New England next year, congrats on the 34th! Absolutely, flying into Albany and out of Boston makes perfect sense. If you make your trip 14 days total, you can follow the 10 day itinerary in our guide and then spend 2 or 3 days in Boston at the end. Something to consider is whether or not you want to see Acadia NP, it is a stunning place but it’s a long way out from the rest of New England’s top foliage spots. If you don’t include Acadia, you can spend longer in the fall color hotspots of Stowe, Woodstock and Manchester in VT, plus Franconia Notch, Kancamagus Highway and Lake Winnipesaukee in NH. Let us know if you have any more questions and best of luck with planning!

We are planning a trip to Maine in the fall of 2023 for our 40th anniversary for a total of 7 days. We would be interested in mainly leaf peeping,Arcadia NP, sight seeing/boat tours, driving the back roads and easy hikes. I really like the coast. Now that I have run across this post, I am rethinking our trip. What city should we fly into? Do you recommend spending 2 days in Arcadia NP? Should we hit some of the areas you mentioned in NH? I don’t think we have time to do your whole itinerary in 7 days. Your thoughts?

Hi Randi, glad to hear you have a trip planned to Maine for your 40th anniversary – congrats! Honestly, 7 days isn’t enough time to be rushing around New England trying to cram in everything. If you like the coast and you want to do Acadia, why not fly into Portland in Maine and slowly drive up to Bar Harbor via the back roads? Acadia is great but it is touristy and expensive, plus you won’t get the best fall colors (when compared to NH or VT). Boothbay Harbor is a nice place to stop between Portland and Bar Harbor, and you can do whale watching tours right out of the small town. If Portland doesn’t work for flight times or prices, Boston will be your best bet. Let us know if you need any more help before you travel next year.

Hi. I’m glad I found this. We are planning our 50th Anniversary to see Vermont and Maine in late September. Is it possible to stay in one place and drive to see the sights? We don’t want to keep changing hotels. This is a lifetime dream for us. Thank you.

Hi Jan, congrats on your 50th anniversary! Without knowing exactly which places in Vermont and Maine you want to see, it is possible to stay in one place but that would mean quite a lot of time spent in the car. If you have a 50/50 split, maybe stay somewhere in New Hampshire in the middle? Or if you plan to spend more time in VT, stay somewhere just inside VT near the NH border? Somewhere near Franconia NH might be a good fit so you are central to most of the fall hot spots and far enough North to see peak colors at the end of September. Have a great time!

Great article! While planning and researching for our New England Fall Foliage Adventure we saw right away that trying to predict “peak” conditions was a difficult proposition, at best. With that in mind and because we have a bit of time on our hands we decided our adventure would be from mid September to mid October 2022. We have booked all of our accommodations and now it’s all about deeply researching the areas and filling in the days. Finding your well written and in depth blog helped confirm our research was spot on and added to our happiness that we are actually going to pull this off. Plus, now we have an excellent study guide to boot! Bring on the trails, the mountains, the breweries, the lobster, cheese, cider donuts, Octoberfests and even the rain! Thank YOU and keep up the fantastic and insightful work!

Hi Jeff, thanks for getting in touch and we are so happy to hear you have planned a full month up in New England! Your list of activities is spot on – hiking, scenery, fall colors, food and beer … recipe for a perfect trip! Good luck filling in the days and hopefully you’ll get optimal weather conditions leading into the peak, just remember to keep an eye on the peak fall colors tracker when you are on site in New England. Have a wonderful trip!

Hello! This post is really very useful! We are planning to go to New England from September 30th to October 8th (we have already booked our flight from Italy). Since we would like to spend a couple of days in Boston too, do you recommend to begin with Boston and then start our road trip or to do the other way round? We would very glad if you could give us more details! Thanks a lot!

Hi Simonetta, thanks for getting in touch and we’re happy to hear you will be visiting New England this fall! This is a tough question because nobody can predict when “peak” fall colors will be in each part of New England. You can keep an eye on a live peak foliage tracker and book everything last minute, but that is risky as accommodation will book up. So, we would suggest starting with Boston and then driving up as far North as you will go on your trip (ie Stowe in VT or Franconia in NH) and then working down South to follow the peak. Please let us know if you have any more questions and you might even see us up there somewhere this year! Have a great time 🙂

I’m so happy to have found your blog post. I know how much time and effort goes into planning these type of trips, so I appreciate you writing about it and sharing it. We are looking at doing a mix of rural/city for both NH, VT, and ME. Looking closer to a 10 day trip and flexible on the dates. Would you say the hikes are fairly easy, medium, or difficult? Do you think looking into Air BNB’s out there would be better vs. hotels?

Hi Ani, thanks for getting in touch and we’re glad to hear you have a trip planned for VT, NH and ME. There are countless hikes spanning the difficulty range on this road trip route, so you do have a lot of flexibility over how long you want to spend hiking and how hard the trails are. Artists Bluff is short but has a steep climb, so we would say it is moderate but well worth it. Flume Gorge is easy and shouldn’t be missed. Acadia (if you make it that far) has a host of easy through hard hikes. Lake Winnipesaukee has plenty of hikes to suit all. If you’re looking for hard hikes take on Mt Washington or Mt Mansfield, tallest in NH and VT. You’ll likely only be spending one night or a maximum of 2 at any given place so we would say go for hotels. AirBnB’s are great for uniqueness and meeting people but for one night they are always more expensive with cleaning fees / service fees etc. By all means check prices and see if you can find any good deals or special places but we will be sticking to hotels ourselves the next time we are in New England. Let us know if you need any more help and have a fantastic trip!

Great information, love your post! We have never been to New England and would like to go see the fall colors in late Sept. or Oct. We also want to spend some time in Boston and Cape area. We are flexible on dates and number of days in itinerary. We would be interested in some hikes. After looking at you post I’m thinking Vermont and New Hampshire might work after seeing Boston. Can you help with an itinerary? We would be flying from San Diego, CA. Would appreciate any information! Thank You!

Thanks for getting in touch, Marilen – we’ll respond through email so we can provide more information.

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Photo of a road to travel during your New York road trip.

The Ultimate New York Road Trip Itinerary

July 28, 2020 //  by  Follow Me Away //   Leave a Comment

New York, New York. Every music genre from Rock to Country has a song about this place. You just might have one of them running through your head as you plan your New York road trip.

Honestly, you could probably make a road trip playlist with all the songs about New York and have a solid hour or two of music. It might not be the most fluid of playlists, but hey, we are not the playlist experts. We are the road trip experts.

New York is one of the smaller states in the good ol’ USA, but it is nonetheless packed with places to go and things to do. The state is riddled with history from the revolutionary war to the present. You can hardly go a step without running into something significant or symbolic.

Not to mention the stunning fall foliage and lush landscapes. New York is beautiful at any time of year, and especially in the fall. There is nothing quite like an East Coast Autumn.

We have made this itinerary pretty all-encompassing, with a good mix of urban cities and country wilderness. You do not have to visit every stop on our list to have an amazing road trip.

Rather, pick the ones that sound the most interesting and fun to you! We have tried to list everything worthwhile to make this article your one-stop New York road trip shop. Read on to learn everything you need to know to have the best road trip in New York ever!

Photo of a map of New York.

Getting to New York

Road trips in New York often begin in the great New York City. While you may absolutely begin your New York road trip in its most famous city, we recommend starting in Albany.

Albany has an international airport all of its own, and ticket prices can be comparable to flying into New York City. We are always advocates for shopping around and finding the best price, just keep in mind that the plane ticket is not the only cost for flying into the city.

Car rental prices tend to be quite high in New York City. As you will likely be spending a good amount of time driving during your New York road trip, it is a good idea to save what you can on rentals.

That is why we recommend beginning and ending in Albany. We have listed New York City as a stop instead.

Not to worry, you can still spend plenty of time in the Big Apple. This road trip is up to you! Pick as many (or as few!) stops as you want and budget your timing accordingly!

Photo of the Brooklyn Bridge.

Getting Around New York

Wherever you choose to fly in to, you will need to rent a car. We will not be taking you down any gravel or dirt roads during this New York road trip, and you can pretty much rent whatever you like.

Driving in New York City is likely to be the most harrowing part of your road trip! We advise trying to avoid driving in the city during peak traffic hours.

Honestly, we advise not driving at all in New York City if you can help it. The city has a solid public transportation system. Take a train into the city if you have flown in elsewhere and save yourself the headache of driving.

New York City only occupies one of the stops along our New York road trip itinerary. Most of your driving will be in beautiful upstate New York.

While this is not necessarily a purely upstate New York itinerary, it can certainly serve as such! Many of the stops feature the iconic country getaways available in upstate New York.

Photo of a street lined with golden autumn trees.

When to See Fall Foliage in New York

Fall just might be the best time to visit New York. You can pretty much ask anyone and they will tell you the same thing.

If you choose to road trip in New York in the fall, you can definitely come anytime during the season. But if you are choosing this season because autumn leaves in every shade of yellow, orange, and scarlet are your thing, you will want to narrow it down a bit.

Of course, you can catch these colors anytime in the fall. But they are really at their best in October. The leaves are just starting to change in September and starting to fall en masse in November.

The best time to see fall foliage in New York is definitely October. If you love crisp mountain air and vibrant autumn colors, do your New York road trip in the fall!

Otherwise, you can really come at pretty much any time. Just keep in mind that New York is close to Canada, and the winters there can be very snowy.

Photo of some of the fall foliage in New York.

Stop 1: Begin Your New York Road Trip in Albany

As we mentioned above, we recommend beginning your New York road trip in Albany. You will typically find much less expensive rental rates here. The longer your road trip, the more important this factor is!

If you are flying in elsewhere, you should still consider adding Albany to your road trip stops. Albany is actually New York state’s capital. If you thought it was New York City, you are not alone.

Albany is also home to the oldest state museum in the entire USA. (Spy it later in our recommended things to do in Albany!) If you are interested in New York because you are interested in history, Albany is a must-see.

Photo of beautiful landscaping in Albany.

Things to Do in Albany

New york state museum.

The only day you cannot visit the New York State Museum , otherwise known as the oldest state museum in the US is Mondays. Otherwise, come any day to check out this impressive tribute to United States history.

History is not the only thing this museum has going for it. It is also renowned for its displays of art and science. All three things go hand in hand in this beautiful reminder of days forgotten.

If museum-going is your cup of tea, you can also check out the Albany Institute of History and Art . Both museums are free!

Albany Pine Bush Reserve

For a bit of an escape, visit the Albany Pine Bush Reserve . This pine habitat hosts upwards of 1500 plant and animal species!

Even though it is dedicated to protecting a number of endangered species, there is plenty of room for humans here. Hike and bike on the dedicated trails to your heart’s content and check out all the wildlife along the way!

Horseback rides are another feature of this beautiful place. If you are doing your New York road trip in the Winter, you can also ski in the Albany Pine Bush Reserve.

You can also check out the Corning Preserve for more outdoor adventures in Albany.

Photo of Albany New York.

Corning Tower Observation Deck

You can see all kinds of famous New York sites from the Corning Tower Observation Deck . It is a great way to get some striking views without having to hike to them.

Honestly, the Corning Tower Observation Deck is a good reminder of the convenience of Albany. Just like you can see the Adirondack Mountains and the Catskills from here, you can also visit them relatively easily.

Albany makes a good home base if you want to stay in one place and visit everywhere else from there. But if you are just stopping here, check out the Corning Tower Observation Deck to get a taste of some of the other amazing stops on this New York road trip itinerary.

Places to Stay in Albany

Architectural beauty in historic neighborhood.

Honestly, the name of this place sells it. This place is a small private apartment for 1-2 people that you will have all to yourself.

The apartment has everything you need for a successful night’s stay. Including a kitchen, bedroom, and bathroom, you will love all the space.

Complete with plenty of windows to let in light and beautiful old architecture, you could hardly find a prettier place to stay.

Beautiful Albany apartment you can rent during your New York road trip.

Beautiful 3 Bedroom Spacious Apartment

This apartment is wonderful if you need room for more than two people. You can fit 6 people a night here! You can also cook for all 6 if you would like in the full kitchen!

It also boasts a charming sitting area in an enclosed front porch. The whole home can be yours as long as you want to stay in it.

And if you do not want to cook for 6 (or however many people are in your party) this place is also close to restaurants and shopping. With wi-fi, air conditioning, and free parking, it is hard to go wrong with this 3 bedroom apartment.

Photo of cute apartment for 6 for your New York road trip.

Stop 2: Take Your New York Road Trip to Hudson Valley

Hudson Valley is less of a city and more of an area. Albany is right on one the edge of it. New York City is on the other edge of it!

Visiting Hudson Valley is one of the best things to do in New York state. The Hudson River flows right through the valley, making it a lush and vibrant place.

Hudson Valley is also a must-see if you are interested in New York’s fall foliage. All the greenery of spring and summer turns into the most beautiful autumn colors you can imagine.

Outdoor adventures abound, as well as indoor retreats. There are tons of things to do in this iconic New York location. Some of our favorites are below!

Photo of Hudson Valley.

Things to Do in Hudson Valley

Hike the shawangunk mountains.

The Shawangunk Mountains reach heights of 150 feet. Not much when compared to the 14500 some odd feet of the Rockies, but then, there is not much that compares to that! It is one of the best hikes from NYC!

In New York you will find this height to be pretty standard. It is more of a rolling-hills type of area than Olympic peaks. This also means that the hiking around here is pretty do-able!

A variety of different trails exist throughout the Shawangunk Mountains. You can easily find one for your skill and expertise level!

Some lead to pristine cliff views, and some lead to waterfalls. There are even guided hikes available if you want to be sure not to get lost.

For a different hike, check out the Appalachian Trail in Bear Mountain . It is one of the most famous trails in New York, and features a stream along the way!

Brotherhood Winery

Along with being home to the oldest state museum, New York is also home to the United States’ oldest winery. Brotherhood Winery works hard to maintain its claim to fame and history.

Even if wine tasting is not really your thing, there are plenty of reasons to visit Brotherhood Winery! From on-site tours to live music, this place has a lot to offer.

They can even guide you toward other fun activities to participate in while visiting the valley. One of these things is hot air balloon rides!

Photo of Woodstock New York.

We cannot mention Hudson Valley without mentioning Woodstock ! The world-famous site of the 1969 music festival is ready for you to visit on your New York road trip!

The festival was actually held in Bethel, not in Woodstock as you might expect. Both towns have a ton of history regarding the event though.

Woodstock still hosts several music festivals a year. You will love the artsy, indie vibe wherever you go in this historic town.

Places to Stay in Hudson Valley

Willow treehouse.

Folks, if you are going to dump a chunk of change into lodging anywhere, this is the place to do it! Seriously! Stay in the Willow Treehouse by night, swim in its pond by day…

This, friends, is what dreams are made of.

You will not even have to worry about roughing it here. The treehouse has a bedroom, bathroom, and even a small kitchenette!  And just outside there is a Swedish hot tub!

If you can afford it, you absolutely will not regret staying here.

Photo of a tree house where you can stay on your New York road trip.

Rushing Rapids Cottage

For a much less expensive option that is still wonderfully charming, check out the Rushing Rapids Cottage .

With a cozy reading nook, a sunroom filled with plants, and an outdoor patio shower, there is a lot to love about this place. They also provide laundry facilities, wi-fi, and an eat-in kitchen.

Along with all of that, you will be able to spy a ton of different species of birds from this location. It is a great place to get a good night’s sleep, and to watch some wildlife!

Photo of rushing rapids cottage, a great place to stay during your New York road trip.

Stop 3: New York City, of Course

If you are looking for an upstate New York road trip itinerary, just skip this stop. However, if you are interested in spending some time in one of the greatest cities in the world, hop on down to New York City!

The hustle and bustle of the city is a stark contrast to many of the other stops we have listed. Nature is fantastic, but it is okay to appreciate the city too!

New York is home to amazing history, fashion, and culture. It is a true melting pot, and there is no end to the variety of experiences to be had.

You could spend weeks here and never run out of things to do. However, if you are wanting to get in, see some marvelous things, and get out, we have listed our favorite activities below.

New York has its classics, like the Met, Statue of Liberty, and the Empire State Building. We do not have them listed below–not because they are not noteworthy, but because we wanted to share some exciting experiences that you might not have already thought of on your own.

Photo of New York City.

Things to Do in NYC

The high line.

If you are looking for something unexpected, and yet still whole-heartedly NYC, you will love The High Line .

Once a railroad used to transport freight through the city, it fell into disrepair as other railways and options like trucking came into use. Rather than demolishing it to make way for something new, New York rallied to make it into the park and walkway that it is today.

When you visit you will be able to see the old tracks where the railroad still stands. However, they have become newly furnished with greenery and walking paths. The walking paths are aesthetic works of wonder themselves, with outlooks that feature not only the railroad but the city itself.

There really is not anything like this in the world. It is a must-see if you want to get out of the usual New York City road trip rut.

Top of the Rock

If you want the views of the Empire State Building but better, check out the Top of the Rock . Seriously, people really do prefer the Manhattan views here and they are not wrong.

Like the Empire State Building, you will have 360-degree views of the city. Also, like the Empire State Building, there is a queued entry for this view. However, the observation deck is much larger and wait times and queues tend to be much shorter.

The Top of the Rock does have something that the Empire State Building does not (besides just shorter wait times), and that is a stunning view of Central Park.

You will find the Top of the Rock in Rockefeller Square, at the Art Deco Skyscraper.

Another photo of New York City.

Bryant Park

Once Bryant Park was known for drug use and prostitution but it went through a complete overhaul in the 1990s. This was also the same era that led to the High Line becoming the park it is today.

Now, this park flourishes on top of an underground portion of the famous New York Public Library . You can visit both in the same outing!

Shops and cafes share the outdoor essence and vibe of Bryant Park and make it a treat to stroll through. It also boasts classes and activities for all ages. Check out their website to see what they have going on during your New York road trip!

St Patrick’s Cathedral

Alright, so St Patrick’s Cathedral is a little bit of a classic New York Road Trip stop. However, when you are thinking of exceptional places to go in New York City a church might not be the first thing you come up with.

We had to list it because it is a marvelous experience. Although they do not offer tours anytime that Mass is being held, you can check out this historical building any other time during their open hours.

Built in 1878, St Patrick’s Cathedral is an architectural work of wonder. Even if you just go for a walk around the perimeter, the building alone is a sight to behold and an experience you will not forget.

Places to Stay in NYC

Bright & airy in highland park.

You can have an entire Brooklyn apartment to yourself at Bright & Airy in Highland Park ! With two bedrooms, it is equipped to sleep up to three people.

This apartment has a good location for accessing public transportation. While Brooklyn is a little bit removed from New York’s most famous sites, you can easily access them from this apartment thanks to New York’s above-average public transportation. That being said, you will still want to give yourself a good amount of time to get to your destinations.

Enjoy the free wi-fi, washer and dryer, and delightful sunroom to your heart’s content in this wonderful apartment.

Photo of apartment in Brooklyn where you can stay during your New York road trip.

Luxury NYC 2 Bed, Corner of Central Park

If you want to stay right in the heart of New York City, this Luxury NYC 2 Bed condo is for you! It is more of a studio-type setup, with one bed in the living room and another in the entry room.

However, it still comes with a complete kitchen and bathroom. And, of course, wi-fi! What else could you need?

Even better, it is located right on the corner of Central Park!!! The pricing is very budget-friendly, and you are sure to be able to see all of the sites without having to spend half your day traveling! You can actually just walk to most of NYC’s most famous places from here.

Photo of apartment near Central Park.

Stop 4: Drive On Up to the Catskill Mountains

Now that we have spent some time in the city, let’s take a drive through the mountains, shall we? The Catskills is where everyone goes when they need a break from the hustle and bustle of New York City. They are a timeless retreat of relaxation and recuperation.

Not to mention, they are not a far drive from New York City! You should reach them in just about two and a half hours.

With plenty of lakes and rivers, trees for days, and heaps of tranquility, the Catskills have everything you need to breathe easy for a little while. Even if you choose not to stop anywhere, there are some scenic drives in the area that are worth taking a diversion from your route of choice!

We have some of our favorite drives, along with some other things you can do in the Catskill Mountains below.

Photo of the Catskills.

Things to Do in the Catskill Mountains

Scenic drives.

There are few burdens that are not made lighter by a scenic mountain drive . New York’s Catskills are no stranger to this theology and are one of the best places to get a little mountain therapy in.

For a comprehensive drive that has everything from waterways to farm fields, we recommend the Catskill Mountains Scenic Byway. This road is 52 miles long and has everything a scenic drive enthusiast could ever ask for.

The Mountain Cloves Scenic Byway will take you back through Hudson Valley. It features the Kaaterskill Falls, which is otherwise known as New York’s tallest cascading waterfall! Stop along your drive for a zipline ride!

If you are doing your New York road trip in the fall for all the fall foliage, you need to drive Route 28-47-42-28A. It winds its way through some of New York’s prettiest forests.

Catskills Hiking

Where there are mountains, there are hiking trails . You will find plenty of them in the Catskills! With varying distances and difficulties, there is something for everyone.

Try the Frick Pond Loop for a 2-mile hike that is relatively short and easy. Sometimes the best hikes are the shortest ones. They get you in and out of nature before you can get tired of all the walking!

For a more challenging hike, try Kaaterskill Falls. It is only one mile long. The difficulty here comes in its steepness. Wear good shoes and prepare yourself to take some resting breaks along the way.

Overlook Trail is definitely more difficult and is 5 miles long. However, it also has a phenomenal reward: a remarkable view overlooking the Hudson Valley. Just bring water and good shoes, and keep an eye out for rattlesnakes.

Photo of a view over the Catskill Mountains.

Ride on the Catskill Mountain Railroad

When you have worn yourself out with hiking, check out the Catskill Mountain Railroad . Or, if you never intended to hike anyway, just head straight here!

The Catskill Mountain Railroad is a fabulous way to experience the Catskills without having to do all the driving or hiking yourself. You can just sit back and relax as the train takes you through the mountains and valleys, enjoying all the views from your comfy, cozy train seat.

Based out of Kingston, NY, it is pretty easy to drive to and even easier to experience. They have special events throughout the year to make it fun and exciting, which you can check out on their website .

Places to Stay Near the Catskill Mountains

Cozy catskills lakefront cottage.

For a lakeside retreat that will  not break your bank, you have to check out the  Cozy Catskills Lakefront Cottage !

This cozy cottage sleeps 4, has two bedrooms, and one bathroom. The kitchen comes fully stocked, and–get ready for this one–there is a washer and dryer! Being able to conveniently do laundry along the way makes packing for a road trip so much easier!

Even without the amazing amenities, the view would absolutely make this place worth the super reasonable price.

Photo of a lakeside cottage in the Catskills where you can stay during your New York road trip!

Catskill Village House

Another perfectly reasonable and very chic lodging option is the Catskill Village House . A beautiful apartment suite, this place is perfectly located to enjoy everything the Catskills have to offer.

Although it is one bed and one bath, the sofa is actually a sleeper sofa. This makes it so that the suite sleeps up to 4, but is perfectly comfortable for 1 or 2 as well.

Complete with wi-fi, heating and air-conditioning, and free parking, you could very well stay here for a long, long time.

Photo of an apartment in the Catskills, a wonderful stop in your New York road trip.

Stop 5: Ithaca Comes Next on Your New York Road Trip

Ithaca is a picturesque city in New York’s Finger Lakes region. On the edge of a lake, waterfalls abound in this pretty place.

A fun fact about Ithaca is that it is home to the ice cream sundae. One of the local churches still has “sundae Sundays” to commemorate this!

Ithaca is also home to the classic Ithaca Gun Company, which if you are a musical history buff, you will recognize as the gun of choice of none other than Annie Oakley of Annie Get Your Gun fame. The factory is now gone, but the city remembers it fondly.

You also might recognize the local Ivy League School, Cornell. Ithaca has several claims to fame, but this is the one most people are familiar with. The Finger Lakes Region has so much to offer!

Overall, even if you do not spend much time in Ithaca, it is worth driving through during your New York road trip.

Photo of Ithaca.

Things to Do in Ithaca

Waterfalls, waterfalls, waterfalls.

Ithaca has so many waterfalls that you can go on waterfall tours. There are more than 100 waterfalls within a few miles of the city!

Ithaca’s most famous waterfall shares its name–Ithaca Waterfall. It is located right inside the city. You do not have to go for a lengthy hike to reach this one!

If you are interested in a bit of a hike, check out Taughannock Waterfall. The hikes that feature this wonder of nature range between a little over a half a mile to a mile and a half.

Buttermilk Falls has a few trails of its own, all about the same length as the ones for Taughannock Waterfall. You do not have to expend a ton of energy or effort to see waterfalls in Ithaca!

Swim in Cayuga Lake

Cayuga Lake is the lake Ithaca is built next to. It is the longest Finger Lake, and it offers astonishing views no matter which dock or beach you are accessing it from.

If you are planning to swim in Cayuga Lake, check to make sure that swimming is allowed in the area you are going to. Some areas are reserved just for boating.

You can swim at the Taughannock park, which is super convenient if you are planning to check out the waterfall! Another place you can swim is Myers Park. Swimming is very much a seasonal thing this far north, so plan accordingly.

For boating check out the Allan H Treman State Marine Park. This is one of those places reserved for boating, and swimming is not permitted here.

Photo of a waterfall near Ithaca.

Downtown Ithaca

For a little more of an urban pursuit, visit Downtown Ithaca . Charming and inviting, Ithaca’s city scene is full of delicious restaurants and eateries. Shops offer everything from local artwork to curated imported goods.

Downtown Ithaca is also home to many of the city’s colorful and exciting festivals. Favorites include the Ithaca Festival and the Downtown Ithaca Apple Harvest Festival.

Ithaca has niche festivals too. The city prides itself on its art and culture, and you will find this reflected in their celebrations.

Places to Stay in Ithaca

Charming lakeview cottages.

If you have come to Ithaca because you love the lake, why not stay the night right next to it? The Charming Lakeview Cottages offers just that!

Once used as a lighthouse, and then as a railroad switchback, the property has a dreamy history to match its perfectly ethereal location.

While this apartment does not offer a full kitchen, it does have a mini-fridge, toaster, and coffee maker. The bedroom is accessed via a ladder, something to keep in mind if this might be a problem for you.

Charming Lakeview Cottages does come with wifi, heating, and air conditioning. Reasonably priced, it is a beautiful place to spend the night in Ithaca.

Photo of a cozy cottage in Ithaca where you can stay during your New York road trip.

The Carriage House Downtown

Alright folks, prepare yourself. The Carriage House Downtown has a spiral staircase. A spiral staircase!!!

If that is not enough for you, maybe the modern aesthetic, the full kitchen, or the two bedrooms with room for 4 will persuade you. Still not enough? Consider that this apartment is located in Downtown Ithaca!

Ithaca has two stellar locations as far as we are concerned–the lake and Downtown. The Carriage House Downtown puts you right in the middle of the city with easy access to everything it has to offer!

It also has wifi, heating and air conditioning, and laundry machines! You can also park for free, which is always a nice perk when you are staying in the middle of a city!

Photo of an apartment in Downtown Ithaca where you can stay during your New York road trip.

Stop 6: Give Your New York Road Trip a Breather in Watkins Glen

Watkins Glen is a village located within the New York towns of Reading and Dix. With only about 2000 residents, it is definitely a change of pace after Ithaca.

A canal goes right through the village, creating a pretty waterway for the quaint village.  At the bottom of the village, it becomes Watkins Glen State Park. This state park extends into the woodlands beyond.

Watkins Glen is also home to racing fans! With a street track and a raceway, Watkins Glen is no stranger to NASCAR. It is also where the first road race took place after World War II.

There are not many places like Watkins Glen. Stop here for a little something different and a breath of fresh air.

Photo of a waterfall in Watkins Glen State Park.

Things to Do in Watkins Glen

Watkins glen state park.

Of course, we have to recommend the state park! You can hike through the whole thing in less than 3 miles, and see 19 waterfalls along the way!

The state park is  not  a winter activity, but it is great at any other time of year! The streams flow at their strongest in the Spring, and the fall foliage is on point in the autumn!

Another thing that Watkins Glen State Park has going for it is that it is pet friendly. A lot of outdoor places are closed to pets in New York, but you can bring your furry companion here!

Watkins Glen International

You can watch the racing in Watkins Glen, or you can do the racing at Watkins Glen International . It is New York’s only NASCAR raceway.

When NASCAR is not running races though, you can drive it yourself! You do have to be 18 and have to have a driver’s license to do so.

Watkins Glen International also hosts a multitude of festivals and activities throughout the year. It is a hotspot for fun in Watkins Glen.

Photo of a race car in Watkins Glen.

Seneca Lake Wine Trail

We just have to ask–where else can you go to a NASCAR race, see 19 waterfalls, and also go wine tasting all in the same day? Watkins Glen is a seriously multi-faceted place.

The Seneca Lake Wine Trail takes you through Watkins Glen’s very own vineyard, and you get to taste locally produced wine along the way!

They also offer food-themed weekend events, including the Pasta & Wine Weekend, and the Spring Wine & Cheese Weekend.

Places to Stay Near Watkins Glen

Spacious sanctuary in the heart of wine country.

Speaking of wine, check out this Spacious Sanctuary in the Heart of Wine Country . You might not think this kind of tranquility would be available in a town that raves about its NASCAR racing, but they coexist beautifully side by side.

It is also a short walk from Watkins Glen State Park. If you are looking for peace and relaxation, this is the place to do it.

The downstairs apartment has wifi, air conditioning, and a fireplace. It sleeps up to six people at a time.

Photo of a great place to stay during your New York road trip.

Studio Apartment with View of Lamoka Lake

If a lakeside retreat is more to your taste than wine country, you will love staying at the Studio Apartment with View of Lamoka Lake . It may be a studio apartment, but it sleeps up to 4 and is a nice lodging option for your New York road trip.

Go kayaking with the provided kayaks during your stay, right off the docks located on the property. Roast marshmallows in the fire ring, or grill up some freshly caught fish on the provided gas grill.

Please note that this location does require you to have your own sheets and towels. They provide so many other lovely amenities that this is hardly a deal-breaker, just something to be prepared for if you choose to stay here.

Photo of studio apartment on Lake Lamoka.

Stop 7: Hello Buffalo!

People often visit Buffalo to visit Niagara Falls, but we have them listed as separate stops. You can absolutely combine them. People do all the time!

We just did not want to leave out important details about either in favor of combining them. Both are worthwhile in their own right.

Buffalo is a beautiful city. After the small town ways of Watkins Glen, and even of Ithaca to some degree, Buffalo is a true city again with over a million residents.

We cannot blame all the people who want to live there–being a quick 25-minute hop from Niagara Falls is nothing to snuff at. And, as we said, Buffalo is stunning in and of itself.

Photo of the city of Buffalo.

Things to Do in Buffalo

Buffalo & erie county botanical gardens.

City gardens can be some of the best gardens. When people are surrounded by traffic and business on all sides, it drives them to their creative roots.

This is definitely the case for Buffalo & Erie County Botanical Gardens ! It is a beautiful urban escape into nature.

The Botanical Gardens feature a lot more than just plants too. You will find festivals, classes, art shows, and can even host your wedding there!

Erie Basin Marina

The Erie Basin Marina is one of the finest marinas in New York. While the Catskill mountains and Ithaca waterfalls have an abundance of serenity, the Erie Basin Marina has a peacefulness of its own.

Go kayaking on the lake, or take some time to survey your surroundings from the observation tower. Or simply go for a walk along the waterside.

You are sure to find something you will love in the marina’s shops and restaurants. There is also a garden to visit if you are craving some more beautiful nature after the Botanical Gardens mentioned above.

Photo of Buffalo skyline.

West Side Bazaar

Buffalo’s West Side Bazaar is an awesome representation of the cultural diversity of the area. The West Side Bazaar is a spectacular combination of nine different restaurants.

None of the restaurants are alike, and you will have a hard time choosing where to eat! Featuring everything from Ethiopian food to Thai, there is no end to the flavors you can find here.

The West Side Bazaar also offers retail shops and vendors. It is a place where you could spend a few minutes or a few days.

Places to Stay in Buffalo

Heart of elmwood.

For a classic apartment located right in the city, check out the Heart of Elmwood . While it is in a busy part of Buffalo, it is inside an apartment complex and will give you all the privacy you need.

The main bedroom has a queen bed, and the couch in the common area pulls out into another queen bed. That means that as long as you are okay with getting cozy, you can lodge up to 4 in this apartment. However, it is also perfect for one or two!

You will have access to wi-fi, and the TV comes with Hulu and Netflix so that you can log into your accounts. Park for free in the parking lot, or utilize the city’s awesome public transportation.

Photo of apartment in Buffalo, a great stop on your New York Road Trip.

Upper Studio

For those interested in staying in the artsy, college part of town, check out this Upper Studio in Allentown. The house itself is a bit of art. It was built in 1852.

This is a studio apartment on the upper level of a home. As such, the entrance is located in the back and up some stairs. However, as long as you are okay with stairs, it is still reasonably accessible.

Outfitted for two people maximum, the apartment is ideally located to see some of the prettiest parts of the neighborhood of Allentown. It is also quite close to a subway station so that you can get around the city without having to drive yourself.

With a kitchen, wifi, and cable TV, the Upper Studio has everything you need.

Photo of a studio apartment in Allentown, one of Buffalo's artsiest neighborhoods.

Stop 8: Niagara Falls Will Take Your Breath Away

It is a rare person who has not heard of the famous Niagara Falls. Whether you view it from the Canadian side, or the US side you are in for a treat!

Of course, since this is a New York road trip, we recommend approaching from the US side. But there are plenty of ways to view the Canadian side approaching from the US, you just have to pay for them.

You will need to bring your passport with you if you want a view from the top of the Canadian side. Any crossing between the US and Canadian border requires a passport.

However, if you do not have one or do not bring it with you, you will still be able to have a fantastic experience at Niagara Falls!

Photo of Niagara Falls.

Things to Do at Niagara Falls

Maid of the mist.

If you are going to do any boat tour of Niagara Falls, it has to be Maid of the Mist .  This boat ride gives you an up-close and personal experience of Niagara Falls.

Departing from the US side of the falls, the Maid of the Mist is a fantastic way to explore one of the most famous waterfalls in the world. You will get a chance to observe the Canadian side of the falls as well as the US side.

The tickets are a little pricey at nearly $23 per adult, but if you are going to spend your money on anything during your New York road trip, this just might be the place to do it!

Niagara Falls Hiking

Did you know that you can hike around Niagara Falls? Because you can! There are a variety of trails too, so not to worry if difficult and dangerous hikes are not your thing.

The Great Gorge Scenic Overlook Hike is a wonderful hike one for all ages and skillsets! It will not take you more than an hour and will reward you with some amazing views.

Another fun option is the Goat Island Scenic Walk . Only two miles round trip, this walkway will bring you very close to the falls. This one is quite popular, so we recommend coming earlier or later in the day.

Whichever hike you choose to go on, make sure you wear sturdy shoes and bring a poncho. All of Niagara Falls’ hikes feature the falls and have a lot of opportunities for getting a little wet.

Photo of a boat at Niagara Falls.

Old Fort Niagara

If you thought you were coming to Niagara Falls strictly to experience the falls, think again. We mean, obviously the falls are the most important part. You are not wrong about that.

But once you finish exploring those you have got to visit Old Fort Niagara . Home to some of the oldest American history in West New York, the fort played major roles in the Frend & Indian War, as well as the American Revolutionary War.

It is also another classic example of local people banding together to save something important. Rather than letting it fall into complete disrepair and ruin, nearby locals saved the fort in 1927.

It was turned restored and turned into a museum over the next several years and has been serving as such ever since.

Places to Stay Near Niagara Falls

Niagara falls (usa) minutes to everything.

This Niagara Falls home is the epitome of why we love Air BnB–you can rent the entire home. The entire home! And it still costs less than a hotel would!

Not only that, but it is within just a few minutes of the falls. This home sleeps up to six people at a time, just be sure to give the host a head’s up if that is how many people are in your party.

You will not want for anything while you are here either. It comes with all the usual amenities: a kitchen, TV, wifi, and free parking.

Photo of a home in Niagara Falls where you can stay during your New York road trip.

The Lil’ Cozy on Ferry Ave

You cannot beat the Lil’ Cozy on Ferry Ave for location. It takes the cake for the cutest name ever as well! The Lil’ Cozy itself is pretty dang adorable.

Stay in this delightful place and you will be able to bring 2 or 3 buddies with you. Within walking distance of the falls, it is the perfect place to decompress after an exciting day boating, hiking, or otherwise exploring.

Complete with a kitchen, wifi, laundry facilities, and a TV, you can relax even longer than you explore!

Photo of the Lil' Cozy, the cutest place you might stay at during your New York road trip.

Stop 9: Remember Rochester!

Rochester does not make it on many New York road trip itineraries, and we are not sure why! It is a charming small city of about 200,000. The metropolitan area is much bigger though and has about a million people in the whole area.

With Lake Ontario to the North and Canada beyond that, Rochester has a vibe all of its own. Even though it is the third-largest city in New York, the outdoor scene is very much a part of Rochester.

Rochester also has a lot of history, and although it is not all pretty, some of it is very important. It is the scene of the 1964 Rochester Race Riot, which led to police policy reappraisal at the time.

You might not expect it as you walk through the calm city today, but Rochester has been at the forefront of a lot of important movements for civil rights. It was a hotspot for the Underground Railroad, and both Susan B. Anthony and Frederick Douglas are buried in one of the city’s cemeteries.

Photo of the city of Rochester.

Things to Do in Rochester

Susan b. anthony house.

Did you know that Susan B. Anthony and Frederick Douglas were actually friends? Go to her old home and you will find a picture of him there. Not because he was also a big deal, but because the two supported each other in their quests for civil rights.

Susan B. Anthony’s name is typically connected with the suffrage movement. She was also an active supporter of the abolitionist and temperance movements.

You will find evidence of her multiple pursuits in her home when you visit. It was turned into a museum after her death and is a fantastic monument to those who have fought for American freedom in eras gone by.

Sodus Point

Sodus Point is no stranger to change and adaptation. A little village located inside Rochester, Sodus Point is bordered on three sides by Lake Ontario.

The village was destroyed in the war of 1812 and rebuilt after into a place of commerce with a busy port on Lake Ontario. However, when trade shifted elsewhere Sodus Point rebuilt itself once more into a cute vacation town.

To this day Sodus Point is a quaint, bright place of revival and relaxation. With Lake Ontario so close, the waterside vacation ambiance is present in every bit of the place.

It even has its own beach! Check out Sodus Point Beach Park for a day of sandy sun.

Photo of downtown Rochester.

Highland Park

If you are not planning on spending a lot of time in Rochester but want to pack in as much as possible, check out Highland Park . It has a castle, Vietnam War memorial, hiking paths, and mind-blowing landscaping to top it all off.

Whether you have an hour or a day, Highland Park will not disappoint. With more than 500 types of flowering shrubs alone, you will be hard pressed to find something you do not love.

In addition to all that, Highland Park is home to a number of festivals and events throughout the year. The most famous one is the Lilac Festival which happens every May.

Rochester International Jazz Festival

Jazz is one of those purely American things that the entire world has latched onto. The Rochester International Jazz Festival is a celebration of Jazz’s roots and global reach.

More than just a multi-artist, multi-day concert, the Rochester International Jazz Festival also has workshops for those learning and perfecting their Jazz craft. Famous Jazz musicians and local artists alike come together to share their love of Jazz.

This festival takes over a good part of the city, offering multiple venues to enjoy the classically American music. We highly recommend checking it out if your New York road trip coincides with the festival!

Places to Stay in Rochester

Private sanctuary on irondequoit bay.

“Private Sanctuary” describes this Air BnB perfectly. The Private Santuary on Irondequoit Bay is a refuge right next to Lake Ontario. However, it still manages to be close enough to the heart of the city to access everything you need.

With access to the lake right next to the apartment, you can spend all your time in Rochester on the water if you want! You will also have access to the gym on the bottom floor of the building if you would like to get a workout in during your New York road trip!

This apartment has room for up to three people. Along with heating and air conditioning, the kitchen and wifi provide everything you need to feel right at home.

Photo of a serene apartment in Rochester where you can stay during your New York road trip.

Whole Apartment Off Monroe Ave

For a whole lot of room for an excellent price, check out the Whole Apartment off Monroe Ave .  This two-bedroom apartment packs a punch with room for 8.

Each bedroom has a queen bed along with a sofa bed or inflatable air mattress–put two people in each bed and you have 8! You might be able to find lodging for 8 elsewhere, but we seriously challenge you to find it at this level of quality for this price!

Complete with cable TV, wifi, free parking, and even laundry facilities, this apartment is the place to stay if you are road tripping with a group.

Photo of an apartment with room for you and all your friends on your New York road trip.

Stop 10: Do Not Miss the Adirondack Mountains

A few years ago, give or take 5 million, some glaciers carved their way through what is now New York state. And by “give or take”, we mean, it was about 5 million years ago.

One of the results of that glacial migration is what is now the Adirondack Mountains. They are a series of peaks ranging from 1200 to 5000+ feet tall.

From the tallest Adirondack peak, Mount Marcy, flows the source of the Hudson River. Lake Tear of the Clouds is aptly named and is the highest lake in New York at 4292 feet.

Not only are the Adirondack Mountains the site of impressive geological history, but they are also a hot spot for tourism, relaxation, and fun. There are a number of towns scattered throughout the area, each with its own brand of adventure. You will not be disappointed if you add this stop to your New York road trip.

Photo of the Adirondack Mountains.

Things to Do at the Adirondack Mountains

Where there are mountains, there are hikes. While an argument could be made that hikes are just glorified walks, there are few places as pretty as the Adirondack Mountains to do a glorified (and sometimes kind of difficult) walk.

For an easy hike just over a mile round trip that ends in a beautiful waterfall, check out Auger Falls Loop . If you can walk a mile, you can do this hike. It is accessible, and kids as young as three can do it! (With close adult supervision, of course!)

If you want a little more of a challenge, try the Hadley Mountain Trail . If you have never hiked to a fire tower and can go just over three miles, you seriously should consider this opportunity. There is something about a view that puts you on the level of the treetops that just cannot be beaten.

Buck Mountain Trail is a great 7-mile trail for the avid hikers with a penchant for finding a good view. It even has blueberries near the summit! You just have to come in the right season (early summer) and beat all the other hikers (good luck).

Photo of seats the Adirondack Mountains.

Six Flags Great Escape & Splashwater Kingdom

Did you know that there is an amazing theme park located in the Adirondack Mountains? For some serious heights without nearly so much hiking, visit Six Flags Great Escape & Splashwater Kingdom .

It may not be your typical road trip stop, but it is an excellent way to quell the road trip drag. Sometimes the later half of a road trip can start to feel a bit mundane, and visiting Six Flags will absolutely change things up!

Six Flags Great Escape & Splashwater Kingdom features the usual roller coasters, carnival rides, and games. It also has a water park to help you cool down in the muggy New York summers.

Adirondack Scenic Railroad

The Adirondack Scenic Railroad began as a means of transportation through the mountains. A fabulously wealthy man, Dr. William Seward Webb, wanted a better way to access his hunting preserve and so financed the railroad.

Rich people–they are just something else.

The railroad still exists and is a fantastic diversion for your New York road trip. Let someone else do the driving for a bit and take a relaxing, beautiful trip on the Adirondack Scenic Railroad.

Places to Stay Near the Adirondack Mountains

Adirondack treehouse retreat.

We had to list another treehouse. We just had to. And the Adirondack Treehouse Retreat is even less expensive than the one we listed up in Hudson Valley!

This one still has its own bedroom and bathroom, although the bathroom is not connected to the treehouse. The kitchen is outside, but there is a kitchen!

Add to all that the whimsical spiral staircase and the loft, and you have a wonderful, beautiful place to stay the night!

Photo of another tree house where you can stay during your New York road trip.

Serene House at Lake Algonquin Getaway

With room for six and your very own lake, it is hard to beat the Serene House at Lake Algonquin Getaway !

Okay, okay, so the lake is not yours. It is difficult to access from the property, but there is a public beach within walking distance.

The Serene House gives you an opportunity to disconnect. While there is internet available, the location is pretty remote and the internet is not amazing. The only working cell provider in town in Verizon.

Some people might view these things as deterrents, but if you need a break from technology this is your chance! The location is beautiful, and the other amenities make up for the disconnect.

There is an indoor fireplace, a backyard and fire pit, and even cable TV. You will not be totally disconnected from the outside world here if you do not want to be!

Photo of the kitchen nook in a home you can rent in the Adirondack Mountains during your New York road trip.

Stop 11: Find Your Way to Syracuse

Syracuse has a fascinating history of industry and ingenuity.  It is a place of opposites, and you are sure to find things that pull you in.

One example of this is that Syracuse is home to Skaneateles Lake and Onondaga Lake. While the first is one of the cleanest lakes in the country and the source of drinking water for the city, the second is so polluted from decades of industrial dumping that it has yet to clear up.

However, the source of water for both lakes is pure, and both provide scenic walks and beauty to Syracuse. The city also has several different universities, which has contributed to its love of art and history.

Syracuse makes a great stop along your New York road trip. It is a beautiful city full of waterways, trees, culture, and life.

Photo of Syracuse.

Things to Do in Syracuse

Little italy.

One of the most fun things you can do in Syracuse is to visit Little Italy. This primarily Italian neighborhood pays tribute to its heritage and history with some of the finest shops and bakeries in the state.

Stop by Biscotti Cafe for a stellar breakfast, brunch, or snack! They have everything from Lobster Tails (the pastry, not the crustacean) to Cannolies. You will not be disappointed with anything you try from this lovely cafe.

For lunch try the Columbus Baking Company and Deli. They have been baking bread for more than 100 years, and have definitely honed their craft. Their sandwiches are divine and a great way to satisfy the midday hunger pangs.

When you are ready for dinner, try Francesca’s Cucina . This family restaurant that goes back generations and their recipes are ones that have withstood the test of time. Try their Utica Style Greens or their Lobster Ravioli for a dinner you will not forget.

Tree of 40 Fruits

After you check out Little Italy, if you are still hungry go check out the Tree of 40 Fruits at Syracuse University. Note the lack of plurality there–tree. One tree. That grows 40 fruits.

It blew our minds too, but it is real! Sam Van Aken, a professor of art at Syracuse University, came up with the idea to graft several different kinds of fruit onto a single tree back in 2008 and it worked!

Every spring it blooms in several different colors, and then fruits with everything from peaches to almonds. In 2011 it was dedicated as a symbol of acceptance during a 9/11 memorial event. Whether you come for the peculiarity or the ingenuity, it is a pretty cool attraction.

Photo of a waterfall in Syracuse.

New York State Fair

While every state has a fair, few state fairs rival the New York State Fair . It is the oldest state fair in the United States. Ideally located in Syracuse since 1890, the fair goes above and beyond to outdo itself every year.

Every year the state fair begins in August and ends on Labor Day. The only years it has been canceled for were 2020 for COVID-19, and between 1942 and 1947 when the fairgrounds were used as a World War II military base.

You will find all your favorite fair foods, vendors, and carnival rides if you take your New York road trip to the state fair. Stop at any of the live shows and you will be sure to enjoy yourself.

Places to Stay in Syracuse

Apartment near su & wescott.

Syracuse is central to New York, and it is only natural to stay in central Syracuse to truly be at the heart of everything! This Apartment Near SU & Wescot is a great place to stay if you want to be close to everything.

A remodeled third floor in a classic Victorian home, you will have all the privacy you want here. Spend the day in the city and come here for a convenient night’s sleep.

Enjoy the cable TV and wifi as you unwind from your day’s adventures. Use the kitchen to prepare and eat whatever you want if you are sick of eating out at this point in your New York road trip.

Photo of an apartment where you can stay in Syracuse during your New York road trip.

Country Farm Retreat

Located just outside of Syracuse you will find farm country. And in this rustic farm country, you will find the Country Farm Retreat . Trust us, this one is worth the drive.

You will have the entire house to yourself, and it sleeps up to 13! While there are only two bedrooms, the hosts offer plenty of pull-out couches and air mattresses to provide plenty of sleeping space!

Tons of room is not the Country Farm Retreat’s only perk. Far from it! There is also a jacuzzi, and outdoor hikes and trails run right through the back yard.

Enjoy your fresh country air with free wi-fi, a stocked kitchen, and a private shooting range. You can even arrange for shooting lessons!

Photo of country home just outside of Syracuse that you can rent during your New York road trip.

Stop 12: Stay a While in Saratoga Springs

Imagine, for a moment, the height of luxury in mid-1850’s America. Horse races, picnics on grassy lawns that spread for acres, natural springs with healing qualities… This is Saratoga Springs, New York.

Full of art, relaxation, and beauty, Saratoga Springs is a must-see during your New York road trip. You might feel as if you have stepped into a renaissance painting of an idyllic country afternoon.

Come to Saratoga Springs for all the rest and peace you are taking this road trip to find. Whether you go to the races, the spa, or just spend some time out in nature, this is what you have been waiting for.

Things to Do in Saratoga Springs

Saratoga spa state park.

Do not scroll past this if spas are not your thing! While the Saratoga Spa State Park certainly has spas, it has so much more!

To name a few things: the Saratoga Performing Arts Center, the National Museum of Dance, a pool complex, a golf course, and the Saratoga Automobile Museum.

Of course, if you love spas, definitely check out Roosevelt Baths and Spa. If you love outdoor relaxation, check out the Creekside Classroom for year-round nature excursions.

Basically, you can check pretty much any activity off your list when you visit the Saratoga Spa State Park. Whether you prefer to gain your serenity inside or outside, you will definitely find it here.

Photo of Saratoga Springs Spa State Park.

Saratoga Race Course

Horse racing has been a noble pursuit for centuries. The Saratoga Race Course pays tribute to the history behind the sport and also puts its own flair on the time-honored pursuit.

People come from all over the world to watch the races in Saratoga Springs. It is one of those things that is hard to understand until you have experienced it.

Like the New York State Fair in Syracuse, the Saratoga Race Course was the first horse racing course in the country. It is even rumored to be the United State’s oldest sporting venue!

You might already know you love a day at the races, or you might be wondering what all the fuss is about. Visit the races during your New York road trip to find out.

Check Out the Saratoga Monument

If you want a reasonable hike that gives a view of  alllllll the mountains, you want to check out the Saratoga Monument. It is one of those hikes that is made up of stairs rather than a dirt path. And at 190 stairs, it will still give you a challenge.

However, once you reach the top you will be able to see the Adirondack Mountains behind you, the Taconic Mountains out east, and the Helderberg Mountains down south.

The monument commemorates the surrender of a British general to an American general back in the American Revolutionary War.

Photo of Saratoga Springs Monument.

Places to Stay in Saratoga Springs

Romantic guest suite.

Your eye for lovely and delightful things will be absolutely charmed by the Romantic Guest Suite near Saratoga Springs . It is the place to stay if you want your lodging to reflect the tasteful tranquility of the city.

Complete with in-house spa treatments, walking trails, and horses, this suite has everything you need to enjoy your time in Saratoga Springs. Staying here is an activity and a treat in and of itself!

Spend your evenings overlooking the property from the screened-in porch or sitting by the candlelit fireplace. You will also have access to wifi and cable TV.

Photo of a romantic guest suite where you can stay in Saratoga Springs on your New York road trip.

Cozy Studio in the Heart of Saratoga Springs

For a cozier, less expensive option for two, check out the Cozy Studio in the Heart of Saratoga Springs . It may not be a romantic guest suite, but it has something the suite does not: laundry facilities!

This cozy studio is also ideally located. You can walk almost anywhere you want to go! Whether you have come for the races, the downtown scene, or the outdoor experiences, you can get to them easily from here.

You will have everything you need if you stay here during your New York road trip. The studio comes with wifi, TV, heating, and air conditioning. It is an excellent place to stay the night while in Saratoga Springs!

Photo of a beautiful studio in Saratoga Springs, where you can stay during your New York road trip.

Stop 13: End Your New York Road Trip Back in Albany

Our final stop is our first stop: Albany. As we mentioned above, it is a wonderfully central location with an international airport, making it a great starting and ending point.

It is not just the airport that makes it great though. If there is any stop you wish you would have spent more time at, it is easy to take a quick day trip from Albany to go back.

If you have the time, you might benefit from scheduling an extra day for the end of your road trip. This way you can go from Albany back to some of your favorite places.

After all, this is  your road trip. It is all about going to all the amazing places you have been dreaming of. You might not know which ones are your favorite until you have already visited!

Even if you do not have time to revisit them at the end of your road trip, you will have your memories forever. We hope you make some great ones during your New York road trip!

Photo of a road to travel during your New York road trip.

Let us know your favorite stops in the comments below. New York is a great state, with a ton of amazing places. Have fun road-tripping!

this airbnb in rome is super close to the spanish steps and the trevi fountain

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Travel New York Now

The Ultimate New York Road Trip Itinerary

Ready to plan to best every New York road trip itinerary? Umm, hell yeah you are. Because contrary to popular belief, there is WAY more to New York than just NYC.

Sure, NYC is nice but you kind of owe it to yourself to enjoy EVERYTHING that New York state has to offer.

Because between rolling hills, iconic metropolises, awe-inspiring waterfalls, and lakes that stretch out as far as the eye can see. New York really does have it all. I pinkie promise.

But, if you’re not from New York, it can be difficult (aka stressful) to figure out exactly where to start when planning a trip to the Empire state.

And that’s where I – and my tried and true New York road trip itinerary – come into play. I mean, I want to use my 30+ years of experience of traveling in New York to make your life a whole heck (only pretend I didn’t say heck) of a lot easier.

This way, you can quickly and easily all of the best landmarks in New York.

So, if you’re ready to experience New York like a REAL New Yorker, then onwards my friend as we swan dive into this New York road trip itinerary.

Trust me, it’s filled with TONS of insider tips and tricks to make your life 10,000 times easier. And yes, that is an exact number.

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Table of Contents

Traveling To New York

Fall foliage in the Adirondacks in New York

Thankfully, traveling to New York for your New York road trip itinerary is pretty dang easy.

After all, New York is home to no less than three major airports – JFK, Newark, and LaGuardia – that are all well connected both domestically and internationally.

Personally, I’d recommend flying into either JFK or LaGuardia since both are closer to NYC than Newark, which is actually in New Jersey.

From here, you can then spend a few days in NYC before starting your New York road trip itinerary.

Personally, I wouldn’t rent a car in NYC just because it can be super expensive.

Instead, I’d spend a few days in NYC, take the train/bus to the Catskills, and THEN rent a car upon arrival.

Now, to get to the Catskills – the first stop in this New York road trip itinerary – from NYC you have a couple of different options. You could:

Take the Train  – Take NJ Transit’s mainline or the Bergen County line from Penn Station and then transfer to Metro-North’s Port Jervis line to Otisville. Once at Otisville, you can use a rideshare service to take you to the nearest car rental service.

Take the Bus  – This option is a bit more straightforward. Basically, all you’d need to do is hop on an Adirondack-Pine Hills Trailways/Greyhound bus and take it to the Catskills. Yeah, it really is that easy since they depart from the Port Authority bus terminal in Mid-Town. Once there, you could again use a rideshare service to take you to the nearest car rental service.

Pro Tip:  I’d go by bus. It’s easier, only takes about 2.5 hours, and will only cost between $45 and $65 per person. You’ll also get dropped off at the Catskill Park and Ride which is in Catskill, NY, near exit 21 of the New York Thruway.

How to Get Around New York

Kaaterskills Waterfall in Catskills NY

There is no reason why you should EVER drive in New York City. No really, that is not an exaggeration.

Not only are parking spots hard to come by – with insane, totally different, super complicated parking laws are found on every street block – but traffic is awful and if you park in a garage, well, you’ll pay the equivalent of the GDP of a small(ish) country.

Translation? You’ll pay a lot. Like, $40+ an hour a lot.

So, yeah, never drive in NYC and ALWAYS take the subway. Or bus. But the subway is usually easier since there’s no traffic.

Once outside of NYC though, you’ll 110% need a car. Yeah, sorry but outside of NYC, New York’s public transportation system is notoriously terrible or non-existent.

In either case though, you’ll need a car any time you travel outside of NYC.

So, if you want to start in the Catskills like this New York road trip itinerary suggests, I’d take the bus from Port Authority to the Catskills and then rent a car upon arrival.

Car rental services in Catskill, NY are basically Hertz. Conversely, you could always do a rideshare to Kingston and check out Enterprise, Budget Car Rental, or Sensible Car Rental while you’re there.

Best Time to See Fall Foliage in New York

Vibrant fall foliage along a river in the Catskills. A great stop during your New York road trip itinerary.

Honestly, most people typically plan a New York road trip itinerary for the autumn since this is when vibrant foliage typically takes over the New York region.

So, if you’re lookin’ to do a wee bit of leaf peepin’, then consider planning your New York road trip for sometime in October.

Typically, fall foliage is JUST starting to come out in late September and then really takes over the region in October.

And depending on where you are in the state, fall foliage typically peaks in early October in the Adirondacks and around mid-October in the Catskills, which is much further South.

Below you’ll find two different totally amazing New York road trip itineraries that have ten amazing places in total.

Obviously, this is just a suggested NY road trip itinerary and it will vary based on your interests and how much time you have to spend in New York.

So, use this post as a rough guide and to help you plan one of many perfect road trips from NYC for you!

New York Road Trip Itinerary #1 – Headin’ Up North

New york road trip stop 1: catskills.

Bastion Falls surrounded by fall foliage in the Catskills region of New York.

First stop: the Catskills! And I truly love this region since everyone takes something different away from this vast area of natural beauty.

Will you go get lost in the woods? Or head up to the lake to catch fish for supper? Perhaps you’ll attempt to climb one of the many mountains in Catskills? The possibilities are endless!

Things To Do In The Catskills

Explore Catskill Park  – There are two lakes for water sports, over 120 miles of mountain bike trails, and 8 major hiking routes , including climbs up 5 of the 10 highest peaks in the Catskill Mountains. So, there’s plenty to do for anyone looking to get physical during their New York road trip itinerary!

Take in the view at Kaaterskill Falls  – See this beautiful natural marvel in its full glory, as water drops down over 260 feet at the highest waterfall in New York State! This gorgeous site has captured the hearts and minds of painters and poets for hundreds of years. It also happens to be one of the best waterfalls in New York  State!

What To Eat In The Catskills:

Binnekill Tavern  – If fine dining is yo’ thang, head over to Margaretville and grab yourself some top-level dishes at the Binnekill Tavern. Re-opened in 2018 with a new highly acclaimed chef, this Catskills institution will make you want to come back again and again! I recommend the schnitzel – it’s a local specialty!

Gracie’s Luncheonette  – If you feel the need to chow down on some good ol’ comfort food, but with a southern twist, look no further than Gracie’s Luncheonette in Leeds.

Feel-good food is the top priority here, with all-day breakfasts, fry baskets, hamburgers, and sandwiches aplenty. You might have to roll me on over to the next stop after a meal here!

Where To Stay In The Catskills: 

Mountain Treasure Bed & Breakfast  (Maplecrest)  – The scenery alone makes this place a pleasure to stay in! Add in spacious rooms, cozy furniture, cute fire pits, and an adorable gazebo, and you could convince me that  Mountain Treasure  might have been plucked straight out of a fairytale!

Antique Rose Inn  (Windham)  – With interiors like this, you’ll find it hard to head outdoors.  The Antique Rose Inn  also offers wood-paneled walls, provides personally tailored breakfasts, and has beautiful gardens surrounding Victorian-style architecture.

There’s also a wrap-around terrace that is perfect for sitting and watching the evening sunset with a cup of warm cocoa – or a cool beer, depending on when you stay

New York Road Trip Stop 2: Albany

Exterior of the New York State Capitol Building in Albany

Time to head further up the highway! Because believe it or not, Albany has a rich history, and it shows in every part of the city.

From the nightlife to the wineries and breweries, to the live performances, to the county fairs, there’s something for everyone who comes to visit. If you are one of those people who love the great outdoors, you can even chase waterfalls near Albany!

Things To Do In Albany

Head to the State Capitol  – Trust me – you can’t miss it! This five-story, hugely ornate building took over thirty years to build. But it looks like it was worth it!

And as the focal point of the Empire State Plaza in Capitol Park, the building is listed on the National Register of Historic Places. Also be sure to take a tour so that you can explore to the vast interior too!

Albany Institute of History and Art  – Put those thinking caps on, y’all! This is one of the oldest museums in the US, and has over 20,000 different pieces on display, including paintings, sculptures, historical artifacts, and more!

What To Eat In Albany:

Sam’s Italian American  – This family-owned Albany mainstay has been serving customers for four generations. So, if you want to get your Italian pasta fix, Sam’s is the place for you.

The portions are huge, the menu is long, and by the end of your meal, you’ll feel like you just had dinner at your favorite Italian grandma’s house!

Cheesecake Machismo  – Need to satisfy that sweet tooth? Then head over to this epic place on Hamilton Street. it’s a quirky bakery that will ensure that you remember your New York road trip itinerary for years to come! Cherry Amaretto, Bavarian creme, green tea with chocolate…

Whatever you decide on, buy it by the slice or pick up a whole cheesecake for the road!

Where To Stay In Albany

Oakcliff Bed & Breakfast  (Halfmoon)  – Built in the style of Greek revival architecture,  Oakcliff Bed & Breakfast  will make you feel like royalty. Seriously, whether you’re resting your head in a four-poster bed or admiring the grand piano in the lounge, you’ll never not be in the lap of luxury here!

Olde Judge Mansion B&B  (Troy)  – This striking gothic-Victorian style building feels like something out of a game of Clue if the staff weren’t so welcoming and hospitable! Guests will also be treated to ornate furnishings and delicious home-cooked breakfasts. The only question is, will you entertain yourself in the poker room or in the parlor?

New York Road Trip Stop 3: Saratoga Springs

new york to maine road trip itinerary

No New York road trip would be complete without a visit to Saratoga Springs. And I’ve talked a lot about it a lot before in my article about  25 amazing things to do in Saratoga Springs, NY !

Because from thrilling horse racing to charming Greek Revival-style homes, Saratoga Springs brings its A-game to anyone who crosses its welcoming borders!

Things To Do In Saratoga Springs

Saratoga Spa State Park  – You could spend your entire stay in Saratoga Springs inside Saratoga Spa State Park and not run out of things to do. I mean, hiking, fishing, swimming, spa treatments (of course), museums, and even golf are just some of the things you can do here. The hikes in Saratoga Springs are mind blowing! There are also tons of food venues so you won’t go hungry either.

Ride the historic carousel in Congress Park  – Take a blast from the entertainment past with this 120-year-old wooden merry-go-round! The original hand-carved animals are still in place, and will take you back to the good ol’ days as you bop up and down in style!

What To Eat In Saratoga Springs

Osteria Danny  – Just around the corner from Congress Park is this delightful Italian restaurant. Fill your belly with such delights as bacon-crusted cod, lobster bolognese, or a wealth of vegan and gluten-free dishes, which are all sure to fortify you during your awesome New York road trip itinerary!

Sushi Thai Garden  – Or if you’re feeling like you want some Asian cuisine, Sushi Thai Garden will be able to provide you with delicious sushi featuring all kinds of seafood, including salmon, crab, tuna, mussels, and octopus.

They also serve a whole host of different Thai curries, with fried rice and noodle dishes available too.

Where To Stay In Saratoga Springs

Adelphi Hotel  (Saratoga Springs)  – Looking for some luxury during your NY road trip itinerary? Well, then this place will blow you away. It features spacious rooms with breathtaking views of the city (make sure you book a room with a balcony!), beautiful furnishings, and top-quality service.

Some say it’s also one of the  most haunted hotels in New York , but don’t let things that go bump in the night spoil your stay!

Ann’s Washington Inn  (Saratoga Springs)  – If you’re in the mood for more of a quiet, peaceful night’s sleep, head on over to Ann’s Washington Inn. This delightful guest house comes with lush gardens and terraces on which to sit, have a drink and relax.

It’s no wonder plenty of couples decide to host their weddings here – it’s a place where you’re guaranteed to have a good time (and a comfy bed afterward)!

New York Road Trip Stop 4: Lake George

View of Lake George and mountains with two parasailing persons in the foreground.

It’s time for a tan! Or in my case, a mild change in my pasty white, white complexion! And the one place I like to pretend to tan is Million Dollar Beach.

But, this beautiful natural oasis is just one of the many things that attract road trippers to Lake George every year. And there’s no reason for you to miss out either.

Because this top NY road trip destination is more than just a big body of water – there’s historical forts, rail bikes, a huge amusement park, need I say more?

Things To Do In Lake George

Take an authentic steamboat cruise on Lake George  – Get out on that water, yo! After all, this town is named after the lake for a reason, and you should definitely head onto one of their local steamboats – especially the Minne Ha Ha Paddlewheel! – to enjoy one of the oldest pastimes in the USA.

House of Frankenstein Wax Museum  – Wax figures? Check. Movie monsters? Double-check. The ultimate creepiness collection? Check check and CHECK! If you’re after some scares during your ultimate New York road trip itinerary, this house of horrors will definitely scratch that itch. Be warned: not all of the wax statues stay still ….

What to eat in Lake George

The Garrison Restaurant and Bar  – For great food and great company, head to the Garrison, just around the corner from Million Dollar Beach. This all-American bar and grill boasts live music, patio seating, and a huge menu full of satisfying pub grub. Plus, there’s plenty of craft beers on tap!

The Boathouse Restaurant  – For the best in waterfront dining that Lake George has to offer, this former boathouse (who would have guessed?) provides high-stacked burgers, tasty steaks, the freshest seafood, and a whole host of other dishes that will kick your New York road trip up an extra notch!

Where To Stay In Lake George

Inn on the Hill  (Lake George)  – This place has everything you could want from a comfortable night’s stay, with modern furnishings and the added bonus of an outdoor pool.  Umm, hi. Sign me up, please! Plus, it’s just a stone’s throw from Lake George itself, meaning you can head straight out onto the water easily.

The Inn at Erlowest  (Lake George) –  I’ll admit it, this place comes with a hefty price tag. But when you want luxury, this is the place to measure it by. This beautiful stone building comes with HUGE rooms, some even with a fireplace or a jacuzzi, and excellent views of the lake, so your breakfast scenery will be second to none

New York Road Trip Stop 5: Lake Placid

Exterior View of the Mountain Village of Lake Placid from a Foggy Mirror Lake at Sunrise

It’s now on to our final stop of our first New York road trip itinerary – Lake Placid, a jewel among the Adirondack Mountains and home to one of the  best lakes in New York . .

If you’re venturing out on the ultimate road trip from NYC in the winter, this will be the perfect place to finish, because Lake Placid is a snow sports paradise!

But what if I’m on a NY road trip in summer? Oh well, I guess you’ll just have to settle for the natural beauty of sunlight pouring through green trees and shimmering off the cool, clear lake water. Sigh, it’s a hard life!

Things To Do In Lake Placid

Zip through the trees at Experience Outdoors  – What better way to view nature than by speeding over it at top speed? JK y’all, this isn’t you’re usual outdoor adventure! But just south of the main town of Lake Placid, make sure you stop by this family-friendly thrill ride.

Because in addition to epic zip lines, there’s also an adventure park full of challenging obstacles all set up in the Adirondack Mountain forests! You can see why this is one of the popular things to do in Lake Placid.

Shoot across Mirror Lake in a Toboggan  – Prepare for the longest slide of your life as you rocket down this 30-foot tall structure straight onto Mirror Lake! Although only available in winter, this is one of the most unique things to do in Lake Placid , with some sledders managing to slide over 1,000 feet across the ice!

You can also check out some of the best breweries in Lake Placid while you’re here.

What To Eat In Lake Placid:

Delta Blue  – Classic Lake Placid decor meets sumptuous Southern cuisine in this wood-paneled establishment complete with tree branches lining the ceiling. On the right day, you can even catch a live blues night while you enjoy your barbecue ribs!

Mis Amigos  – Sometimes you just want a burrito, amirite? Or, tacos, nachos, enchiladas, and the ocassional chimichanga. Well,  Mis Amigos deffo has got what you want with dishes that are bursting with flavor! If the weather is good, make sure to get a seat by the fire pit outside on the patio so that you can embrace Lake Placid’s sweet, small-town ambiance.

Where To Stay In Lake Placid:

Maple Leaf Inn  (Lake Placid)  –  Maple Leaf Inn  sits between Mirror Lake and Paradox Bay, within easy walking distance of both lakes. This quaint budget option will have you ready and refreshed for the day’s activities, and is perfectly positioned for anyone wanting to head up to Whiteface Mountain!

Cobble Mountain Lodge  (Lake Placid)  – When you think “mountain lodge”, this is what will appear in your head. Warm and comfortable rooms, with wooden furnishings and wood-paneled walls, this place just screams cozy!

New York Road Trip Stop 6: Montreal

If you’ve driven this far north, why not go a little bit further and add another country to the mix? I mean Canada is just right across the border and Montreal looks so tempting right? Montreal is one of those places that I have been to more times than I can count because it is such a beautiful city and it is so accessible. Probably why I’m a bit biased when it comes to visiting it.

Things To Do In Montreal

Explore The Gorgeous Sandy Beaches – Montreal has some great beaches where you can enjoy the sand and the sun. If you are visiting in summer that is. If it’s winter, you can still enjoy the sand but it would be a bit too cold to enjoy the water. Nevertheless, it still a great spot to come to enjoy the view!

Go For A Hike – Montreal is a haven for anyone who loves the outdoors. There are amazing park trails for people at all levels of hiking experience and endurance. It is a great way to unwind.

Some of the popular parks are Parc Jean-Drapeau, Mount Royal, Lachine Canal and Champ des Possibles. These parks are just one of those benefits for the lucky ones living in Canada.

What To Eat In Montreal

Foiegwa – Head to Foiegwa for one of the best brunches in Montreal . This elegant diner was actually crafted out of an abandoned space. It is currently known for its gourmet regional cuisine and yes as I mentioned its brunch!

If you visit Foiegwa make sure to try out the waffles and the chicken. Doesn’t sound gourmet? Trust me, you will be surprised!

La Cave A Manger – You may have left NYC way behind but Montreal can offer you one of the most iconic dishes from your fav city. Try the Lafayette Supreme croissant at La Cave A Manger. This is a cream filled delicacy with multiple circular croissant layers. Have I convinced you yet? You seriously have to try it because it will have you craving for more than just one!

Where To Stay In Montreal

Best Western Plus Hotel – The Best Western is a popular hotel chain and with good reason. The hotel has modern rooms which are clean and pretty large. It comes with all the amenities that you could need for a night out in the town. Plus it is very conveniently located in the downtown area.

Hotel Bonaventure Montreal – This is another pretty great hotel to stay at and it has some raving reviews. Not only is Hotel Bonaventure in the heart of the downtown activity, it even has a fitness center that guests can use for free. The 2.5 acres of manicured gardens is also a big draw, as is the rooftop pool and terrace.

Bonus Stop For The Winter Lovers: White face mountain

Whiteface mountain is so close to Lake Placid that you don’t really need to have two bases to visit it. The location however does beg to be mentioned especially if it’s winter but it really doesn’t matter which time of the year you head there. There is always something to do. If you don’t want to be ultra adventurous, there are so many options where you can just kick back and enjoy the view!

Did I mention that there quite a few cool romantic winter getaways here too?

Things To Do In White Face Mountain:

Skiing:  Did you know that the White face mountain is one of the highest in the country? During winter the slopes get coated white and it is a great spot to test your skills whether on a snowboard or on skis!

Hill falls gorge:  It is a privately owned nature park but everyone really raves about how there are trails and activities for all ages. Plus the views are spectacular and it is rather peaceful. Such a break from the noisy streets of the city, if you get what I mean!

Santa’s workshop:  A quirky theme park that has stood the test of ages! It is perfect for families with kids and a fun stop along the way. Don’t expect a huge amusement park with rides though. Here the kids can catch a bit of the Christmas magic and so can you. I know I loved it. Bonus points because I got to feed the reindeer which was so much fun!

Where To Stay In White Face Mountain

Hungry Trout Resort:  It is perfect if you want to stay close to the ski lifts and get as much out of the slopes as you can. 

Sara Placid Inn:  Located in Lake Placid, this a warm tranquil place to stay. It allows you to access the slopes and yet have the quite laid back life near the lake.

New York Road Trip Itinerary #2: Way Out West

New york road trip stop 1: ithaca.

Ithaca Falls in Ithaca, NY.

It’s wine o’clock, baby! Because wine and craft beer are the names of the game in Ithaca. Just get me a bespoke beverage, y’all!

So, as you head west into the Finger Lakes region – aka the number 1 wine region in the USA (oh yeah!) – Ithaca will be your first port of call.

As you pass vineyards full of delicious grapes just waiting to be picked, keep an eye out for the many waterfalls you’ll be passing along the way.

With excellent wine and so much gorgeous scenery, this will be the perfect place to start the best New York road trip itinerary ever! Aside from wine, there are also loads of things to do in Ithaca that draw people here year after year.

Things To Do In Ithaca

Head to Taughannock Falls State Park  – The biggest and most impressive of Ithaca’s 150 waterfalls (OMG is there a place where water ISN’T falling around here?!), the Tuh-GA-nick Falls waterfall, as it’s known locally, is 215 feet tall. And the rest of the state park isn’t too shabby either! There are hiking trails , swimming in Cayuga Lake, camping grounds, playgrounds, picnic areas, and more.

Get your art on in Downtown Ithaca  – Walking around Downtown Ithaca is like walking around an art gallery, except that you’re outside on the streets! There are statues and murals everywhere, many by local artists. It’s easy to see why this place has a reputation for its artistic diversity! Heck, even the restaurants and the nightlife are unlike anything you’ll find anywhere else!

What To Eat In Ithaca

Moosewood  – Get yourself some all-natural cuisine at Moosewood Restaurant! Dishes here are made with whole grains, nuts, beans, and seeds, and mixed with the freshest vegetables and spices, for the most organic meal imaginable. You’ll probably feel healthier just by reading the menu!

Agava  – Over in east Ithaca, Agava offers the best in Southwest-inspired vegetarian and vegan cuisine with its amazing selection of farm-to-table style dishes. Just choose between traditional entrees or tapas-style small plates, making it great for groups of friends and families alike. Get sharing, yo!

Where To Stay In Ithaca:

William Henry Miller Inn  (Ithaca)  – This cozy bed and breakfast is right in the Downtown area of Ithaca, and treats guests to historic ambiance while also providing all the modern-day comforts you could want. And if you’re after handmade desserts before bed following a day of fun in the city, then this is the place for you!

Fairfield Inn & Suites by Marriott  (Ithaca ) – This hotel sits right by the Buttermilk Falls State Park, with Cayuga Lake just a 5-minute drive away. The rooms are also neat and spacious, with a pool and a fitness center on-site. That’s why, this is a great place to stop, drop and recharge.

New York Road Trip Stop 2: Watkins Glen

Fall foliage surrounding Watkins Glen in NY

It’s time to jump from one Finger Lake to the next. Because Watkins Glen is less than an hour from Ithaca and sits on an entirely different – but totally picturesque – body of water that is known as Seneca Lake .

Therefore, it’s the perfect spot to go for a hike, cruise out on the lake, or sample some delicious wine from one of the many Seneca Lake vineyards that can be found in this quaint little New York town.

The Corning Museum of Glass also isn’t too far away if you fancy a little trip to one of the best museums in the region.

Things To Do In Watkins Glen

Hike the Gorge Trail  – This hour and a half long trail through Watkins Glen State Park is one of the  best hikes in upstate New York ! Start at the Sentry Bridge, walk around behind the Cavern Cascade waterfall, cross the suspension bridge, marvel at the Rainbow Falls plunge pools, and head onwards towards Jacob’s Ladder. It’s an awesome adventure!

Get your pick of the bunch at the Farmers Market  – Throughout the summer and fall seasons, you won’t find a better selection of fresh produce, meats, crafts, and toiletries than at the Watkins Glen Farmers Market in Lafayette Park. See the community of Watkins Glen at its best here, and grab yourself a bargain!

What To Eat In Watkins Glen:

Seneca Harbor Station  – Here you’ll find meals that’ll fill you up, all year round. During the summer, it’s seafood, steak, and sandwiches. But throughout the winter, the menu changes to hearty chowders that will keep you warm and happy on the inside for a long time!

Blue Pointe Grille  – If you’re after breakfast then the Blue Pointe Grille at the Harbor Hotel is an excellent choice. Order yourself a Finger Lakes omelet and follow it up with some pancakes and waffles. You might even want some oatmeal, yogurt, and perhaps even a muffin. Regardless of what you choose tough, the food here is guaranteed to leave you feeling ready to start your day!

Where To Stay In Watkins Glen

Budget Inn  (Watkins Glen)  – Cheap an’ cheerful, as they say in jolly old England! But don’t worry, the service is 100% American-style hospitality. The location is great too since this hotel sits in between the Six Nations Campground and the Catharine Creek Wildlife Management Area, which means that you’re downtown!

Lakeside Resort  (Watkins Glen) –  The Lakeside Resort  is exactly what it sounds like! So, enjoy 30 acres of walking trails, waterfalls, and garden areas, plus plenty of space for hanging out on the terrace and having a barbecue. You’ll be living the cabin life to the max here during your New York road trip itinerary!

New York Road Trip Stop 3: Rochester

Giant waterfall in the center of Rochester, NY

Time to head north! And Rochester makes for an epic, intellectual stop on your New York road trip itinerary.

Especially since there are museums aplenty up here by Lake Ontario, covering everything from science to gamesto art, and even photography.

Plus, there’s the Seneca Park Zoo, which has been open and running for over 120 years!

Things To Do In Rochester

It’s game time at The Strong National Museum of Play  – What’s that? An entire museum dedicated to games, toys, and entertainment? Hold my beer! Because it’s not just kids that will enjoy this museum (although this place is totally family-friendly!).

I mean, there are over 30,000 consoles and games in the International Center for the History of Electronic Games, and it’s home to New York’s only indoor butterfly garden!

Browse through paintings at Artisan Works  – This not-for-profit gallery showcases community artwork that has been created by the local people of Rochester. So, marvel at the artistic creative process in action as artists work to create imaginative new pieces while you visit. There are also guided tours of the facility available for all age groups too!

What To Eat In Rochester

Voula’s Greek Sweets  – Vegan and vegetarian Greek food never looked and tasted so good. And you don’t hear me saying that very often! Whether it’s brunch, lunch, dinner or just some pastries to go, everything here is delicious, and almost all of it is gluten-free or has the option of being gluten-free. Yup, go, go Greek food!

Nick Tahou Hots  – For something uniquely Rochester, head to Nick Tahou Hots and order yourself a “garbage plate”. This local dish, invented at Nick Tahou Hots, includes your choice of protein (steak, chicken, hamburger etc) served on top of a combination of home fries, baked beans, and macaroni salad, topped with a spicy meat sauce.

One way or another, you’re sure to remember your New York road trip itinerary here!

Where To Stay In Rochester:

Hampton Inn Rochester  (Irondequoit)  – This is a modern hotel features plenty of amenities like an indoor heated pool and gym, as well as a daily breakfast with plenty of tea and coffee. Yup, sure sounds good to me! The rooms are also nice and big and well maintained. Hip hip hooray!

School 31 Lofts  (Rochester)  – Right in the middle of the Neighbourhood of the Arts, this modern hotel comes with some impressive furnishings mixed in with some very artistic designs, which is appropriate! You can totally tell this used to be a school, but this is a much better use of the building if you ask me. I’ll take comfort over homework any day!

New York Road Trip Stop 4: Buffalo

Downtown Buffalo NY.

Time to head further west to Buffalo, New York’s second-largest city.

As you can imagine, with great size comes a great amount of things to see and do! So, when you visit, expect to find nature preserves, botanical gardens, museums, a thriving nightlife scene, and plenty of activities down by the harbor.

Because it’s all happening here, at least if you embark on one of the best road trips from NYC!

Things to do in Buffalo

Buffalo and Erie County Botanical Gardens  – These amazingly beautiful gardens were designed by the same guy who developed Central Park back in New York, New York! Not only are they a visual spectacle to behold, but they also act as a center for research and education. They’re dual-purpose, y’all!

And the centerpiece of it all is a tri-domed conservatory that is made from wood, steel, and glass, which houses tropical plants and looks Insta-mazing at sunset!

Definitely take some time to go on the Garden Walk, which is known for being America’s largest garden tour. And if you want to be the first one through the door, they also offer an early access activity where you get to help feed the koi fish who live in the ponds here!

Explore Outer Harbor  – This quiet area is home to over 200 acres of green spaces, with plenty of bike paths and walking trails for you to enjoy. There are also plenty of places here where you can rent out kayaks and head onto the waters of Lake Erie. You even have the option of renting water bikes, so you can cycle across the lake. It’s fun and a bit surreal, all at the same time!

Plus, If you head north into Buffalo Lighthouse Park, you can see the towering figure of Buffalo Main Light right at the edge of the water.

What To Eat In Buffalo

Sinatra’s  – Time for some fine dining during your New York road trip itinerary! And this family-owned Buffalo institution fits the bill since they’ve been in operation for over forty years.

They also serve up some of the best Italian Old Country flavors with a bit of modern flair. Soups, salads and antipasti will lead into pasta and specialties like Osso Bucco. With a bottle of wine (or two – who’s counting?) to accompany the proceedings, you and your NY road trip friends will feel like royalty!

Black & Blue Steak and Crab  – Seafood, seafood, seafood, and – oh yeah – more seafood. After all, this is a harbor city, that is known for it’s fresh catch of the day and stunning scenery.

So, for the best seafood the city has to offer, head to Black & Blue for tasty oysters, red snapper, lobster, scallops, shrimp, and, of course, crab. There’s plenty of fish alternatives on offer too if seafood ain’t your jam, including all manor of steaks and sides to go with them!

Where To Stay In Buffalo

The Delavan Hotel  (Buffalo)  – Feel like playing some billiards? Then staying at  the Delavan Hotel  will make you feel like you’re living in a palace!

Yup, nothing but large rooms with an abundance of lamps and chandeliers. Add in a 24-hour front desk, an on-site fitness center, and a bar to create the perfect place to stay in Buffalo. Yes, nothing but the star treatment for me, please!

Wyndham Garden  (Buffalo Downtown)  – Located right in the center of the city, this affordable hotel is perfect for those who want to stay right where the action is.

The rooms are comfortable and well equipped, with friendly and hard-working staff who help facilitate an easy check-in and check-out. Yup, just what you want during your New York road trip itinerary!

New York Road Trip Stop 5: Niagara Falls

An aerial view of Niagara Falls and the Maid of the mist.

“It’s the end of the world and we know it”, and by world, I mean road. Because yes my friend, this is the final stop on our New York road trip itinerary!

And I dunno about you but I personally think it’s important to end with a big finish, and they don’t come much bigger than this!

Because Niagara Falls is famous for being home to one of the world’s most amazing and beautiful natural waterfalls. One of those things that makes you proud to be a New Yorker!

Fortunately, there’s way more to this corner of New York state than just impressive (VERY impressive!) water features.  But, I alos understand if you just want to spend most of your time at the falls.

Things To do In Niagara Falls

Uh … visit Niagara Falls?  – I mean, how are you not gonna see it? You have to, really, it’s SUPER famous! Although, you really do have to see Niagara Falls with your own eyes to appreciate the full power of its beauty. I have a whole Niagara falls itinerary that guarantees you make the best out of your trip!

First, head over to Niagara Falls State Park to begin your journey, and then head up to Prospect Point to take that all-important selfie. Gotta make those waterfalls more beautiful, amirite? Don’t forget to match those amazing pics with the right Niagara falls captions.

If you want, you can even take a ride aboard the Maid of the Mist to see the base of the Falls and refresh yourself in the cascading mists! Just make sure that you pack everything you need for Niagara falls .

What To Eat In Niagara Falls

Zaika Indian Cuisine & Bar  – For a vegetarian-friendly taste of India, this restaurant creates dishes taken from royal Indian menus dating back hundreds of years.

Choose from exotic meals like paneer, biryani, rogan josh, dal makhani, and more. Finally, wash it all down with a refreshing lassi, or a yogurt-based drink that can be served sweetened or salted, your choice!

Top of the Falls Restaurant  – It’s the only restaurant that actually overlooks Niagara Falls! So, as you munch away on your fish and chips, Beef on Weck, or a quality hamburger, you can gaze out the floor-to-ceiling windows at Horseshoe Falls. And if you want, you can even sit on the outdoor dining deck for a closer look!

Where To Stay In Niagara Falls

Wanderfalls Guesthouse and Hostel  (Niagara Falls)  – If you’re looking for a cozy, budget accommodation, and all you really need for the night is a bunk and a pillow, then  Wanderfalls Guesthouse and Hostel  will be perfect for you.

There are also plenty of different sleeping options available, all of which include comfortable communal eating and living spaces. Yup, it’s the perfect place to meet like-minded travelers who have also embarked on one of the best road trips from NYC to see the world-famous Niagara Falls!

Seneca Niagara Resort & Casino   (Niagara Falls)  – Feel like splashing out on your final New York road trip itinerary stop? Well, this is the place for high rollers and ballin’ ballers such as yourself!

I mean, the rooms here are equal parts huge and amazing and include access to jacuzzis, swimming pools and gym equipment. You can even get pampered in the in-house spa, or try your luck in their casino and have yourself a great time!

Map of the Ultimate New York Road Trip itinerary

Map of the best New York Road trip itinerary and one of the best road trips from NYC.

Additional New York Travel Resources You’ll Love

  • Best Things to do in Beacon
  • Best Things to do in Poughkeepsie
  • Best Things to do in Lake Placid
  • Best Things to do in Lake George
  • Best Christmas Tree Farms in New York
  • Romantic Winter Getaways from NYC

Well my road trippin’ homies, that just about concludes this epic guide to the ultimate New York road trip itinerary!

Tell me, did all your favorite road trips from nyc make the list if not then let me know in the comments below and i’ll check them out. , and if you found this post helpful, be sure to join our email list and pin this post now so that you can read it again later.

Best New York Road Trip Itinerary, New York Itinerary, New York Travel Tips, New York Travel Guide, New York Travel Photography, Best Road Trips from NYC, where to go in New York, New York bucket list, NY road trip itinerary, Best New York Road Trips.

Monday 4th of July 2022

Nice article with excellent suggestions. However, Sam's Italian in Albany has permanently closed.

travelnewyorknow

Saturday 7th of January 2023

Thanks for letting me know!

Saturday 18th of June 2022

Loved this, but what about the 1000 Island /St. Lawrence area... Maybe this is your next project. Lots to do there and along that western coast

Driving change: York commits to Route 1 traffic study to curb speeding, accidents

YORK, Maine — A study of Route 1 will take place this year to guide future improvements of one of York’s most bustling roads.

The town is collaborating with the Southern Maine Planning and Development Commission (SMPDC), the Kittery Area Comprehensive Transportation System (KACTS) and the Maine Department of Transportation on the study of Route 1. The study is expected to take place over the course of a year and will examine the stretch of Route 1 from the Kittery border up to Mountain Road.

“To the best of my knowledge, a study of this magnitude has not been completed on Route 1 in York in a very long time, if ever,” York Planning Director Dylan Smith wrote in a request for action to the Selectboard Monday, April 22.

Smith requested the board approve $72,000 to go towards the study, which will be funded three ways between the town, state and the U.S. Department of Transportation. The board agreed to approve the spending without a vote, directing Town Manager Peter Joseph to identify funding in time for the study to start this year.

First responders and business owners on Route 1 say the road has some sections that are dangerous for their speed combined with the volume of traffic and the need to turn left into businesses like  Anthony’s  and Eldredge Lumber .

Some believe the speed is too high in parts, while others think turn lanes could help.

Selectboard members said the study is welcome to address challenges on the town’s busy throughway.

“I just think it’s necessary to do,” Selectboard member Mike Estes said, “With all the accidents and traffic and everything else.”

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Route 1 study born from talks with sewer committee

Community members have talked about a traffic study of Route 1 for years, according to Selectboard Chair Todd Frederick. He said the town would benefit from having a “management plan” that could guide future traffic improvements on Route 1.

Frederick said the coming study is a result of talks with the Sewer Expansion Action Committee, which is helping oversee the future extension of sewer  on Route 1 up to Old Post Road. A phase of that extension project is on the referendum ballot in May that would bring sewer up to the area of Anthony's Food Shop.

Lack of funding was one of the main reasons why the total $11.5 million project could not be completed at once, according to Town Manager Peter Joseph. Still, he said earlier this year that a benefit of waiting to add sewer further north was potentially combining future traffic improvements with the sewer work.

Frederick said the Southern Maine Planning and Development Commission was immediately interested in helping launch a comprehensive study of Route 1.

“They said, ‘Jeez, we want to do a full-blown study,’” Frederick said. “That’s sort of how it started.”

Southern charm on northern roads: Tennessee transplant opens mobile auto repair shop

Business owners, first responders, cite traffic concerns on Route 1

Work has been done to make Route 1 safer over the years as more people have come to York. Former York town manager Steve Burns saidBeech Ridge Road and Old Post Road used to be dangerous, but new stop lights have helped those intersections become much safer.

Other locals say there are still dangerous stretches. Amanda Woods, whose family owns several businesses in town, said the road between Anthony’s and Eldredge Lumber can be dangerous with people trying to make a left-hand turn.

“There are kind of dicey places,” Woods said.

Police Chief Owen Davis said the area between York Street and Old Post Road is one of the significant areas of concern for traffic for his department, especially in the summer. He said a similar influx of traffic occurs that time of year from York’s Wild Kingdom up to Mountain Road.

Davis said the varying speed limits on Route 1 lead some drivers to go too fast. He said some drivers are coming down Spur Road from Interstate 95 at turnpike speeds only to turn onto Route 1 where the speed limit is 40 miles per hour.

A little north of that section, the road turns to 55 miles per hour, which Davis said is high for Route 1. He said reducing the fluctuation of speed zones could improve safety on the road.

“It’s a complex problem,” Davis said. “Obviously, a more consistent speed limit, I think, would help us dramatically.”

More: Maine bill to redevelop vacant York County courthouses into housing becomes law

Study to look at crash reports, alternative transportation modes

Smith, the planning director, said the study would look at the areas of the road that have the highest number of crashes. He also said it will look at how residential and economic development will impact Route 1 and help planners determine what it will need to accommodate that development in the future.

Smith said the study will also look into ways Route 1 can better suit other forms of transportation like bus stops or bike lanes. He said Route 1 today seems less safe for cyclists than it could be.

“Maybe we need to have a safe zone, a buffer,” Smith said.

Smith said it is too early to tell what future work on Route 1 will cost, saying that’s what the study will help reveal. He said the town would continue to work with the state and KACTS to acquire money for projects on the road. KACTS is one of several entities known as Metropolitan Planning Organizations that help communities acquire federal dollars for projects.

Frederick said his hope is the study will help lead to projects that make Route 1 a safer road for locals and visitors.

“This study is certainly welcome in my view,” Frederick said. “Make it a much more pleasant gateway into our community than what we’re looking at today.”

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