road trip de montreal a boston

Road Trip from Montreal to Boston

If you'd like to see some of the best things Vermont and New Hampshire have to offer, including stunning lakes, winding mountain roads and mile after mile of relaxing coast, then the road trip from Montreal to Boston is the one for you.

The 495-km road trip from Montreal to Boston takes 5 hours to drive. Key stops include Albany, Burlington, Vermont, Waterbury, Portland and Salem, as well as Lake Champlain, Lake Placid, White Mountain National Forest and Black River Wild Forest.

There's lots to discover on this epic road trip. Read on for some great ideas on where to stop and what to do on your way.

How far is Montreal from Boston and how long will the road trip take?

The most direct route from Montreal to Boston is along Interstate 89 and takes 495 km and just over 5 hours to drive. Without stopping, this route shouldn't take more than a day to complete if you are limited by time.

That said, the we are going to recommend two slightly longer routes, the first of which takes you through Vermont and along the coast at Portland. At 673 km and taking just over 8 hours to drive, the extra distance will give you a lot more attractions to see en route.

However, if seeing more cities is your priority, then you could opt for our Inland Route, taking you via Albany before arriving in Boston. At 643 km and taking only 6 hours and 29 minutes to drive, this option also has plenty of great places to visit on the way.

While you could complete either of these routes in a single day, the road trip is best enjoyed over two to three days to allow you time for a couple of overnight stops and a more leisurely and scenic drive.

Best road trip route from Montreal to Boston

There are two best options for the road trip from Montreal to Boston. Both involve crossing the Canada border into the US, and will therefore require carrying the correct documentation and proof of identification.

With not a huge difference in either distance or time, the route you decide to pick will mainly be based upon your preference of things to see along the way. While the Coastal Route offers ocean views, our Inland Route offers more US cities to visit, as well as stunning landscapes.

If you really can't decide between the two, why not take one route to Boston and follow the other back to Montreal? Either way, you'll be guaranteed of a great road trip.

Whether you're flying into Montreal or you simply don't have your own transport in the city, renting a car for your road trip is something you'll want to take care of ASAP.

For an easy-to-compare view of rental options for your road trip from Montreal to Boston, take a look at our partner site, RentalCars.com .

How to drive from Montreal to Boston

The map above shows our suggestions for the best road trip routes between Montreal and Boston. Keep reading for detailed descriptions of both routes, where to stay on either, and the best things to do on the way.

The Coastal Route

From Montreal, take Autoroute 10 east through Brossard and Chambly, before taking Autoroute 35 and head south. Pass Bedford, a city which offers fantastic views of the Halifax Harbor before crossing the border into the US.

From here the road merges into Interstate 89 as you arrive at Highgate in Vermont. You can stop and visit Missisquoi National Wildlife Refuge, a habit created for migratory birds, or continue south to Burlington, passing several towns along the way.

Stay on the I-89 until Waterbury — a popular stop, thanks to Ben & Jerry's — and consider visiting Mt Mansfield State Forest, Camel's Hump State Park. Next take the scenic Route 100 past Stowe to Vermont where you could take an overnight rest.

Next take VT-15 east, before changing to I-93 through Waterford and crossing into New Hampshire. Switch to Route 302 east, through the White Mountain National Forest.

Once you've entered Maine, you'll mostly be on the ME-113 and ME-114 southeast to Portland. While a bit of a detour, Portland is a great city to visit and offers some stunning views along its waterfront, as well as restaurants and shops.

From here you can take the I-95 to Boston, detouring off the main Interstate if you want to explore more of the coast, including Salem.

The Inland Route

Our Inland Route takes you on the west side of Lake Champlain. Leave Montreal, heading southeast on A-15 and past Brossard and Napierville before arriving at Champlain on the US border.

The road merges to become Interstate 87 which you will continue on, heading south for the first large section of your trip. Key places of interest along this first stretch is Lake Champlain, High Peaks Wilderness, and Pharaoh Lake Wilderness Area just outside of Pottersville.

Continue south, past Lake George and Glens Falls before following the signs to Albany.

Spend some time exploring this great New York city, before taking I-90 heading east. From here you could take a stop at Springfield or Worcester in Massachusetts, more great cities with fantastic attractions, or continue on I-90 all the way to Boston.

Best places to stop between Boston and Montreal

While the road trip between Montreal and Boston is not particularly a long one, there are plenty of great attractions to visit along the way and a couple of overnight stops are great opportunities to explore more. Here are some of our recommendations for great places to stay:

A room with a view at Burlington - Coastal Route

A short drive from Montreal, Burlington is an unbelievably picturesque city in northwestern Vermont. With a view of the green mountains on one side and the beautiful Lake Champlain on the other, it's an ideal location if you have chosen the Coastal Route for an overnight stop.

Iconic Burlington has something to offer everyone. Food fans can hit the farmer's market while those who enjoy an escape to nature, there's Lake Champlain to explore and Mount Mansfield and its nearby state forest to visit. The city also has plenty of museums and shops to keep you entertained.

If you're looking for somewhere to stay for the night, Hilton Burlington Lake Champlain is a great option . With stunning views of Lake Champlain, this stylish, modern hotel has comfortable rooms, plus an outdoor pool.

From the Hilton Burlington, you're only a few minutes away from the bustling downtown with its shops, cafes and restaurants in the historic Church Street Marketplace, as well as Echo Lake Aquarium. If you'd rather stay in, the hotel also offers dining and an outdoor terrace, an ideal spot for stargazing.

A historic stay at Albany - Inland Route

At 358km and around halfway to your destination, a stop at Albany is the perfect place if you chose the Inland Route to Boston. The capital city of New York State, Albany is a fantastic US city to visit.

Take a walk to the huge Empire State Plaza, which has reflecting pools, an art-filled underground shopping concourse and The Egg, a striking performing arts center. Visit the 1800s New York State Capitol or the New York State Museum, before taking a stroll at Thacher Park.

This historic city is a great place to visit with so many amazing museums, historical attractions and restaurants, you'd be pressed to fit them all into an afternoon. For a memorable experience, we recommend a stay at the Renaissance Albany , just steps away from the Egg Center for the Performing Arts, plus many other top attractions.

Once you've had your fill of the great outdoors, the Renaissance Albany boasts an onsite restaurant and a top-notch cocktail list at the bar - perfect after a long day of sightseeing.

Explore one of the cities in the US - Boston

The road trip isn't complete without spending a bit of time in Boston, after all you did drive all this way! Boston is the capital and most populous city in Massachusetts. Known for its famous baked beans and The Boston Marathon, there's so much to discover about this city.

Ranked as one of the best cities in America, Boston was the first place to construct a public park, the Boston Common in 1634. Nowadays it has plenty of green spaces, from the Esplanade to the Black Bay Fens. There's also tons of cultural attractions, like the Boston Museum of Fine Arts.

After a long day sight-seeing this popular city, a stay at the Seaport Hotel® Boston is a must . This 4-star hotel set on Boston's historic waterfront is a luxurious and modern hotel. Wake up to rooms that overlook either the city or the water, or indulge in a swim on the indoor pool.

Top off your stay with a meal or drinks at the hotel's own restaurant, or rent a bicycle from the convince of the hotel and set about exploring more of Boston. For fantastic views, a great location, parking and a luxury hotel, you can't go wrong with a stay at Seaport Hotel® Boston.

Things to see on a road trip from Montreal to Boston

The road trip from Montreal to Boston is dotted with great things to see and do along the way. From the outdoor activities to cultural and historical places to visit, here are some of the best things to see along the way:

Both routes

• Lake Champlain - This natural freshwater lake borders the US and Canada. Its known as being home to some of the oldest fossil reef in the world. There's also 587 miles of shoreline and 54 public beaches on the lake, making it a popular destination in the summer months.

Coastal Route

• Waterbury, VT – Ben & Jerry's is the ultimate draw of why Waterbury is an absolute must for your road trip, but if you're not into ice cream, there's also breweries and cider mills here you can come up to and visit.
• Portland, Maine – This city offers kayaking, walking tours, museums, art galleries, and lots of great food and shopping at downtown Old Port district.
• Missisquoi National Wildlife Refuge - This wildlife refuge was established in 1943 to provide habitat for migratory birds. Today it has 5 public use trails plus boat ramps to explore the Missisquoi River and Lake Champlain.
• Mt Mansfield State Forest - Discover fantastic hiking scenery around Mount Mansfield. The state forest covers 44,444 acres and is the largest contiguous landholding owned by the Vermont Department of Forests, Parks and Recreation, and is one of its most diverse.
• Camel's Hump State Park - Camel's Hump is the third highest mountain in Vermont. The state park has plenty of trails and for the more adventurous, there's even a hike up the mountain itself.
• Franconia, White Mountains – visit the Flume Gorge at the Franconia Notch State Park, or take a tram up Cannon Mountain.
• Bartlett, White Mountains – Visit the Story Land amusement park, or go skiing or touring at the Attitash or the Bear Notch. Train enthusiasts can also visit the Hartmann Model Railroad and Toy Museum.
• Bretton Woods, White Mountains – There's fun canopy tours, snowmobile rides, ATV tours and even golf at Bretton woods. You can even ride the cog railway up Mount Washington.
• Salem, NH – Visit the house of the Seven Gables, the Peabody Essex Museum or learn about the witch trials at any of the spooky historical guided tours.
• White Mountain National Forest - From mountainous hardwood forests to majestic alpine peaks, explore the beautiful scanery, clear mountain lake sand wildlife at this national forest in New Hampshire.
• Mount Washington - The highest peak in the northeast of America, this stunning mountain can be seen from so far away that on a clear day, at the summit you can see as far as Canada.
• Portsmouth, NH – Travel back into the 17th century at the Strawbery Banke Museum, shop ‘til you drop at Market Square or see the locals put on a show at the Music Hall or the Seacoast Repertory Theatre.

Inland Route

• Lake Placid, New York - Lake Placid is both a village and a lake, known as a Winter Olympics venue and hub for snow sports, there's also a trail you can take around the shoreline and a fantastic Olympic Museum to visit.
• High Peaks Wilderness Area - The largest forest preserve in the US state of New York, High Peaks Wilderness is known as the premiere hiking destination. While challenging, its trails offer fantastic views and stunning lakes.
• Pharaoh Lake Wilderness Area - This tucked-away lake with mountain and forest views, is great for boating, fishing or just relaxing along its pretty shore.
• Albany – The New York capital is a historic and cultural place of interest. Visit the Empire State Plaza or the New York State Museum, there's so much to see at this fantastic city.
• Mount Washington State Forest - Explore 30 miles of hiking trails across 4,000 acres, with views from the summit of Alander Mountain.
• Springfield, Massachusetts - Beside the Connecticut River, this city has plenty to offer including the collections at the Springfield Museum, as well as The Amazing World of Dr. Seuss which celebrates the beloved children's author.
• Worcester, Massachusetts - Stop at Worcester to discover The EcoTarium, a science and nature museum, the Worcester Art Museum or the Salisbury Mansion, an 18th-century Georgian-style building, restored to its 1830s appearance.

Best time to go on a road trip from Boston to Montreal

The busiest season in Boston runs from June to August — think baseball, festivals, and the droves of summer vacationers and tourists you'll be contending with for hotel rates and parking spaces.

Listen to the locals instead and get the quintessential Boston experience in the fall (between September and October) for warm breezy weather and temperatures in the upper 60 degrees Fahrenheit - perfect for sightseeing, concerts and dining al fresco.

Another plus for visiting in the fall means a chance to catch the ski season in Vermont, which runs from around November to April. Just remember to plan ahead and pack those extra layers if you're hoping to catch some snow.

You could make the trip during the spring, but be warned, you'll also likely experience a lot of rain which may affect some of the outdoor attractions you will want to visit.

If you want to avoid crowds, planning your visit outside of April would be preferable. The incredible Boston Marathon is usually held this month and attracts huge numbers of people from all over the world. You'll also find hotels difficult to book unless you've planned ahead.

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35 Best Stops Between Montreal and Boston

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How long is the drive from Montreal to Boston?

The direct drive from Montreal to Boston is 311 mi (501 km) , and should have a drive time of 5 hrs 23 mins in normal traffic.

If you’re going on a road trip from Montreal to Boston, we did the research for you and compiled some great stops along the way — with Burlington , Stowe , Concord , Woodstock , and Manchester , as well as top places to visit like Gault Nature Reserve of McGill University and Fort Chambly National Historic Site, or the ever-popular Canadian Railway Museum.

Top cities between Montreal and Boston

Best stops along Montreal to Boston drive

Canadian railway museum.

Gault Nature Reserve of McGill University

Fort chambly national historic site, centre des arts juliette-lassonde, parc safari.

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Zoo de Granby

Le musée du chocolat de la confiserie bromont, ski bromont, vignoble de l’orpailleur, union libre - cider & wine, livingston park, currier museum of art, the palace theatre, marc jacobs - merrimack premium outlets.

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Mine Falls Park

O’neil cinemas, america's stonehenge, canobie lake park, kimball farm westford, nashoba valley ski area, smuttynose brewing co. - tasting bar & retail, hampton beach state park, parker river national wildlife refuge gatehouse.

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Water Park of New England

Castle hill on the crane estate, crane beach, top searches in boston, other popular road trips from montreal, explore nearby places, all related maps of boston.

• Map of Boston
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• Map of Somerville
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Boston throughout the year

• Boston in January
• Boston in February
• Boston in March
• Boston in April
• Boston in May
• Boston in June
• Boston in July
• Boston in August
• Boston in September
• Boston in October
• Boston in November
• Boston in December

Looking for day-by-day itineraries in Boston?

Get inspired for your trip to Boston with our curated itineraries that are jam-packed with popular attractions everyday! Check them out here:

• 1-Day Boston Itinerary
• 2-Day Boston Itinerary
• 3-Day Boston Itinerary
• 4-Day Boston Itinerary
• 5-Day Boston Itinerary

Frequently Asked Questions

Can i drive from montreal to boston.

Yes! You can drive from Montreal to Boston.

How far is Boston from Montreal by car?

The drive from Montreal to Boston is 311 miles (501 km).

How long does it take to drive from Montreal to Boston?

Driving from Montreal to Boston should take you 5 hrs 23 mins in normal traffic.

How much would gas cost from Montreal to Boston?

Gas from Montreal to Boston would cost around $27 to $64 , depending on your vehicle's fuel efficiency.

Where should I stop on the way from Montreal to Boston?

You could check out Gault Nature Reserve of McGill University and Fort Chambly National Historic Site, or the always popular Canadian Railway Museum!

What are the best cities to visit between Montreal and Boston?

People love visiting Burlington, Stowe, and Concord, among others.

What's the weather like in Montreal?

It depends on when you visit! We've compiled data from NASA for each month of the year: see the links below for more information.

• Weather in Montreal in January
• Weather in Montreal in February
• Weather in Montreal in March
• Weather in Montreal in April
• Weather in Montreal in May
• Weather in Montreal in June
• Weather in Montreal in July
• Weather in Montreal in August
• Weather in Montreal in September
• Weather in Montreal in October
• Weather in Montreal in November
• Weather in Montreal in December

What are some other road trips from Montreal?

There are plenty! Below you'll find links to all the road trips we've assembled for Montreal.

• Montreal to New York City drive
• Montreal to Boston drive
• Montreal to Washington DC drive
• Montreal to Toronto drive
• Montreal to Quebec City drive
• Montreal to Orlando drive
• Montreal to Ottawa drive
• Montreal to Chicago drive
• Montreal to Niagara Falls drive
• Montreal to Philadelphia drive
• Montreal to Baltimore drive
• Montreal to New Orleans drive
• Montreal to Nashville drive
• Montreal to Cleveland drive
• Montreal to Pittsburgh drive
• Montreal to Gatlinburg drive
• Montreal to Atlanta drive
• Montreal to Newport drive
• Montreal to Savannah drive
• Montreal to Williamsburg drive
• Montreal to St. Augustine drive
• Montreal to Charleston drive
• Montreal to Saint Louis drive
• Montreal to Branson drive
• Montreal to Memphis drive
• Montreal to Burlington drive
• Montreal to Miami Beach drive
• Montreal to Conway drive
• Montreal to Gettysburg drive
• Montreal to Atlantic City drive

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This Map Will Take You On The Most Epic Montreal-Boston Road Trip Anyone's Ever Taken

• Below are two itineraries for a road trip from Montreal to Boston .
• From quaint New England villages to national forests, these are the detours to take along the 5-hour route between the two cities.
• Find out where you should stop on your potential road trip to Boston below!
• Visit MTLBlog for more headlines.

Boston and Montreal have a lot in common. Their metropolitan areas are similar in size, they both have colonial roots, and they both serve as the hub of economic and cultural activity for their geographic regions. Boston also happens to be the major American city that is closest to Montreal. The residents of the cities engage in a lot of informal exchange as a result. Both are popular road trip destinations for their respective residents, and many students in New England flee to Quebec for its cheap tuitions.

The routes between Boston and Montreal are therefore well-travelled. One path, via U.S. Route 89, takes drivers past the city of Burlington, through the Green Mountains of Vermont, and into southern New Hampshire before hitting Greater Boston.

The other itinerary involves a drive through the Eastern Townships of Quebec and the impressive White Mountains of New Hampshire.

Though not lacking in scenic views of the countryside, the five-hour trek between the two metropolises can become dull for those who use it most. 

That's why we've put together this list of fun stops along the way. Below you'll find a list of cities and towns along two routes between Montreal and Boston. At the very bottom of this list is an interactive map that illustrates both journeys.

Consider taking a detour to visit one of these destinations in Quebec and northern New England the next time you find yourself on the road to Boston.

The busiest route from Montreal to Boston includes Quebec autoroutes 10, 35, and 133, and U.S. Route 89. These three stops are only possible along this path.

Burlington, Vermont

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The largest city in Vermont sits on the shore of Lake Champlain and commands stunning views of the largest lake in New England and the Adirondack mountains of New York.

In the last two decades, the city has earned a reputation as one of the hippest and most progressive places in the United States (Bernie Sanders was once mayor).

Today, visitors can peruse the cute shops lining the pedestrian-only Church Street, bike along the lake, and enjoy a burger while sitting on a dock.

Montpelier & Barre, Vermont

The Vermont town of Montpelier is the least populous American capital city but it's packed with charm. From the 19th century façades of State Street to the perennial skating rink in front of the State House, Montpelier makes for a fun stop on your way to or from Boston along Route 89.

Almost adjacent to the capital is the town of Barre, whose common (the central park in a typical New England town) is post-card perfect in the snow.

Hanover, New Hampshire

Hanover is a college town, home to Dartmouth, a member of the Ivy League. As such, it's home to everything you'd expect, including student bars and cafés, and a thriving arts scene. The town buzzes with youthful energy.

The colonial architecture of Dartmouth campus is also pretty darn beautiful.

An alternate route from Montreal to Boston takes drivers along Quebec autoroutes 10 and 55 to U.S. routes 91 and 93. These next five stops are only possible with this itinerary.

Magog, Quebec

Magog is a popular year-round destination in the Eastern Townships. The alternative route to Boston takes you right around the city. Take a stroll down rue Principale, grab some amazing poutine at Cantine Chez Paul, and sit by the incredibly difficult-to-type Lake Mephrémagog.

Stanstead, Quebec

Stanstead was once a single community that straddled the U.S.-Canada border. That all changed after 9/11 when the U.S. hardened its defences and put up physical barriers that divided the town.

Visitors can still visit the remnants of the binational town, however, like the dual library and opera house that sits right on the border. A line on the floor marks the division between the two countries. Americans are allowed to step a few feet across the border to read an informational tablet next to the building on the Canadian side.

Rue Canusa Street is similarly unusual. Residents on one side of the street live in Canada while their neighbours on the other side reside in the United States. These Americans live within the Canadian customs zone and have to cross the border to access schools and other services. Be sure to take a look at the license plates of parked cars on either side of the street, it's pretty amusing.

Littleton & Franconia, New Hampshire

The New Hampshire towns of Littleton and Franconia sit at the northern edge of the White Mountains National Forest. Littleton is known for its adorable town centre, complete with boutique shops, diners, and a pretty awesome brewery in an old mill. No visit to Littleton is complete without a walk through the covered bridge that crosses the Ammonoosuc River.

Franconia, meanwhile, is a destination for outdoor activities. The Flume Gorge, a series of waterfalls through a small canyon, is perhaps its most famous feature. It's an easy hike with some pretty spectacular views of the surrounding hills, including Liberty Mountain, whose peak is said to resemble the face of George Washington.

The towns are five minutes apart from each other and make for an easy stop.

Laconia, New Hampshire

Laconia is a city on New Hampshire's Lake Winnipesaukee, a glacial lake with hundreds of islands and lined with cute New England villages. In the summer months, Laconia is a recreational destination, featuring a famous drive-in theatre, beach, and tiny entertainment district (with arcades and bars) along the lakeshore.

When the cold hits, Laconia is a hub of activity for skiers and winter vacationers. The town centre has a collection of restaurants, bars, and shops.

If you have the time, take a drive through the village of Meredith, just a few miles north on the lakeshore.

Tilton, New Hampshire

Tilton is a shopping centre. It has an expansive outlet mall where Quebecer flock to take advantage of tax-free shopping (New Hampshire has no sales tax). Also nearby are all the chain restaurants and retailers that Canada lacks.

Get all your shopping done on your way to or from Boston.

U.S. Routes 89 and 93 converge in Concord, New Hampshire. The following stops are therefore possible no matter the route from Montreal.

Lawrence, Massachusetts

Lawrence is an old industrial city on the Merrimac River. Though it's no longer a manufacturing hub, it retains its 19th-century mill architecture. The city has a busy centre with plenty to see and do.

Lawrence is where the American labour movement got its start, so the city is full of historic sites to check out.

Salem & Marblehead, Massachusetts

These two stops represent the biggest detour on this list. Salem is, of course, a destination in itself. From colonial architecture to an adorable city centre with hundreds of stores and cafés, to its famous witchy history, Salem is a must-see. Visitors must be sure to visit the museums, including the Witch Museum and Peabody-Essex, a large and impressive collection of art and architecture (there's even an early-modern Chinese mansion right in the middle of the museum).

Adjacent to Salem is the town of Marblehead, which has little in the way of places to shop and eat but is famous for its narrow colonial streets, and bright, old homes. It's a lesser-known stop with plenty of Instagram fodder.

Cambridge, Massachusetts

Cambridge is part of the Boston metropolitan area (it borders the city) and is often lumped in with the Massachusetts capital in the popular imagination.

Begin with a walk past the colonial mansions of Brattle Street before hitting Harvard Square and campus. From there, walk all the way down Massachusetts Avenue through the bustling Central Square (with some of the best restaurants in Greater Boston) and MIT campus. You'll end up at the Mass Ave. bridge and Memorial Drive, which commands mesmerizing views of the Boston skyline across the Charles River.

That completes my list of recommended stops on the way to Boston from Montreal. This list also works in reverse for you Americans travelling to the Quebec metropolis.

Here's a map to help you find your way!

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Safe driving!

• Worst Detour Ever: A Quebec Driver's GPS Guided Him Straight Into A River - MTL Blog ›
• A Magical Quebec Garden Is Opening To The Public On Select Days In 2023 & It's Like A Fairytale - MTL Blog ›

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Wheel Chasers

Scenic routes and hidden gems: a road trip from boston to montreal.

• Massachusetts , Road Trips , Travel

Boston is the perfect starting point for a scenic road trip to

Montreal, offering various routes that showcase the region’s natural beauty. With many beautiful sites and attractions along the way, planning your journey properly is essential.

Whether you’re going on a short weekend getaway or an extended road trip, it’s essential to know the best scenic routes and recommended pit stops.

The Best Scenic Routes for Driving from Boston to

There are several routes to get to.

Montreal from Boston, but the most scenic ones include Interstate 89, which runs through the Green Mountains and Lake Champlain. This 225-mile route is full of breathtaking scenery, from the lush green valleys to the Blue Mountains.

Another scenic route worth checking out is Highway 2, which goes north from Boston and passes through the White Mountains National Forest. This highway provides breathtaking views of the mountain range that passes through Maine, Vermont, and New Hampshire.

If you’re in no hurry to get to

Montreal, take a detour to the Northeast Kingdom region in Vermont. The region is home to picturesque towns and small villages that have remained relatively untouched by modernization.

The route is perfect for photographers, nature lovers, and anyone who wants to escape from the city’s hustle and bustle. Another popular route is the 309, which heads north from Boston and follows the coast of Maine and the Bay of Fundy.

The route offers panoramic views of the Atlantic coastline, charming fishing villages, and scenic bays. Additionally, the route passes through Acadia National, which features stunning views and natural features like mountains, lakes, forests, and rocky coastlines.

Pit Stops for a Road Trip from Boston to

A road trip from boston to.

Montreal would not be complete without stopping in some of the region’s most scenic spots. Here are some recommended pit stops to make the most of your journey.

Provincetown, Massachusetts: A beautiful beach town located at the tip of Cape Cod, Provincetown has a fascinating history and unique culture that will entice visitors. Highlights include quaint shops, pristine beaches, and the towering Pilgrim Monument.

White Mountain National Forest, New Hampshire: The White Mountains is a year-round get-away for outdoor enthusiasts. This area is notable for its ski resorts, pristine hiking trails, and breathtaking scenic drives.

The Kancamagus Highway is a must-drive when you visit, as it features dazzling foliage in the fall. Portland, Maine: This coastal town is home to an impressive art scene, distilleries, breweries, museums, and more.

The city is vibrant and perfect for a day visit, notably for its breweries famed for their craft beer. Burlington, Vermont: This charming little town has plenty to offer visitors, from the highly rated ECHO Lake Aquarium and Science Center to the many locally owned shops and restaurants that make the town a favourite destination.

Moosehead Lake, Maine: As the largest lake in the state of Maine and the second largest east of the Mississippi River, Moosehead Lake is the perfect pitstop for those who love water-based activities like kayaking and swimming.

Last but not least, once in

Montreal, visitors can explore the iconic

Mount Royal, experience the vibrant food scene, shop for souvenirs at

Jean-Talon Market, or stroll old

Montreal’s cobblestone streets.

Montreal boasts a vibrant nightlife, with an extensive selection of nightclubs, bars, and restaurants, and also features a lively comedy and live music scene.

Montreal is a fantastic way to experience the region’s stunning landscape and culture. With so many scenic routes and pit-stops, it’s essential to plan your trip ahead of time, so you do not miss out on the best experiences.

This guide features the best routes and pit stops, making your journey a memorable and enjoyable experience. Part 1: Differences in Driving Regulations between the US and Canada

Driving regulations differ between the US and Canada.

It’s essential to know and understand the regulations before embarking on a road trip. The rules apply to everything, from speed limits to driving under the influence.

Speed Limits

Speed limits in Canada are measured in kilometers per hour, while the US measures speed limits in miles per hour. Additionally, different Canadian provinces have different speed limits.

In contrast, the US has a set speed limit for each jurisdiction.

Seatbelts and Car Seats

Seatbelt and car seat regulations are similar in both countries. Drivers and passengers in both countries must wear a seatbelt when in the car.

Children are required to use a properly secured car seat depending on their age, weight, and height.

Drinking and Driving

In Canada, the legal blood alcohol level while driving is 0.08%, while it’s slightly lower in the US at 0.07%. Penalties for driving under the influence can be severe in both countries, including fines and license suspension or revocation.

Additionally, drunk driving charges can lead to higher insurance premiums.

Handheld Devices

Many Canadian provinces and US states have laws prohibiting the use of handheld devices while driving to reduce distracted driving. It’s essential to be familiar with these laws before starting your road trip.

Winter Tires

Winter tires are a necessity in Canada and are mandatory for drivers in some provinces. When travelling between November and April on certain roads, winter tires help provide traction and improve control in icy, snowy, or slushy conditions.

In comparison, winter tires are not required by law in the US, but they are strongly recommended. Part 2: The Cost of

Gas for the Boston to

Montreal drive.

It’s essential to budget for the cost of tolls and gas when planning a road trip.

The cost of travel for the Boston to

Montreal drive varies depending on several factors, such as the chosen route, the season, and the type of vehicle.

The cost of tolls varies depending on the route taken. For example, taking the Interstate 89 Route would usually cost around $8.50 to reach the Canadian border.

Additionally, taking the 309 route alongside Maine’s coast has significantly fewer tolls than other routes. However, this route might be longer, so it’s essential to factor in the additional fuel expenses.

Gas prices also vary between the US and Canada and may fluctuate depending on the time of year. Typically, prices are higher in the US during the summer months and lower during the winter.

Prices in Canada can reach higher levels due to the country’s tax rates. It’s essential to plan the gas expenses of your trip based on how much your vehicle consumes and the distance you intend to cover.

There are several fuel stops available along the way from Boston to

Montreal, with prices usually varying between $2.50 and $3.50 per gallon, depending on the distance travelled and the season. It’s important to note that there are fewer fuel stops on some routes, so it’s advisable to fill your tank before starting the journey to avoid running out of gas.

Planning a road trip from Boston to

Montreal requires careful budgeting and researching the driving regulations. Understanding the different driving regulations between the US and Canada, as well as the cost of tolls and gas, can help prepare a successful, enjoyable, and stress-free journey.

Make sure to account for all the potential costs, factor in some contingency days, and be flexible with your schedule for the best experience. Part 1: Weather Considerations for the Drive at Different Times of the Year

Weather can significantly impact a road trip from Boston to

It’s crucial to check the weather forecast before embarking on the journey to understand any potential weather-related issues and prepare accordingly.

Winter weather can make driving conditions more challenging, with snow and ice on the roads reducing visibility and making driving more risky. Snow tyres are mandatory in some parts of the US and Canada, so ensure your vehicle is fitted with them if necessary and carry tire chains to be extra-sure in case they are required.

Take a look at government websites for information about which roads have been cleared and which are closed due to weather. Pack any essential items and warm clothing, like blankets, heavy coats, and extra gloves.

Spring typically sees more rainy weather. Rain increases the risk of hydroplaning, which can cause accidents in wet driving conditions.

It’s essential to slow down and maintain a safe driving distance when driving in wet weather. Consider replacing your windshield wipers before the trip, so they are in good condition.

Summers are usually warm and sunny, with many travellers hitting the road for vacations and day trips. It’s crucial to beware of sun glare, stay hydrated, and take frequent breaks to avoid fatigue.

Plan your stops before you set out so that you get breaks in the shade, and make sure your cooling system is working well to keep the vehicle at a comfortable temperature.

In fall, falling leaves from trees can pose a visibility threat and may obscure road markings that help navigate the route effectively. Ensure you drive carefully in leafy areas and keep an eye on the traffic ahead.

Fog is also common in fall, and it can significantly decrease visibility, so make sure to reduce speed and keep a safe distance between your car and other vehicles. Part 2: Tips for Traveling with Pets on a Boston to

Montreal Road Trip

Bringing your furry friend on a road trip can be a fun and rewarding experience.

It’s crucial to plan ahead and take some precautions to ensure the journey is comfortable for your pet.

Get Your Pet Used to the Car

Before the trip, get your pet used to being in a car by taking a few short trips around town ahead of time. Gradually increase the length of the journey to get your pet accustomed to longer car rides.

Make Frequent Stops

Pets need regular exercise breaks and opportunities to relieve themselves. Plan your stops to account for your pet’s needs and look up the best rest stops along the way to ensure there is ample space for them to stretch their legs.

Pack for Your Pet

Bring everything your pet needs for the trip, such as food, water, bowls, bedding, toys and a leash. Ensure that your pet is well-rested in a comfortable place, like a crate, to make the journey as comfortable as possible.

Verify That Your Hotel or Accommodation Is Pet-Friendly

Ensure that you’ve booked pet-friendly accommodation, as not all hotels welcome pets. An increasing number of hotels these days do offer dog-friendly rooms, but some hotels may have weight limits, breed restrictions, or require an additional deposit.

Safety First

As with everyone else in the car, make sure your pet is safely strapped in with a harness or crate. It will keep them secure, prevent them from getting injured in an accident and helping to ensure that if you have to brake suddenly, they don’t become projectiles.

Montreal is a fantastic journey to take with your furry friend. By planning ahead and taking precautions, you can do everything to make the trip as smooth and comfortable as possible for them and you! Be safe, keep everyone in the cars comfort at a maximum, and you’ll have long-lasting memories to treasure together while exploring the beautiful road landscape!

Part 1: Alternatives to Driving, such as Taking a Bus or Train

While driving may be the most popular option for a road trip from Boston to

Montreal, there are alternative modes of transportation that are worth considering.

Taking a bus or train can provide a different travel experience and alleviate some of the stress of driving.

Several bus companies, such as Greyhound and Megabus, offer daily routes from Boston to

Montreal. Bus travel can be a cost-effective option for budget-conscious travelers.

The journey typically takes around seven to eight hours, depending on traffic and border crossings. One benefit of taking the bus is the ability to relax and enjoy the scenery without worrying about navigation or traffic.

Buses also provide amenities such as Wi-Fi, power outlets, and comfortable seating. However, it’s essential to keep in mind that schedules may be subject to delays due to traffic or other unforeseen circumstances.

Train Travel

Amtrak provides train service from boston to.

Montreal via the “Amtrak Adirondack” route. This journey offers stunning views of the Adirondack and Green Mountains, making it a scenic alternative to driving.

The train ride takes about ten hours, but the extended time is offset by the picturesque landscapes along the way. Train travel offers a more leisurely experience, where passengers can move around, stretch their legs, and enjoy onboard dining options.

The Amtrak Adirondack provides comfortable seating, large windows, and access to free Wi-Fi. It’s important to note that train schedules may also be subject to delays, but the overall experience of train travel can make up for any additional travel time. Part 2: Best Places to Visit in Boston before Starting the Road Trip

Boston, as the starting point of your road trip, offers numerous attractions and landmarks worth exploring.

Here are some must-visit places in Boston before embarking on your journey to

Freedom trail.

Freedom Trail is a 2.5-mile-long trail that takes visitors through 16 historically significant sites, including the Massachusetts State House, Paul Revere’s House, and the Old North Church. This trail offers a glimpse into the rich history of the American Revolution and is a great starting point for exploring Boston’s history.

Fenway Park

Baseball fans should not miss the opportunity to visit.

Fenway Park, the oldest Major League Baseball stadium still in use. Take a tour of this iconic ballpark and learn about its storied history, including the famous “Green Monster” outfield wall.

Boston Common

As America’s oldest public park,

Boston Common is an urban oasis and a perfect stop before your road trip. Take a leisurely stroll, have a picnic, or simply relax in this lush and vibrant green space.

It’s also the central starting point of the

Freedom Trail.

Harvard University

Located in nearby Cambridge, a visit to

Harvard University is a must for any intellectual or history enthusiast. Take a guided tour to explore the campus and learn about Harvard’s illustrious history.

Newbury Street

For a shopping and dining experience, head to

Newbury Street. Known for its upscale boutiques, art galleries, and restaurants, this charming street offers a vibrant atmosphere and is a great place to find unique souvenirs before hitting the road.

Museum of Fine Arts

Art lovers should not miss the opportunity to visit the.

Museum of Fine Arts, which houses an extensive collection of artwork from around the world. From ancient Egyptian artifacts to modern masterpieces, this museum offers a diverse range of artistic treasures.

Charlestown Navy Yard

Before your road trip, make a stop at the

Charlestown Navy Yard, home to the USS Constitution Museum and the historic USS Constitution, the oldest commissioned warship afloat. Explore the museum to learn about the ship’s history and take a guided tour aboard the USS Constitution itself.

Montreal, alternative modes of transportation like buses and trains offer a different experience and may be preferable for some travelers. Before setting out on your road trip, take the time to explore the historic landmarks and attractions that Boston has to offer.

Freedom Trail to

Fenway Park, Boston provides a wealth of opportunities to immerse yourself in history, culture, and the vibrant atmosphere of this cosmopolitan city. Part 1: Suggestions for Where to Stay Overnight During the Drive

The drive from Boston to

Montreal is approximately 300 miles and can take anywhere from five to eight hours, depending on the route taken, traffic conditions, and the number of stops along the way.

If you prefer to break up the journey and stay overnight, there are several excellent options for accommodations along the route. Burlington, Vermont

Located just south of the Canada-US border, Burlington is a vibrant city with a charming waterfront and a lively downtown area.

Here, you’ll find a variety of hotels, bed and breakfasts, and rental properties to choose from. Burlington offers a range of dining options, shopping, and attractions, including the stunning Church Street Marketplace, ECHO Lake Aquarium and Science Center, and the scenic Waterfront Park.

Saint Johnsbury, Vermont

For a more rustic and small-town feel, consider staying overnight in Saint Johnsbury. This picturesque town is known for its Victorian architecture and beautiful landscape.

The Fairbanks Museum and Planetarium, with its extensive collection of natural history artifacts, is a popular attraction in the area. Saint Johnsbury also offers various accommodation options, including cozy inns and bed and breakfasts.

Lake Placid, New York

If you’re looking for a scenic overnight stay, consider Lake Placid, located in the heart of the Adirondack Mountains. This charming village offers stunning lake views, outdoor recreational activities, and a range of accommodations, from luxury resorts to cozy cabins.

Explore the pristine beauty of Mirror Lake or venture to the top of Whiteface Mountain for incredible panoramic views. Plattsburgh, New York

Situated on Lake Champlain, Plattsburgh is a popular choice for an overnight stay during the drive.

This city offers a mix of historical sites, outdoor activities, and a vibrant downtown area. Explore the Plattsburgh City Beach, visit the Kent-Delord House Museum, or take a stroll along the Saranac Riverwalk.

Plattsburgh has a wide range of lodging options, including hotels and motels. Part 2: Immigration and Border Crossing Information for US and Canadian Citizens

Border crossing between the United States and Canada is a standard procedure, but it’s essential to be prepared and familiarize yourself with the immigration process as a US or Canadian citizen.

US Citizens Entering Canada

US citizens must present a valid passport when entering Canada. It’s advisable to have all necessary travel documents readily accessible, including proof of citizenship (birth certificate or naturalization certificate) and photo identification.

Canadian Citizens Entering the US

Canadian citizens must present a valid passport when entering the United States by land or by air. Alternatively, Canadian citizens can use the NEXUS program, which expedites the entry process through dedicated NEXUS lanes at the border.

Customs and Border Protection (CBP) and Canada Border Services Agency (CBSA)

Border officers will conduct routine inspections at the border crossing. It’s important to declare all goods, including any fruits, vegetables, alcohol, tobacco, or firearms, to the border officers.

Failure to do so can result in fines or penalties. If you are unsure whether an item can be transported across the border, consult the appropriate government website for guidance.

Wait Times and Traffic

Border crossing wait times can vary depending on the time of day, day of the week, and the overall flow of traffic. It’s recommended to check the border services’ websites or use available smartphone apps to get real-time information on wait times.

Plan your border crossing time accordingly to minimize any potential delays.

When planning a road trip from Boston to

Montreal, it’s important to consider overnight accommodations along the route to break up the journey. Burlington, Saint Johnsbury, Lake Placid, and Plattsburgh offer diverse options for lodging, ensuring you have a comfortable stay before continuing your drive.

Additionally, understanding the immigration and border crossing procedures for US and Canadian citizens is essential to ensure a smooth and hassle-free experience. By being prepared and knowledgeable, you can approach the border crossing with confidence and enjoy a seamless transition between the two countries.

Part 1: Best Dining Options Along the Boston to

Montreal Route

Exploring the culinary scene along the boston to.

Montreal route can be a delightful experience. From quaint cafes to fine dining establishments, here are some of the best dining options to consider:

Stowe, Vermont

Stowe is a charming town known for its picturesque landscapes and outdoor activities.

After a day of driving, indulge in a delicious meal at one of the town’s acclaimed restaurants. Try the locally sourced comfort food at The Whip Bar & Grill or enjoy a refined dining experience at the Trapp Family Lodge’s Dining Room, which offers panoramic mountain views.

Burlington, Vermont

Burlington is a vibrant city known for its farm-to-table cuisine and craft breweries. Don’t miss out on dining at The Farmhouse Tap & Grill, where you can enjoy a mouthwatering selection of locally sourced dishes paired with a wide range of Vermont beers.

For a more upscale experience, visit Hen of the Wood, which features seasonal ingredients and a menu focusing on regional flavors. Lake Placid, New York

Lake Placid offers a variety of dining options suitable for different tastes.

For a taste of classic American cuisine, visit the Lake Placid Pub & Brewery, known for its handcrafted beers and hearty comfort food. If you’re in the mood for something more upscale, try The View Restaurant at the Mirror Lake Inn, which offers stunning lake views alongside a refined menu featuring locally sourced ingredients.

Mont-Tremblant, Quebec

Mont-Tremblant is a popular resort town known for its skiing, outdoor activities, and vibrant dining scene. Satisfy your taste buds at Resto-Pub Au Coin, a local favorite known for its hearty Quebec cuisine and cozy ambiance.

Alternatively, indulge in French-inspired dishes at Le Cheval de Jade, where you can enjoy innovative creations made with fresh, seasonal ingredients.

Montreal, Quebec

Once you arrive in

Montreal, you’ll be spoiled for choice when it comes to dining options. The city is renowned for its diverse culinary scene, offering everything from French bistros to trendy fusion restaurants.

For a taste of traditional Quebecois cuisine, try Au Pied de Cochon, known for its indulgent foie gras dishes. For a fine dining experience, L’Atelier de Jol Robuchon offers a menu crafted by renowned chef Jol Robuchon.

Additionally, don’t miss the chance to explore the vibrant food markets of

Montreal, such as

Jean-Talon Market or Atwater Market, where you can sample a wide variety of local produce and specialty foods. Part 2: Popular Tourist Attractions to Visit in

Beyond its culinary delights,

Montreal is a city rich in history, culture, and attractions.

Here are some popular tourist attractions to visit:

Step back in time and explore the cobblestone streets and centuries-old buildings of old.

Montreal. Visit the beautiful Notre-Dame Basilica, wander through Place Jacques-Cartier, and explore the history and exhibits at the Pointe–Callire Museum.

Mount Royal

Dominating the city’s skyline,

Mount Royal offers a green oasis in the heart of

Montreal. Climb to the top for panoramic views of the city or enjoy a leisurely walk or bike ride through the park’s trails.

Montreal Botanical Garden

Covering over 190 acres, the

Montreal Botanical Garden is a stunning place to explore a vast collection of plants and gardens. From the Japanese Garden to the Chinese Garden, there is an array of landscapes to admire and enjoy.

Saint Joseph’s Oratory of

Visit one of the world’s most visited shrines, Saint Joseph’s Oratory. Marvel at its grand architecture, stunning panoramic views, and learn about its history and significance.

Art enthusiasts should not miss the

Museum of Fine Arts, a renowned institution with an extensive collection spanning various styles and periods. The museum showcases both Canadian and international art.

Jean-Talon Market

Immerse yourself in.

Montreal’s culinary scene by visiting

Jean-Talon Market. Explore the bustling stalls filled with fresh produce, meats, cheeses, and local specialties.

The market is a food lover’s paradise and offers an excellent opportunity to sample local flavors.

As you drive from Boston to

Montreal, there are excellent dining options along the way in places like Stowe, Burlington, Lake Placid, Mont-Tremblant, and, of course,

Montreal. From farm-to-table cuisine to French delicacies, there’s something to satisfy every palate.

Once you reach

Montreal, explore the city’s attractions, including Old

Mount Royal, the

Montreal Botanical Garden, Saint Joseph’s Oratory, the

Museum of Fine Arts, and the vibrant

Jean-Talon Market. Enjoy the culinary and cultural delights that await you on this journey through New England and Quebec.

Part 1: Recommended Day Trips or Excursions from

Montreal is not only a vibrant city but also a gateway to a variety of day trips and excursions to explore the surrounding area. Here are some recommended options:

Mont-Saint-Hilaire

Located just 25 miles east of.

Mont-Saint-Hilaire offers majestic hiking trails and stunning views. The trail network at the

Mont-Saint-Hilaire Nature Reserve provides an opportunity to immerse yourself in nature and explore the diverse flora and fauna of the region.

Hike to the summit of Mont Saint-Hilaire for panoramic views of the surrounding area, or choose one of the other trails that suit your desired difficulty level.

Oka National Park

Situated on the north shore of Lac des Deux-Montagnes,

Oka National Park provides a scenic getaway from the city. The park offers various recreational activities, including hiking, biking, canoeing, and swimming.

Explore the park’s trails, which wind through forests and along the shoreline, and relax on the sandy beaches.

Eastern Townships

For a full day of exploration, head to the

Eastern Townships, located southeast of

Montreal. This picturesque region is known for its rolling hills, quaint villages, and vineyards.

Visit the charming town of Magog, located on the shores of Lake Memphremagog, or explore the picturesque village of North Hatley. Enjoy outdoor activities such as hiking, cycling, or even a scenic drive through the vibrant fall foliage.

Montreal Botanical Garden and Biodme

If you prefer to stay closer to.

Montreal, consider visiting the

Montreal Botanical Garden and Biodme. The botanical garden features numerous themed gardens and greenhouses, showcasing a vast collection of plants from around the world.

The Biodme is a unique attraction where visitors can explore various ecosystems, including a replica of a tropical rainforest, a polar environment, and a St. Lawrence River ecosystem. Part 2: Scenic Hikes or Outdoor Activities to Enjoy During the Drive

While driving from Boston to

Montreal, there are several opportunities to enjoy scenic hikes or outdoor activities along the route.

Here are some recommendations:

White Mountain National Forest, New Hampshire

As you drive through New Hampshire, consider exploring the White Mountain National Forest. This pristine natural area offers numerous hiking trails suitable for various fitness levels.

Take a scenic hike along the Franconia Ridge Loop, enjoy the breathtaking views of the Presidential Range, or visit the famous Flume Gorge for a picturesque walk through a narrow gorge. Green Mountain National Forest, Vermont

Check out the Green Mountain National Forest in Vermont, which offers fantastic hiking opportunities.

Stroll along the Long Trail, known as the oldest long-distance hiking trail in the United States, or explore the beautiful trails around Vermont’s highest peak, Mount Mansfield. Enjoy the stunning scenery and vibrant fall foliage during the autumn months.

Acadia National Park, Maine

Take a detour to Acadia National Park, located on Mount Desert Island in Maine. This stunning park features a variety of outdoor activities, including hiking, biking, kayaking, and wildlife spotting.

Enjoy the panoramic views from Cadillac Mountain, explore the scenic trails around Jordan Pond, or venture along the Park Loop Road to discover breathtaking coastal landscapes. Lake Champlain, Vermont

Consider taking a break at Lake Champlain, which straddles the border between Vermont and New York.

Enjoy water activities such as boating, kayaking, or paddleboarding, or take a leisurely stroll along the lakeshore and enjoy the beautiful scenery. For a more challenging outdoor adventure, hike up Mount Philo State Park for stunning views of the lake and surrounding area.

While planning your road trip from Boston to

Montreal, make sure to include some recommended day trips or excursions from

Montreal to explore the surrounding area. From hiking in

Mont-Saint-Hilaire or the White Mountain National Forest to relaxing at

Oka National Park or Lake Champlain, there are plenty of opportunities to enjoy the outdoors.

Additionally, consider fitting in a visit to the

Montreal Botanical Garden and Biodme for a captivating experience. Embrace the natural beauty and outdoor attractions along the way to make your road trip even more memorable.

Part 1: Safety Tips for Driving in Unfamiliar Territory during a Road Trip

Driving in unfamiliar territory during a road trip can be both exciting and challenging. To ensure a safe and enjoyable journey, consider the

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Montreal to Boston road trip

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Looking to travel between Montreal and Boston? A road trip is the perfect way to explore all that this scenic route has to offer. From historic sites to natural wonders, there’s something for everyone along the way.

The journey begins in Montreal, Quebec, a culturally rich city with a European flair. Be sure to explore the cobblestone streets of Old Montreal and visit some of the city’s famous landmarks, like Notre-Dame Basilica and Mount Royal Park.

If you’re a foodie, you’ll definitely want to indulge in some of Montreal’s iconic dishes, like poutine and bagels. Continuing on from Montreal, you’ll enter the picturesque state of Vermont. This is a great opportunity to get off the beaten path and explore some of the small towns dotting the landscape. Be sure to check out Burlington, the largest city in Vermont, as well as Shelburne Falls, a charming village located on the banks of the Connecticut River. As you travel through Massachusetts, you’ll pass by several important historical sites, like Plymouth Rock and Harvard University.

Of course, no trip to Boston would be complete without a visit to Fenway Park – home of the Red Sox! After spending some time in Boston, it’s time to head back home (or wherever your journey takes you next!).

As one of the oldest cities in North America, Montreal beautifully combines its rich history with modern flair. Stroll through the cobblestone streets of Old Montreal, where you’ll find the stunning Notre-Dame Basilica, or immerse yourself in the lively atmosphere of the Plateau Mont-Royal neighborhood. Montreal’s culinary scene is unrivaled, with everything from traditional poutine to fine dining. Be sure to explore Mount Royal Park , the city’s green heart, designed by the same landscape architect as New York’s Central Park. The city’s blend of French and English influences creates a unique cultural experience.

Things to do in Montreal

• Barbie Expo
• Jean Talon Market
• La Grande Roue de Montréal
• Mary, Queen of the World Cathedral
• Montreal Botanical Garden
• Montreal Museum of Archaeology and History

Great hotels in Montreal

David Hotel

InterContinental Montreal, an IHG Hotel

Hotel Place d’Armes

Known as the “Cradle of Liberty,” Boston is steeped in history and culture. Walk the Freedom Trail to discover iconic historical sites like the Paul Revere House and the Old North Church. The city’s prestigious universities, Harvard and MIT, lend a vibrant energy to the area. Visit the Boston Public Garden and take a swan boat ride on the lagoon. Boston also offers a delectable food scene – try New England clam chowder, lobster roll, or a cannoli from the famous Mike’s Pastry in the North End.

Things to do in Boston

• Boston Children’s Museum
• Boston Common
• Boston Tea Party Ships & Museum
• Charles River Esplanade
• Faneuil Hall Marketplace
• Fenway Park
• Franklin Park Zoo
• Museum of Fine Arts, Boston

Great hotels in Boston

Hyatt Centric Faneuil Hall Boston

The Ritz-Carlton, Boston

A Family Road trip from Boston to Montreal

This summer we took a road trip to a foreign city new to my family- Montreal, Canada. Driving from Boston to Montreal is an ideal New England road trip. In a pretty easy half-day drive you can be in not only a different country, but one that feels foreign. Montrealers speak French, along with English, and the city has a definite European feel.

Our home base is Providence, Rhode Island, so I was actually traveling from Providence to Montreal, but for the sake of my readers, I will use Boston as a starting point.  We drove through Boston on our way out. It is fairly equidistant to travel through New Hampshire or Vermont to get to Montreal from Providence or Boston, so we chose to travel a different route for each leg of our journey. This gave us a chance to explore more of our beloved New Hampshire , but also one of my favorite states, Vermont . Either route takes a little under 5 hours.

Table of Contents

Road trip from Boston to Montreal

Stops for your road trip from boston to montreal through new hampshire, lincoln, new hampshire.

We left for our adventure after a workday, so didn’t want to do the whole trip in one day. We stopped in one of our favorite New Hampshire towns for the night, Lincoln. Read all about why we love Lincoln.

Stop to See the Longest Candy Counter in the World!

Chutters in Littleton, New Hampshire claims this superlative! There is enough candy here to make the rest of your drive sweet and this is a cute town to see.

How to Visit the Derby Line on your Road Trip

On my first trip up this stretch of road I kept seeing signs for Derby Line that intrigued me. After we got to Montreal I did some research to find out what this line is. The Derby Line is the estimated line half way between the North Pole and the Equator– and a definite road trip must stop!

Derby Line, Vermont/Stanstead, Quebec

Derby Line and Stanstead are two towns built straddling the US and Canada border. There are streets that go directly from one country to another and even a building that sits right on the border– The  Haskell Free Library and Opera House  which was built as a symbol of friendship between the two countries. You can enter the building in the US and exit into Canada, passing through a patrolled crossing. You can also have your feet in both countries at the same time. Follow your GPS to the library and you will be there! I thought it was really cool, my husband expected border guards to come surround us the whole time. There is one imposing sign that suggests that, but the placards state that you can use the walkway to the library which crosses the border.

You can watch a video about our stop of a winter road trip to Quebec City:

Stops for your Road Trip from Boston to Montreal Through Vermont

Woodstock, Vermont

A stop in Woodstock will add about half an hour to your drive, but it is my favorite town in Vermont. Woodstock has a gorgeously charming inn, an upscale downtown full of restaurants and shops and covered bridges.

Read all about Woodstock, Vermont. 

Quechee, Vermont

Right near Woodstock is the village of Quechee. It has a gorgeous gorge to hike, lots of artisans to visit and cheese to taste. You can read about it in the Woodstock post.

Ben and Jerry’s Factory

This famous ice cream factory is a place I return to whenever I happen to be in Vermont and it is right on the route between Boston to Montreal! Ice cream is one of my very favorite foods and Ben and Jerry’s falls in my top favorites for mass-produced ice cream.

Not only is there an ice cream bar with every flavor of Ben and Jerry’s possible, there are also other fun things to do here. For a small fee, you can see the inner workings of the factory (well, from a viewing platform). At the end you get to try a new flavor. After your tour, be sure to check out the flavor graveyard, where some of my favorite flavors are laid to rest. (Did you ever try Oats of This World?– I miss it!)  I would plan to spend between 1-2 hours here.

Warren Falls, Vermont

It will only add about 20 minutes to your drive to add these waterfalls to your Boston to Montreal itinerary. Not only will you be rewarded by natural swimming pools, but also multiple falls and a natural slide only a .1 mile hike off the road.

Crossing the Border Between the US and Canada

You will need a passport, whether you are walking or driving across this border. If you have NEXUS to help expedite your crossing, it only will help if everyone in your car has it. The lane is only open certain hours as well. Because I have it, but not my kids, we all had to wait in line.

As an aside, I have NEXUS as part of my Global Entry package, which was some of the best money I have spent to make travelling easier.

Pretty cool fact– The border between the US and Canada is the longest international border in the world!

You will have about an hour after you cross the border until you reach Montreal. I should add that is without traffic. Montreal has egregious traffic, so plan accordingly.

Read on to explore Montreal with us!

Also, if you keep driving about two hours more, you can get to Quebec , my favorite Canadian city!

Questions or comments? Be sure to leave them below.

If you liked it, please share it. Thank you!

13 thoughts on “A Family Road trip from Boston to Montreal”

Stanstead is the coolest border crossing ever! It feels like you are sneaking into a country even though there is the little border control! Great tips. We have done that drive many times and I don’t think you missed a thing!

Thanks for the article, it is very useful! I will soon go to Boston and this will be my first trip. I already rented a car and found a good hotel. Your article will help me have a good time here.

Nice post. The way you have written is amazing and the images too. Thanks for sharing this. Keep the good work going. Chers.!!!!

Wonderful! This is exactly what I will do with my teenager! I would greatly appreciate any tips on a place to stay in Lincoln or any other ideas for our drive to Montreal (will go as you describe yours) as well as any tips on what to do in Montreal. We are flying in from Europe so this is all unfamiliar land to us:).

Malin, If you give me your email, I can send you links for hotels in Lincoln. Here are suggestions on Montreal https://thedailyadventuresofme.com/home/weekend-in-montreal-with-kids

Great, thanks! [email protected]

You found a lot of good places to stop along the way! Yum to Ben and Jerry’s! Those waterfalls looks nice too.

I would certainly hit that candy store for some road trip supplies for a road trip from Boston to Montreal. I love all the scenery you got as you travelled through Vermont. I might be tempted to stop for longer. We too have a Nexus card and we love how easier it is to tackle the border.

What a great article. Loved reading about your experience driving from Boston to Montreal and the spots you found along the way. The Quechee Gorge looks super cool and I would love to experience it myself.

This looks so awesome! Visiting Vermont has been something Ive always wanted to do and haven’t had the opportunity yet. Your photos are gorgeous. I was actually surprised that the halfway point between the North Pole and the equator is that far north, in my mind it would have been lower.

Thanks for the great blogpost of your trip. It inspired me to take a few of the same stops as well. We’ll travel the other way around though, as part of our 4 week 10-stop US/Can roadtrip that will include NY, Niagara, Algonquin, Cape Cod etc.

Great blog post! Your detailed account of the drive from Boston to Montreal is both informative and engaging. Your descriptions of the scenic views along the way and the various towns and cities you passed through make me want to take the same trip myself.

I loved the longest candy counter photo! Warm Summer Regards!

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• Eater Guides

Two Delicious Ways to Break Up a Drive Between Boston and Montreal

A five-hour drive away, the Canadian city makes for a perfect multi-day road trip from Boston. Here’s where to eat on the way.

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Lamenting Boston’s relatively mild winter this year and looking for colder climes and some actual snowfall, with a side of poutine , smoked meat , bagels , and French classics ? Montreal is merely a five-hour drive away, a not-too-inconvenient trek for a long weekend of eating, snowshoeing, and eating some more. (Sure, it’s worth the trip in the summer as well, although if you can brave the cold, you’ll find shorter waits at a lot of the most touristy hot spots. Winter visitors may find that they can waltz right into Schwartz’s when that smoked meat craving hits.)

Be sure to peruse Eater Montreal as you plan your trip, starting with the Ultimate Visitor’s Guide to Eating in Montreal . Don’t ignore the actual drive, though — taking a meal break around the three- or four-hour mark in each direction will make the remainder of the drive a breeze and allow for a bit of Vermont exploration. Here’s one excellent restaurant to visit in each direction of the drive.

156 Church St., Burlington, Vermont

Given the right traffic and weather conditions, you might be able to zoom up to Burlington, Vermont, in about three and a half hours; more likely it’ll be around four. But if you leave Boston in the early afternoon and can get that much of the drive under your belt in one go, you can (and should) stop for dinner at the destination-worthy Honey Road and arrive in Montreal with enough time for a nightcap before bed.

Honey Road debuted in mid-2017, courtesy of Oleana alum Cara Chigazola-Tobin and Hen of the Wood alum Allison Gibson. The owners serve as executive chef and general manager respectively. Chigazola-Tobin has landed on the James Beard semifinalist list twice ( 2018 , 2019 ) for her work at the restaurant, and the restaurant itself was a “best new restaurant” semifinalist in 2018.

Under the watchful eye of a neon flamingo, try to snag a seat at the bustling restaurant’s bar and prepare to eat as many of Honey Road’s Eastern Mediterranean mezze as possible. The cocktail list tempts with options like a barberry caipirinha and a turmeric-ginger-infused gin drink, but more driving awaits, and a bartender will be happy to suggest low-alcohol or spirit-free drinks that make use of some of the bar’s flavor-packed ingredients.

The menu varies with the seasons and features plenty of local ingredients. Keep an eye out for a couple must-try dishes or variations on them: grape leaf dolma, stuffed with earthy lamb and served with a thick yogurt, and sticky sweet-spicy harissa chicken wings, served with dried lime labne.

Phnom Penh Sandwich Station

7 North Main St., White River Junction, Vermont

From farmers market vending to a food truck to a takeout shop in Lebanon, New Hampshire, to a full-service restaurant in White River Junction, Vermont, Sarin Tin and Lay Yi’s Phnom Penh Sandwich Station has come a long way in the past five years, serving the Upper Valley region exemplary Cambodian and Vietnamese cuisine all the while.

While the Lebanon shop still exists — at least until later this year, when its building is demolished — the sit-down location in downtown White River Junction, open since late 2018, is the place to go for a more leisurely meal (including an expanded menu and a small selection of beer and wine). Located alongside the train tracks, the small, cozy space was home to a diner, Polka Dot Restaurant, for over 50 years .

Depending on the border crossing and traffic, travelers returning from Montreal will likely hit this spot, open for lunch and dinner every day except Sunday, in a little over three hours, leaving only about two hours of driving back to Boston post-meal.

Start with the fried bread appetizer — the crispy bread is topped with an umami-rich pork and shrimp spread and is meant to be dipped in a sweet, spicy, sour sauce. The main course depends on whether you’re in a sandwich mood or looking for a comforting bowl of soup or curry.

Sandwich seekers can choose the Vietnamese banh mi, featuring ham, head cheese, and pate, or the Phnom Penh sandwich, which comes with a choice of protein, such as lemongrass beef or ginger garlic pork. On the soupier side, especially for a cold winter day, the mi kary does the trick. The enormous bowl includes shrimp, tofu, and yellow noodles in a hearty curry broth, embellished with bean sprouts, carrot, potato, green beans, and crispy wontons. With roots in Malaysia and Indonesia, this dish has spread around Southeast Asia in various forms (often called curry laksa) and feels like a natural fit for Phnom Penh Sandwich Station’s menu — and a satisfying way to wrap up a long weekend of feasting.

Find other excellent New England dining options — from lobster rolls in Maine to fried clams in coastal Massachusetts — here .

Food-Filled New England Day Trips Outside of Boston

• Amesbury Food Crawl: Beer, Oysters, and More
• Essex Food Crawl: Fried Clams, Chowder, and More
• Gloucester Food Crawl: Pizza, Raw Bar, and More
• Newburyport Food Crawl: Oysters, Fried Clams, and More
• Rockport Food Crawl: Lobster Rolls, Ice Cream, and More
• Salem Food Crawl: Chop Suey Sandwiches and Pizza
• Go to Salisbury and Eat Beach Pizza
• And Another Take on Salisbury Beach Pizza
• The Riverview in Ipswich Has Been Serving Great Bar Pizza for Decades
• Natural Wines and No Pretense in a North Shore Paradise
• Where to Eat Roast Beef Sandwiches on the North Shore and Beyond
• Where to Eat on Cape Ann
• Where to Eat Seafood on the South Shore of Massachusetts
• Where to Eat Fried Fish Sandwiches on Massachusetts’ North and South Shores
• Where to Eat Fried Clams in and Around Boston (and on the North and South Shores)
• Provincetown Booze Crawl: Classic Cocktails and Cheap Beers
• What to Eat and Drink During an Off-Season Weekend in Provincetown
• Where to Get a Drink on Nantucket
• What a Boston Restaurant Industry Vet Is Doing in Brewster
• How to Take a Quick Food-Filled Trip to North Adams in the Berkshires
• How to Spend a Day Eating and Drinking in the Pioneer Valley of Western Massachusetts
• The Ultimate Guide to Northampton Coffee Shops
• The 31 Essential Berkshires Restaurants
• Essential Maine Restaurants
• Hot New Maine Restaurants
• Where (and What) to Eat Outdoors in Portland, Maine
• How to Eat and Drink in Portland, Maine, Like a Restaurant Industry Pro
• How to Eat and Drink in Maine — Beyond Portland — Like a Restaurant Industry Pro
• How to Make the Most of a Quick, Off-Season Trip to Portland, Maine
• Eat Your Way Through an Off-Season Weekend in Kennebunkport, Maine
• Four Maine Winter Adventures That End With Good Beer
• Bubbling Up: How Ployes Became a Mealtime Staple in Northern Maine
• Hampton Beach Booze Crawl: Strong Mixed Drinks and Airbrushed T-Shirts
• The New Hampshire Diner That Every Future President Must Visit
• Where to Dine and Drink in Manchester
• Essential Burlington, Vermont, Restaurants
• Essential Burlington, Vermont, Bars
• The Best Coffee Shops in Burlington, Vermont
• Eat Savory Buns at Haymaker Bun Company in Middlebury, Vermont
• The Team Behind the Award-Winning Celeste in Somerville, Massachusetts, Has Two Vermont Projects in the Works
• Where to Eat and Drink in Mad River Valley, Vermont
• The Creemee Is the Ultimate Taste of Vermont Summer
• Essential Restaurants in Providence
• Hot New Restaurants in Providence
• Big King Brings Sake and Serenity to the Old North Space in Providence
• The Road to the Eater 38: Al Forno in Providence
• What to Eat at Providence’s Vegan Food Hall, Plant City
• How to Spend 24 Food-Filled Hours in Warren, Rhode Island
• The Definitive Guide to New Haven Pizza
• The Road to the 38: Ranking New Haven’s Best Pizzas
• The 5 Must-Visit New Haven Pizzerias
• Watch: Does New Haven Serve the Best Pizza in America?
• How to Spend a Food-Filled Day in Mystic, Connecticut
• At Fairfield’s Isabelle et Vincent, French Pastries Dazzle in an Unlikely Location
• Inside New Haven’s Louis’ Lunch, the 120-Year-Old Birthplace of the Hamburger
• A Taste of New Haven’s East Rock Neighborhood
• 9 Must-Try Bakeries in New Haven, Connecticut
• An Eater’s Guide to the Connecticut Shoreline
• How to Spend 24 Food-Filled Hours in a Trio of Connecticut Shoreline Towns
• 38 Essential Restaurants in New England
• What to Eat and Drink in Portsmouth, New Hampshire, and Kittery, Maine
• Picnic Guide: Where to Eat and What to Eat in Boston and Beyond (Walden Pond, Spectacle Island, etc.)
• New England Doughnuts Worth the Drive
• Escape the Boston Bustle at These Relaxing New England Teahouses
• Five New England Hotels With Destination-Worthy Dining
• One Must-Try Regional Food Specialty in Every New England State
• Destination-Worthy Vegan Dining Around New England

Points of Interest between Boston, Massachusetts to Montreal, Quebec

• Halfway Point
• Points of Interest
• Travel Time
• Travel Cost

Road Trip from Boston to Montreal: Best Stops and Sights

Ready to hit the open road and explore the wonders of New England and Quebec? Then buckle up, because we’ve put together a list of the top places to see when driving from Boston, Massachusetts to Montreal, Quebec. This road trip route takes you through stunning landscapes, historic cities, and charming small towns. Here are our picks for the top sights and stops to make along the way.

Boston to Salem: A Scenic Drive through Quintessential New England

The drive from Boston to Salem is short, but it’s packed with quintessential New England charm and history. Take a detour off the I-95 and follow Route 1A to drive along the North Shore coastline. Here are our favorite stops along this scenic drive.

• Marblehead: This picturesque coastal town boasts colonial architecture, rocky beaches, and a charming downtown with great shopping and dining options. Don’t miss Abbott Hall, which houses the famous painting “The Spirit of ’76.”
• Salem: Famous for its witch trials of 1692, Salem is a fascinating place to visit year-round. Explore the Salem Witch Museum, stroll around the historic downtown, and visit the House of Seven Gables, which inspired Nathaniel Hawthorne’s novel of the same name.
• Singing Beach: This beautiful sandy beach in Manchester-by-the-Sea offers stunning views of the coastline and a peaceful escape from the hustle and bustle of the city. Pack a picnic and relax on the beach while listening to the sound of the waves.
• Gloucester: This historic fishing town is known for its seafood restaurants, art galleries, and scenic vistas. Take a walk along the harbor and watch the lobster boats come in, or visit the Cape Ann Museum to learn about the area’s history and culture.
• Rockport: This quaint seaside town is home to artists and writers and offers stunning views of the rocky coastline. Visit the Motif #1, a famous fishing shack that has been painted by many artists over the years, or take a stroll along the picturesque Bearskin Neck.

White Mountains: Stunning Scenery and Outdoor Adventures

Once you cross the border into New Hampshire, you’ll be greeted by the stunning scenery of the White Mountains. This region is a paradise for outdoor enthusiasts, with plenty of opportunities for hiking, skiing, and cycling. Here are the top sights and stops in the White Mountains.

• Franconia Notch State Park: This scenic park features dramatic mountain vistas, hiking trails, and the famous Franconia Notch Parkway. Don’t miss the Flume Gorge, a natural chasm that is over 800 feet long.
• Cannon Mountain: Take a ride on the aerial tramway to the summit of Cannon Mountain for panoramic views of the White Mountains and the Green Mountains of Vermont. In the winter, Cannon Mountain is a popular ski destination.
• Mount Washington: The highest peak in the Northeast, Mount Washington offers breathtaking views and challenging hiking trails. If you don’t want to hike, you can reach the summit by driving the Auto Road or taking the Cog Railway.
• Kancamagus Highway: This scenic byway runs through the heart of the White Mountains and offers stunning views of the forested landscape. Stop at the many overlooks and hiking trails along the way.
• North Conway: This charming village offers great shopping, dining, and outdoor activities all year round. In the winter, it’s a popular skiing destination, and in the summer, it’s a great place to hike or visit the Conway Scenic Railroad.

Montpelier and Burlington: Two Quirky and Vibrant Vermont Cities

As you head north into Vermont, you’ll pass through two cities that are different in many ways but share a vibrant and quirky spirit. Montpelier is the capital of Vermont and the smallest state capital in the country, while Burlington is the largest city in Vermont and a hub for arts, culture, and outdoor recreation.

• Montpelier: This charming city is known for its historic buildings, small-town charm, and laid-back vibe. Check out the State House, the Vermont Historical Society Museum, and the Hubbard Park Tower for panoramic views of the city and surrounding hills.
• Ben & Jerry’s Factory Tour: Just a short drive from Montpelier, this factory tour is a must-do for ice cream lovers. Learn about the history of Ben & Jerry’s, see the production line in action, and sample some of the famous flavors.
• Church Street Marketplace: Located in downtown Burlington, this pedestrian-only street is lined with shops, restaurants, and street performers. It’s a great place to people-watch and soak up the city’s lively energy.
• Lake Champlain: This sprawling lake offers plenty of opportunities for outdoor recreation, from hiking and biking to kayaking and fishing. Take a ferry ride to one of the islands on the lake or visit the ECHO Leahy Center for Lake Champlain to learn about the ecology and history of the lake.
• Shelburne Museum: This unique museum is home to a collection of over 150,000 works of art and artifacts. The collection is housed in 39 buildings on 45 acres, including historic homes, barns, and a lighthouse.

Montreal: Music, Food, and Culture

You’ve made it to Montreal, one of Canada’s most vibrant and cosmopolitan cities. With its rich history, lively arts scene, and world-class cuisine, Montreal is a great place to wrap up your road trip. Here are our top picks for things to see and do in Montreal.

• Old Montreal: This historic district is home to cobblestone streets, charming cafes, and beautiful architecture. Visit Notre-Dame Basilica, take a horse-drawn carriage ride, or stroll along the waterfront promenade.
• Mount Royal: This hill in the heart of the city offers stunning views of the skyline and surrounding countryside. Take a picnic and enjoy the green space, or hike up to the summit for even better views.
• Plateau Mont-Royal: This trendy neighborhood is known for its vibrant street art, quirky boutiques, and diverse food scene. Stroll along Rue Saint-Denis, visit the Moroccan-inspired Jardin Nelson, or try the famous smoked meat sandwich at Schwartz’s.
• Montreal Jazz Festival: This world-famous music festival takes place in late June and early July and attracts performers and music lovers from around the world. Check out the schedule and try to catch a show or two.
• Montreal Botanical Garden: This 190-acre garden is home to over 22,000 plant species and a variety of themed gardens, including a Chinese garden, a Japanese garden, and a rose garden. Don’t miss the Tree Pavilion, a stunning glass structure that houses a collection of over 100 tree species.

From historic cities to stunning landscapes to quirky neighborhoods, this road trip from Boston to Montreal has something for everyone. Whether you’re a fan of the great outdoors, a lover of art and culture, or a foodie looking for your next great meal, you won’t be disappointed. So pack your bags, gas up the car, and hit the road for an unforgettable adventure.

• Hidden Treasures
• North and Central America
• Outdoor Adventures
• Day Trips and Driving Tours
• One-Day Wonders
• Walking Tours

WANDERLOOSED

when curiosity compels

• New England

A Ridiculously Scenic and Splendidly Inefficient Route from Boston to Montréal, via Vermont

(Note: This is the second in a series of posts describing a two-week, 3,710-mile road trip going clockwise from the Boston area up to Québec, out through the Canadian Maritimes, then back down the New England coastline. The series begins here .) 

Upon learning that the second leg of our road trip would take my boys and me from Boston to Montréal, a colleague from Burlington advised that the fastest route would be to follow I-93 to I-89. And then he advised that we not go that way, but instead follow the route described here.

After enjoying our evening on Boston’s Charles River Esplanade , making one quick stop in Cambridge to touch John Harvard’s shiny left foot and then another at Lexington to see the Minutemen monument on the Green, we headed west on Route 2, dubbed the Mohawk Trail . We overnighted near Millers Falls before reaching our northward turn, which came the next morning just past I-91 at Shelburne Falls , crossing into Vermont on Route 112.

GREEN MOUNTAIN COUNTRY

Route 112 becomes 110 in Whitingham, the first town of consequence across the state line. We continued to Wilmington, then made the day’s first cut across precisely (if unimaginably) named Green Mountain National Forest on 9, turning again northward not on 7 but on 7A, which passes through several charming villages. Lunch was in Manchester at Sam’s Wood-Fired Pizza Co., memories of their Neapolitan-style pizza and hand-crafted root beer causing my mouth to water as I type. The town is a refreshing combination of rural ease and modernity, of commerce encroaching timidly on pastoral life, where stately residences are approached on sidewalks of locally-quarried marble.

Speaking of marble: Because I was traveling with three adrenaline-inclined young males, the primary draw to this part of the state was the Norcross-West marble quarry just west of Dorset. This was not out of interest in its marble or its history (it was founded in 1785 as America’s first such quarry and for a couple of centuries provided most of the region’s tombstones), but because today it serves as a massive swimming hole unlike any we’ve ever visited.

The boys had never been to New York, so once we’d dried off from our many Dorset plunges, the opportunity to easily check that box compelled us to dip over the state line at Poultney . We followed 30 north along the shores of lovely lakes Bomoseen and Hortonia , took 73 east through Brandon and its adjacent wildlife refuge swamp , then continued eastward over the pass (for our second crossing of the Green Mountains) to Rochester , where we stopped for treats at the farmers’ market .

The afternoon hour growing late and one essential, top-secret engagement left on the day’s agenda, we hustled up 100 through Waitsfield , where the Lawson Brewery offers foosball, cornhole and similar games to kids who are patiently enduring their parents’ sampling experience. Finally we arrived at Waterbury (and right now you’re thinking, “Wait, why does that name make me feel deep satisfaction sprinkled with a tinge of guilt?”), where I surprised my travel companions by ushering them into the day’s last tour of the Ben & Jerry’s Factory . Even if our windows’ wallpaper throughout the day had not been a breathtaking blur of lush fields and hills, red barns, crystalline streams and lakes, gaudy wildflowers and freshly-stocked honor stands — to say nothing of our unforgettable time at the quarry — this stop alone would have made every mile worthwhile, given the demographic of the entourage. I eventually managed to coax my chunky monkeys back into the car and, well-sated, we lumbered down I-95 toward the sunset and Burlington , where we pitched our tent in the quiet, grassy North Beach Campground .

BURLINGTON AND LAKE CHAMPLAIN

There’s a lot to like about diminutive Burlington. A winding bike path along the waterfront is perfect for rides and walks. The vibrant, pedestrians-only Church Street Marketplace is lined with restaurants and shops. The Fleming Museum houses a fine collection of art. Southwest of town, Shelburne Farms is a 1,400-acre working farm, forest and National Historic Landmark built in the 1890s from the inheritance of Eliza Vanderbilt Webb, youngest child of William Henry and Maria Louisa Vanderbilt. Its vast grounds include a museum, a restaurant and bakery, stables, and an inn with spectacular views.

We opted to spend our morning at Lake Champlain’s North Beach , in anxious anticipation of sighting the lake’s resident monster, Champ. We’ve taken an oath not to disclose whether we in fact spotted the fabled and elusive American Nessie, but the weather board did indicate a “100% chance of Champ,” if that gives you any clue. (My colleague did suggest that we not only watch for Champ, but also “keep an eye on water quality warnings — we get agricultural runoff, so the lake’s not as clean as we might like.”) Brunch included yummy huevos rancheros, mushroom-Gruyere quiche and gingerbread pancakes from Penny Cluse Café , and then we headed north.

CROSSING TO CANADA

We made our way toward the border on U.S. Route 2 , rather than on I-89, this at the recommendation of both my colleague and my eldest sister, who said that it was both a much more scenic drive and a considerably less-congested border experience. Not having given 89 a chance I’ll simply have to take their word for it, but suspect that it would be difficult to surpass the Grand Isle’s green carpets of farms and forests rolling to Champlain’s shores.

As for the border crossing just north of tiny Alburg, when we arrived there were five people present: The cheerful guard (who grew progressively less cheerful the longer we lingered for photos at the small granite “Canada / United States” obelisk), and our party of four. Suddenly, everything became French and metric, yet the rural beauty endured until we reached Montréal an hour later.

QUESTIONS FOR READERS

• Where’s the prettiest covered bridge in Vermont?
• Any border-crossing horror stories from anywhere around the globe? 
• Other than Netflix & Chill, what’s your favorite Ben & Jerry’s flavor , and why?

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États-Unis–Montréal : guide du parfait road trip

Jamie O'Meara

Jamie O’Meara était le rédacteur en chef pour C2 Montréal. Il a été le rédacteur en chef du journal alternatif hebdomadaire  HOUR Magazine .

Cet article a été mis à jour le 10 avril 2024.

Le secret est encore bien gardé pour plusieurs : les charmes de l’Ancien Monde et le modernisme métropolitain de Montréal sont à seulement quelques heures de route pour bon nombre d’Américains du nord-est du pays de l’oncle Sam. L’automobile demeure donc l’un des moyens les plus simples de faire le voyage dans notre ville qui a rouvert toutes grandes ses portes et est prête à accueillir les visiteurs. Voici quelques conseils à considérer avant de prendre la route vers la métropole de la Belle Province. 

Comme dans la plupart des grandes villes, la saison estivale est le moment d'entreprendre des travaux pour améliorer le réseau routier. Pour bien planifier vos trajets et éviter les retards, consultez le site Internet de Mobilité Montréal .

La route vers Montréal : rien de plus facile!

Montréal est située non loin de la frontière canado-américaine et les principaux postes d’entrée au Québec sont installés, sans surprise, au bout d’autoroutes américaines majeures. À partir de New York et via Plattsburgh, l’autoroute I-87 vous mène au poste frontalier de Champlain/Saint-Bernard-de-Lacolle (à seulement 45 minutes de Montréal grâce à l’autoroute 15); en partance de Boston, l’I-93 Ouest et l’I-89 Nord vous mène au poste de Saint-Armand/Highgate Springs; et du Vermont, l’I-91 Nord vous mène au poste de Stanstead/Derby Line.

Cela dit, si vous arrivez de l’État de New York via le pont des Mille-Îles, le pont international de la Voie maritime/Traversée des Trois Nations ou encore le pont international Ogdensburg-Prescott, en Ontario, et prévoyez emprunter la célèbre autoroute 401 jusqu’au Québec, nous vous recommandons de lire ces conseils pratiques afin de profiter pleinement de la route vers Montréal.

Choisissez votre porte d’entrée

Vous voudrez choisir à l’avance votre poste frontalier parce qu’ il en existe plusieurs , petits et grands, le long de la frontière québécoise (17 avec l’État de New York et 15 avec le Vermont). Gardez en tête que les plus grands postes sont habituellement plus achalandés et demandent une plus grande patience. Vous pouvez visiter le site web de l’Agence des services frontaliers du Canada (ASFC) pour consulter les temps d’attente actuels (mis à jour aux heures) aux principaux postes et pour vous inscrire aux alertes par courriel. Le Service d’alertes frontalières par courriel de l’ASFC avertit les abonnés lorsque des événements majeurs causent une interruption importante à la frontière. Une alerte est alors envoyée pour indiquer quels postes sont touchés et quelles sont les solutions de rechange.

Traverser la frontière canadienne est habituellement assez simple et entraîne un minimum de tracas; après tout, la circulation doit demeurer la plus fluide possible. Vous pouvez vous attendre à répondre à des questions concernant les raisons de votre visite et la durée de votre séjour – tout ce qu’il y a de plus normal. On vous demandera peut-être aussi si vous avez de l’alcool, du tabac, de la nourriture et des armes à feu en votre possession. Si l’alcool et le tabac sont permis en petite quantité certaines marchandises sont réglementées ou interdites. Apprenez-en davantage sur ce que vous pouvez apporter ou non avec vous ici .

Si vous croyez que vous ferez le voyage plus d’une fois dans les cinq prochaines années (ce que nous vous encourageons à faire à coup sûr), vous souhaiterez peut-être investir 50 $ dans une carte NEXUS . Cet outil permet aux visiteurs canadiens et américains de profiter d’un programme d’entrée accélérée et de voies prioritaires dans certains postes frontaliers.   

Vous êtes arrivé au Québec! Qu’est-ce qui vous attend?

La première chose que vous remarquerez sans doute : les panneaux sont en français. La deuxième chose : vous pouvez maintenant rouler à 100 sur l’autoroute. Youpi! Sauf que chez nous, les limites suivent le système métrique : il s’agit donc de kilomètres/heure et non de miles/heure. Cent kilomètres/heure équivalent à 62 miles à l’heure. Puisque Montréal est sur une île, vous devrez gagner le centre-ville en empruntant un pont. Les deux principaux sont le tout nouveau pont Samuel-de-Champlain (qui vous mènera jusqu’à l’ouest du centre-ville) et le légendaire pont Jacques-Cartier (qui vous mènera plutôt à l’est du centre-ville). Conduire en ville n’est pas compliqué, mais c’est parfois différent. Nous vous recommandons de consulter notre guide pratique sur la conduite à Montréal . À bientôt!

Consultez le site de l’Agence de mobilité durable pour trouver du stationnement près de votre destination. Vous pouvez également télécharger l’ appli P$ Service mobile pour payer votre parcomètre, peu importe où vous êtes. 

Vous ne voulez rien manquer ?

L’infolettre de Tourisme Montréal, c’est toute l’action qui fait vibrer Montréal réunie au même endroit.

New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , New York , Rhode Island , Vermont  ·  March 30, 2022

34 Awesome Road Trips From Boston & Best Itineraries (2024)

Boston is an amazing starting point for adventures all over New England and the Northeast. With so many options to visit tons of nearby coastal towns, exciting cities and plenty of quaint, charming villages, there are endless possibilities for road trips from Boston. And since I’ve been road-tripping and traveling all over the Northeast for over 10 years now, I know all the destinations that are worth your time.

This list includes destinations that are all individually under 6 hours from Boston, and if you’re looking for road trip itineraries that combine destinations from this list, be sure to scroll to the end for suggested itineraries to make the most of your road trip!

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

🚙 Need to rent a car for your epic road trip? I’ve got you covered! Click here to check the best prices on Discover Cars!

Best Road Trips From Boston

For this list, I’ve broken down the destinations into four categories: Coastal, City, Charming Towns and Luxury Getaways. For each destination, I’ve also included the time it takes to get there from Boston, highlights of the best things to do, what to expect once there, and nearby things to do.

Coastal Road Trip Destinations From Boston

1. plymouth, ma.

Distance From Boston: 40-50 minutes

If you’re looking for a quick, easy getaway from city life in Boston, a little road trip to Plymouth is a fun way to do that. While the town is known for its history dating back to the early 1600s, they are also lots of outdoor activities, parks and beaches, and combine that with a small-town feel, Plymouth makes for a lovely little escape from Boston.

Best things to do in Plymouth:

• Plimoth Patuxet Museum is a living replica of the original pilgrim colony settlement. If you’re a history buff, this is a must-see. You can even climb aboard the Mayflower II, an exact replica of the ship that brought the pilgrims to Plymouth.
• Plymouth Long Beach is a 3-mile long stretch of public beach that’s perfect for getting out by the water.
• Plymouth Farmer’s Market is held every Thursday from May through October, and was Yankee Magazine editor’s pick for best Farmer’s Market in 2018.
• Brewster Gardens is a tranquil, waterfront park that’s sure to invite lots of relaxation.
• Walk around the charming downtown to visit the shops and restaurants,
• Pop into Dirty Water Distillery for an artisanal spirits tasting.
• Go on a whale watch tour with Captain John’s Boat Tours .
• Spend the day getting pampered at Mirbeau Resort & Spa , and even stay for lunch or dinner, or the night for the ultimate day of relaxation.

Click here to book your stay at Mirbeau Resort & Spa!

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas!

2. Cape Cod, MA

Distance From Boston: 1-2.5 hours, depending on where you to choose to go on Cape Cod.

With over 500 miles of shoreline to explore, Cape Cod is the ultimate beach road trip from Boston because you can get there in about 2 hours and feel like you’re in a whole other world. There are 15 towns in Cape Cod to choose from for your visit, and more beaches than anyone can count. Fill your days being ocean-side, exploring beautiful little coastal towns, eating fresh seafood and taking in amazing sunsets.

Best Things To Do on Cape Cod :

• Visit The Cape Cod National Seashore
• Explore Chatham’s downtown
• Visit Provincetown and the Pilgrim Monument
• For more on the best things to do on the Cape, click the link below for my detailed travel guide.

You may also enjoy:

• Can’t Miss Things To Do When Visiting Cape Cod For The First Time
• Best Things To Do On Cape Cod For Adults
• Best Towns To Stay In On Cape Cod
• What To Pack For Cape Cod
• Unique Things To Do On Cape Cod

3. Nantucket, MA

Distance From Boston: 2-3 hours, which includes time to park at the ferry terminal, and ride the ferry.

Nantucket is a gorgeous island off the coast of Cape Cod bursting with charm and natural beauty. A day trip to Nantucket is common while visiting Cape Cod, but staying overnight for a night or two would be the best way to make the most of your road trip from Boston. This is a great island to explore if you’re looking for stunning beaches and a beautiful downtown area.

To get to Nantucket, you’ll need to take the ferry from Hyannis on Cape Cod. From there, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

Best Things To Do on Nantucket:

• Explore the shops and restaurants in the main town.
• Visit Brant Point Lighthouse.
• Rent a moped to explore the local beaches and towns.
• For more amazing things to do on Nantucket, click the link below for my detail travel guide on a Nantucket day trip.
• The Best Nantucket Day Trip Travel Guide
• How Many Days Do You Need On Nantucket + Suggested Itineraries
• How To Visit All The Nantucket Lighthouses

4. Martha’s Vineyard, MA

Martha’s Vineyard is the other island off the coast of Cape Cod, and it’s more popular as an overnight destination, versus a day trip because it’s bigger. Comprised of 6 beautiful towns, Martha’s Vineyard is home to beautiful beaches, quaint Main Streets for shopping and dramatic cliff-lined shores.

To get to Martha’s Vineyard, you’ll need to take a ferry from either Woods Hole or Hyannis (both terminals located on Cape Cod). There is no benefit to picking one over the other, and it’s best to just pick whichever location is more convenient for you (usually it’s Hyannis for most people).

Best Things To Do on Martha’s Vineyard:

• Gingerbread Cottages in Oak Bluffs
• Edgartown downtown and lighthouse
• Aquinnah Cliffs and Gay Head Lighthouse
• South/Katama Beach
• For more information on visiting Martha’s Vineyard, click the link below for my guide on deciding between Nantucket or Martha’s Vineyard for a day trip.

You may also find these Martha’s Vineyard posts helpful:

• Is Nantucket or Martha’s Vineyard Better For A Day Trip?
• The Ultimate Martha’s Vineyard Day Trip Guide
• How To See Martha’s Vineyard Without A Car

5. Marblehead, MA

Distance From Boston: 40-50 minutes.

Marblehead is an adorable little coastal town along the North Shore of Massachusetts, and a very quick road trip from Boston. This is the place to come if you’re looking for historical homes, small-town charm, great seafood, dramatic, rocky coastline and options for beaches.

Best Things To Do in Marblehead, MA:

• Marblehead Lighthouse & Chandler Hovey Park
• Self-guided historical home walking tour.
• Take in the views at Castle Hill Rock.
• For more information on the best things to do in Marblehead, click the link before for my detailed travel guide.

Click here to read even more awesome things to do in Marblehead!

6. Salem, MA

Distance From Boston: 30-40 minutes.

Salem is another little coastal town along the North Shore of Massachusetts, and is known for being the premier New England destination for all things spooky. While visiting Salem in October is definitely a bucket list-worthy goal, it’s actually a really wonderful town to visit all year round. It’s very walkable with a variety of things to do, and makes for a great day trip, or a weekend getaway.

Best Things To Do in Salem, MA:

• Winter Harbor Park and Lighthouse
• Salem Witch Trials Memorial
• Salem Maritimes National Historic Site
• Essex Street Pedestrian Mall
• House of Seven Gables
• Peabody Essex Museum

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

7. Rockport, MA

Distance From Boston: 50-60 minutes.

Rockport is one of my favorite coastal towns in all of New England. It has so much character, wonderful shops and restaurants, and really invites you to slow down a bit to take it all in. It’s a small town, and can be done in a day, but a weekend here would be a very relaxing road trip from Boston.

Best Things To Do in Rockport, MA:

• Visit Motif 1, the most painted building in New England, if not the country!
• Go for a scenic walk or hike at Halibut Point State Park.
• Meander through the shops on Bear Skin Neck.
• For more things to do in Rockport and the North Shore region, click the links below for my detailed travel guides.

Click here for more amazing things to do in Rockport!

Click here to read my travel guide on the best things to do on Cape Ann!

8. Newburyport, MA

Newburyport is a delightful little coastal town in Massachusetts that has a very traditional New England feel with beautiful homes at every turn, and an adorable little downtown area and waterfront park. Newburyport is also home to Plum Island, which is a gorgeous part of town with amazing beaches and wildlife sanctuaries.

Best Things To Do in Newburyport, MA:

• Visit Oldies Marketplace to look for antiques and treasures.
• Meander the streets of downtown to explore the beautiful storefronts.
• Take a leisurely stroll along the waterfront park.
• Pack a picnic or take a nature walk at Maudslay State Park , which has over 500 acres to explore.
• Head out on the open waters with Yankee Clipper Tours , and cruise around the Merrimack River and Newburyport Harbor.
• Drive over to Plum Island to visit Plums Island Beach, buy some handmade soaps at Plum Island Soap Co. , and walk the stunning nature trails at the Parker River National Wildlife Refugee .

Click here to read my full guide to visiting Newburyport & Plum Island!

9. Block Island, RI

Distance From Boston: 3-3.5 hours, which includes time to park at the ferry terminal, and ride the ferry.

Block Island is a beautiful island off the coast of Rhode Island with gorgeous beaches, walking trails, water activities, salt marshes, great restaurants and is overall a wonderful place to relax while appreciating the outdoors. This actually might be one of my top underdog suggestions for a weekend getaway from Boston.

It actually reminds me a bit of Prince Edward Island, so if you’re looking to live out your Anne of Green Gables dreams, but can’t make it to Canada, this is a great place to do that. There’s even a lovely hotel on the island called Avonlea.

To get to the island, you’ll need to drive to the Pt. Judith ferry terminal in Rhode Island. For more information on the ferry, click here .

Best Things To Do on Block Island, RI:

• Take in the views at Mohegan Bluffs.
• Rent a moped to explore the entire island.
• Spend some time swimming at Mansion Beach.
• Visit the island’s two lighthouses.
• Have lunch with a water view at The Oar .

Click here to read all my tips for taking a Block Island day trip!

10. Newport, RI

Distance From Boston: 1.5 hours, but always anticipate extra traffic crossing the Newport bridge.

Newport is a stunning coastal city in Rhode Island that’s the perfect destination for sailing, shopping, dining and being by the water. Even though it’s technically a city, I wanted to include it in the coastal destinations group because it definitely feels more like a resort waterfront town than a city.

With so many things to do, you could easily spend a weekend here, but Newport will also work for a day trip.

Best Things To Do in Newport, RI:

• Walk along Cliff Walk for amazing coastal views.
• Visit Bowen’s Wharf for shopping and dining.
• Grab a lobster roll at the Newport Lobster Shack .
• Walk over to Goat Island to see the lighthouse and take in views of the Newport Bridge.
• Sail around Narrangansett Bay with Sightsailing of Newport .
• Visit the unique shops along Thames Street.
• Grab lunch and cocktails at The Lawn at Castle Hill Inn , overlooking the water. Better yet, book an overnight stay for the ultimate Newport experience!

Click here to book your stay at The Castle Hill Inn in Newport .

Click here to read all my tips for taking a Newport, RI day trip!

Click here to read about all the best things to do in Newport, RI in the winter!

11. Mystic, CT

Distance From Boston: 1.5 hours

This adorable little town sits along Mystic River, and has an awesome mix of preserved maritimes history, small-town charm and nature. While Mystic is mostly visited for its quaint, waterfront downtown, it’s also home to parts of two bordering towns, Stonington and Groton, giving you opportunity to explore a few different coastal Connecticut destinations during your visit.

Best Things To Do in Mystic, CT:

• See penguins, beluga whales, sharks and sea lions at the Mystic Aquarium .
• Learn all about maritimes history at the Mystic Seaport Museum and Village , which is regarded as one of the best, if not the best, Maritimes museums in the country.
• Hit the trails at Bluff Point State Park.
• Take a sunset or moonlit cruise with Poet’s Lounge Sailing Charters .
• Grab a warm lobster roll, which originated in CT, at Ford’s Lobster in nearby Noank.

Click here to read about all the best things to do in Mystic, CT!

12. The Hamptons, NY

Distance From Boston: 5.5 hours if driving the whole way, 6 hours if you drive to New London, CT to take the ferry.

The Hamptons needs no introduction, as it’s become a famous summer destination in New York thanks to many celebrities calling it a secondary home. Sitting along the Long Island sound, you can expect gorgeous beaches, amazing shopping and restaurants, specialty food markets and farmer’s markets, wineries and plenty of opportunity for rest and relaxation.

The Best Things To Do in The Hamptons:

• Have a beach day and watch the surfers at Coopers Beach in Southampton.
• Go vineyard hopping, and taste some of the local wines. Channing Daughters Winery and Wölffer Estates are two great options.
• Take in the views at Montauk Lighthouse.
• Enjoy an afternoon of rest and restoration at the Montauk Salt Caves .
• Have some amazing and fresh seafood at Bostwick’s Chowder House in East Hampton.
• Rent a bike and ride along Gin Lane in Southampton for incredible views of the ocean, and to see some amazing houses.

13. Ogunquit, ME

Distance From Boston: 1 hour and 15 minutes

One of my favorite beach towns in all of New England is Ogunquit, which is one of the best places to visit in Maine in the summer , but it’s really fun in spring and fall, too. Offering both dramatic and rocky coastline that Maine is famous for, as well as a long, sandy beach that’s perfect for swimming, you’ll get the best of both worlds here. Ogunquit’s town is entirely walkable, so once you drive in, you’ll be able to leave your car behind and get almost everywhere by foot. There’s an amazing downtown scene with plenty of shops and restaurants, and you’re never that far from Ogunquit Beach.

Best Things To Do in Ogunquit, ME:

• Walk along Marginal Way, where you’ll get the most amazing views of the rocky coastline.
• Visit Perkins Cove to enjoy its charming shops and restaurants.
• Spend plenty of time at Ogunquit Beach, one of the best beaches in Maine.
• For more information on things to do in Ogunquit, click the link below for my detailed travel guide.

Click here to read about more amazing things to do in Ogunquit!

14. Kennebunkport, ME

Distance From Boston: 1 hour and 25 minutes

Just a short distance from Ogunquit is Kennebunkport, so these two destinations could easily be combined, and both are worth your time. Kennebunkport is full of character, and can be visited as either a day trip, or a weekend getaway, from Boston. Offering both beaches and a wonderful downtown scene, this is a great place to relax, unwind and enjoy being by the water.

Best Things To Do in Kennebunkport, ME:

• Visit Gooch’s Beach for a walk along the shore, or go for a swim.
• Have an authentic lobsterman experience with Rugosa Lobster Tours .
• Walk around the downtown and Dock Square shops.
• Grab an artisanal ice cream cone at Rococo Ice Cream .
• Have some craft cocktails and beer at Batson River Brewing and Distillery .
• Walk along Parson’s Way for amazing views of the dramatic coastline.
• Grab fresh seafood takeout from The Clam Shack .

Click here to see why Kennebunkport is one of the best Christmas towns in New England!

15. Bar Harbor/Acadia National Park

Distance From Boston: 4 hours and 45 minutes

One of the absolute best places to visit in all of Maine is Bar Harbor and Acadia National Park, and this will make an epic road trip from Boston. Bar Harbor is the adjacent town to Acadia, and where most people stay when visiting the park. Bar Harbor is a fun destination on its own because it’s full of character, and has great restaurants, and a beautiful harbor-side walking path and park.

Acadia National Park is one of the top destinations in all of New England, providing over 120 miles of hiking trails, and countless opportunities to take in some of the best and most incredible coastline views in the entire Northeast. In my opinion, this is one of the best roads trips from Boston you can take.

Best Things To Do in Bar Harbor & Acadia National Park:

• Walk along the Ocean Path trail inside Acadia, which is a flat, easy path along Shore Road that provides the most payoff for minimal effort when it comes to the most famous views in the park.
• Have lunch and popovers at Jordan Pond House inside Acadia, which offers views of the lawn and Jordan Pond.
• Drive to the summit of Cadillac Mountain inside Acadia for sunrise or sunset.
• Explore Bar Harbor’s downtown.
• Take a leisurely walk along Shore Path in Bar Harbor for the best views of the harbor.
• Visit Bass Harbor Lighthouse inside Acadia.

Tip : You’ll need to purchase a park pass to enter any attractions inside Acadia National Park. Park passes can be purchased online in advance by clicking here .

Psst! I have some posts on Acadia that you may find helpful, including my Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Luxury Road Trip Destinations From Boston

These destinations don’t have to be all about luxury, but since it’s nice to treat yourself every now and then, I wanted to include a few of my favorite luxury resorts that are easy road trips from Boston. If all you’re looking for is a little R&R and some serious pampering without having to leave the resort grounds, these are amazing places to visit.

16. Cliff House in Cape Neddick, ME

If you’re looking for the ultimate coastal Maine getaway to fully relax and recharge, then Cliff House will be the perfect road trip from Boston for you. This oceanfront resort sits atop 70 acres of cliffs, and offers incredible amenities that will allow you fully emerse yourself in Maine’s natural beauty without having to go far. Almost every square foot of this property has an ocean view, so there’s no way you can be stressed during your visit.

What To Expect During Your Stay At Cliff House:

• Beautifully-appointed rooms with a private terrace, and your choice of partial or full ocean views. Some rooms are also ocean-front.
• Complimentary coffee, tea and water stations on each floor.
• A full-service spa.
• Three oceanfront restaurants and a coffee cafe.
• Manicured gardens and pathways for relaxing walks.
• Two outdoor pools, two indoor pools and a hot tub.
• On-site shopping.

Click here to book your stay at Cliff House!

17. Ocean House in Westerly, RI

Distance From Boston: 1 hour and 45 minutes

For one of the very best luxury experiences in all of New England, Ocean House in Westerly, RI is a truly amazing destination. With the entire properly overlooking the Block Island Sound, it’s guaranteed you’ll be able to relax during your stay. Travel + Leisure has even named Ocean House as one of the top 100 hotels in the entire world.

What To Expect During Your Stay At Ocean House:

• Freshly designed and elegant coastal New England rooms and suites.
• Complimentary use of the hotels Mercedes-Benz convertibles for self-guided tours.
• Complimentary activities within the resort, such as daily yoga and cooking classes.
• Valet parking included in your room rate.
• Four on-site restaurants, and lobster dinners on the lawn during the summer.
• An on-site spa.
• Beautifully manicured lawns with yard games.
• Complimentary refreshments throughout the day.

Click here to book your stay at the Ocean House!

18. Mohonk Mountain House in New Paltz, NY

Distance From Boston: 3 hours and 45 minutes

If you’re looking for the ultimate road trip from Boston that combines hiking in the mountains with total relaxation, then Mohonk Mountain House is perfect for you. Located in the small college town of New Paltz, Mohonk Mountain House is right in the heart of the Hudson Valley of New York, and is surrounded by 40,000 acres of forest.

Overviews of the resort have been used in the Amazon Prime series Upload , and has long been rumored to be the inspiration behind Stephen King’s The Shining . But don’t let that scare you away! That only thing that will actually scare you once here is how amazing the views are.

If an overnight stay doesn’t work with your plans, guests can also purchase a day pass to the resort grounds, which allows you access to the hiking trails. This is a great way to enjoy the scenery without committing to an overnight stay.

What To Expect During Your Stay At Mohonk Mountain House:

• Traditionally-decorated rooms and suites that overlook the mountains. Most rooms also come with private balconies and rocking chairs.
• Lake Mohonk on the resort grounds.
• An all-inclusive stay where breakfast, lunch, afternoon tea and dinner, as well as all outdoor activities such as kayaks, row boats and canoes, are all included in the room rate.
• 85 miles of hiking trails right outside your door.
• Farm-to-table dining.
• Benches and chairs situated all over the resort grounds for moments of rest, and to clear your mind.

Click here to book your stay at Mohonk Mountain House!

Click here to read my detailed review of a Mohonk Mountain House Day Pass!

19. Mirbeau Spa in Rhinebeck, NY

Distance From Boston: 3 hours and 10 minutes

Mirbeau has a few locations throughout the Northeast, but my favorite of them all is in Rhinebeck, NY, a beautiful little town in the Hudson Valley. This particular Mirbeau Spa is one of the newer additions to their family, and is decorated in a modern, Parisian style, which makes it feel like a unique destination.

The spas at Mirbeau are really amazing. I’ve personally had massages and treatments at different locations, and they’ve always been consistent in quality (and, of course, relaxation). Guests are invited to walk around in robes, including at lunch, and the on-site hotel allows you to continue your relaxation journey into the evening for the perfect overnight stay.

What To Expect During Your Stay At Mirbeau in Rhinebeck, NY:

• A serene, calm spa atmosphere throughout the entire grounds.
• A relaxation room, aqua terrace and steam facility within the spa.
• Different spa packages to customize your stay that include dining options to make your visit stress-free.
• Luxurious and Parisian-inspired accommodations with options including in-room fireplaces and soaking tubs.

Click here to book your stay at Mirbeau in Rhinbeck!

Charming Small Town Road Trip Destinations From Boston

If you’re looking to visit some of the most charming towns in New England and New York for your road trip, I’ve got your covered! Here are the most adorable little towns to visit that make awesome road trips from Boston.

20. Saratoga Springs, NY

Distance From Boston: 3 hours and 15 minutes

While technically a city, Saratoga Springs’ historic downtown feels very much like a quaint village. Located in Upstate, NY and known for its horse racing track season, this destination has so much more to offer including a wonderful Main Street for shopping and dining, gorgeous parks, beautiful and historic architecture and live entertainment.

Best Things To Do in Saratoga Springs, NY:

• Walk around the grounds of Saratoga Spa State Park, which is a National Historic Landmark. You can enjoy a round of golf at an 18-hole championship course, have a picnic by the reflecting pool and admire the architecture of the Hall of Springs.
• July – Labor Day, visit the Race Track , and even try your hand at placing bets on the winner!
• Stroll through Congress Park, and find the mineral springs to taste the local water.
• Enjoy a healing bath at the Roosevelt Baths & Spa . The spa staff is trained on how to draw the perfect bath at just the right temperature, and the minerals in the waters have been said to have health benefits such as reducing sinus congestion and arthritis symptoms.
• Take in a live show at SPAC , one of the the country’s most renowned outdoor concert venues.
• Walk up and down Broadway, downtown’s main street, to visit the local shops and restaurants.
• Grab delicious cocktails with lunch or dinner at Morrissey’s Lounge & Bistro inside the famed Adelphi Hotel. Better yet, book an overnight stay at this Gilded Age-era boutique hotel, located in the heart of Saratoga’s downtown.

Click here to book your stay at the Adelphi Hotel in Saratoga Springs!

21. Skaneateles, NY

Distance From Boston: 5 hours and 20 minutes

Skaneateles is a lakeside town in the Finger Lakes region of Upstate, NY, and is a wonderful place to visit, especially in the Summer. With Skaneateles Lake right in the heart of downtown, and an adorable Main Street with really nice shops and restaurants, the quaintness of the town is perfect for rest and relaxation, but also offers plenty to do to keep from ever being bored.

Best Things To Do in Skaneateles, NY:

• Walk around Main Street to visit the boutiques.
• Sit and admire the views of the lake from the town’s many waterfront areas.
• Visit Anyela’s Vineyards to enjoy a tasting, or sip on a glass of wine and take in the peaceful views of the vineyards.
• Head out onto the lake for a boat tour.
• Grab dinner and drinks at the Sherwood Inn , located right in the heart of town, and just across the street from the lake.
• Spend the day getting pampered at Mirbeau Inn & Spa , the original Mirbeau location, which is home to a Monet-inspired garden and bridge.

Click here to book your stay at Mirbeau Inn & Spa in Skaneateles!

Click here to read more suggestions on the best things to do in Skaneateles, NY!

22. Lake Placid, NY

Distance From Boston: 5 hours

Known for hosting two Olympic games, Lake Placid in the Adirondack region of Upstate NY has so much more to offer (although, the Olympic sites are definitely worth visiting!). I personally love visiting Lake Placid in the winter because the alpine-inspired town really seems to come alive with apres-ski vibes, but it’s really a great destination all year round. While in Lake Placid, you’ll be surrounded by mountains and fresh air, and feel like you’ve truly escaped from every day life.

Best Things To Do in Lake Placid, NY:

• Walk around Mirror Lake, located in the heart of Lake Placid’s downtown.
• In the winter, enjoy skiing at Whiteface Mountain , and ice skating and a Toboggan Chute on Mirror Lake.
• Enjoy the miles of hiking trails in the nearby mountains.
• Walk around the alpine-inspired downtown village to visit the quaint shops.
• In the summer, go for a swim in Mirror Lake from the public beach area.
• Visit the Olympic sites, including the ski jump, ice arena and the Lake Placid Olympic Museum .
• Walk around High Falls Gorge, a 22-acre nature park with waterfalls.
• Grab drinks and lunch or dinner at The Cottage, a restaurant at Mirror Lake Inn Resort & Spa that sits right on Mirror Lake. Better yet, book an overnight stay, and also enjoy the on-site spa for the ultimate Lake Placid getaway!

Click here to book your stay at the Mirror Lake Inn Resort & Spa in Lake Placid .

Click here to read my post on all the best things to do in Lake Placid in the fall!

23. Hudson, NY

Distance From Boston: 2 hours and 45 minutes

Located in the Hudson Valley of New York, Hudson is known as being incredibly charming, and one of the best destinations for antiquing in the area. This is a great little town to visit if you’re looking to relax, enjoy a small-town atmosphere and see where the day takes you. Hudson is also a great destination if you’re looking to explore the entire Hudson Valley region.

Best Things To Do in Hudson, NY:

• Antiquing! There are countless antique shops in Hudson, and you’ll definitely want to check out The Antique Warehouse , which has over 300,000 sq. feet of treasures.
• Stroll down Warren Street, where most of the storefronts can be found.
• Take a boat cruise along the Hudson River with Hudson Cruises , which offers tours to the Hudson-Athens Lighthouse, and even murder mystery cruises!
• The Hudson Farmer’s Market is regarded as one of the best in the region, and is open every Saturday in-season, and also has a winter location February-April.
• Tour the local art galleries.
• Go for a nature walk in the Greenport Conservation Area, which is home to over 7 miles of trails, and is walkable from downtown Hudson.

Click here to read my post on the best things to do in Upstate New York in the fall!

24. Manchester, VT

This small little town in Southern Vermont is the perfect place to disconnect and relax. As you cross the New York/Vermont border, you’ll begin to see the tall mountains all around you, and instantly feel more at peace. In fact, you’ll be able to see the surrounding mountains from everywhere in downtown Manchester. And with everything to do from shopping and dining to hiking and nature walks, you’re sure to find something that everyone in your group will enjoy.

Best Things To Do in Manchester, VT:

• Hike or drive up Mt. Equinox, the tallest mountain in the Taconic Range, and enjoy the incredible views from above.
• Browse through Northshire Bookstore , an amazing independent bookstore that’s been in business since 1976. Here, you’ll find new and used books, a wonderful children’s section, and unique Vermont-inspired gifts and souvenirs.
• Visit Hildene , the Lincoln family estate, where visitors can tour the gardens, walking trails, farm land and indoor exhibits, and enjoy sweeping views of the Vermont countryside.
• Rent a tube at Vermont River Runners and take a relaxing water tube ride along the Battenkill River, which is perfect for a warm summer day.
• Grab a sandwich as big as your head at Zoey’s Deli . I also love their homemade chips!
• Hike the Lye Brook Falls trails to visit a beautiful waterfall. The trailhead is a short 5-minute drive from town center.
• Go for a dip in the Dorset Marble Quarry for a unique swimming experience!
• After your swim, visit the Dorset Union Store , a quintessential Vermont country store.

Click here for an awesome Vermont covered bridges tour itinerary!

25. Woodstock, VT

Distance From Boston: 2.5 hours

Of all the Vermont towns on this list, I think Woodstock might be my favorite. I love them all, but there’s something about Woodstock that just screams New England charm, and perfectly balances being a town that caters to tourists, while not losing any of the local character. It’s one of those idyllic towns you’ll daydream about moving to.

Best Things To Do in Woodstock, VT:

• Walk through the truly adorable village and enjoy the local shops and coffee cafes.
• Head over to the Woodstock Middle Covered Bridge, located right in the village, for a picture-perfect Vermont moment.
• Get your hands muddy with a pottery workshop at Farmhouse Pottery .
• Drive to nearby Quechee and visit the Simon Pearce Restaurant & Mill , and take in a live glass-blowing demonstration, as well as lunch overlooking the gorge.
• Head over to Quechee Gorge Village after Simon Pearce for some antiquing.
• Visit Billings Farm & Museum to tour a working dairy farm, gardens and orchards, and see live demonstrations. The grounds here are truly spectacular!
• Hike Mount Tom for stunning views of Woodstock from above.
• Best Places To Stay In Vermont In The Fall
• Best Things To Do In Woodstock, VT
• Best Winter Getaways In New England

26. Stowe, VT

Distance From Boston: 3 hours and 20 minutes

Stowe is an adorable little village in Northern Vermont that I love to visit, and it always puts a smile on my face. Even though it’s a well-known ski destination in the winter months, it’s a great little place to visit year-round will lots of outdoor activities and perfect Vermont scenery all over, including some beautiful covered bridges.

Best Things To Do in Stowe, VT:

• Hike Mount Mansfield, the highest mountain in Vermont, or drive the auto road to the summit.
• See if you believe in ghosts at Emily’s Covered Bridge. Legend says it’s haunted by a girl who hung herself on the bridge after her boyfriend never came to meet her.
• Walk the Stowe Recreation Path, a 5.5-mile long paved path that goes through beautiful scenery throughout the village. The path can be accessed from several locations in the village.
• Connect to the Quiet Path along the Rec Path, which is reserved for walkers only (meaning, no bikes wizzing by you). It meanders through parts of Mayo Farm, and is a very relaxing way to spend an afternoon.
• Go hiking at Smuggler’s Notch State Park.
• Visit the nearby Ben & Jerry’s Factory for a tour.
• Explore Sterling Falls Gorge.
• In the winter, hit the slopes at Stowe Mountain Ski Resort.
• Pick up some chocolates from Lake Champlain Chocolates.
• Best Things To Do In Stowe, VT
• Best Stops To Make When Driving From Boston to Stowe, VT
• Best Things To Do In Vermont In The Winter

27. Greenwich, CT

Distance From Boston: 3 hours

Greenwich is an absolutely beautiful town that sits right on the border of New York, and also very accessible to Manhattan. I love coming to this idyllic little town when I want a day of relaxing, shopping, dining, being outside, visiting the beach and enjoying the gorgeous scenery.

Best Things To Do in Greenwich, CT:

• Shop the stores along Greenwich Avenue.
• Enjoy a serene walk through the Donald M. Kendall Sculpture Gardens in nearby Purchase, NY.
• Meander through Montgomery Pinetum, a public park that’s very relaxing, and also has beautiful ponds, nature trails and gardens with an educational center and greenhouse.
• Head to the Lobster Bin for an amazing lobster roll on-the-go.
• Spend some time at the beaches along Greenwich Point Park.
• Admire the architecture of the historic district buildings.

28. Jackson, NH

Let’s head to the White Mountain National Forest in New Hampshire! One of the best towns to stay in is Jackson, where you’ll find a lovely downtown and Main Street, an iconic red covered bridge, and endless opportunities to explore the White Mountains region, including lots of hiking and outdoor activities. While it’s most popular during the winter for skiing, and the fall for foliage season, Jackson can be enjoyed year-round.

Best Things To Do in Jackson, NH:

• Visit Honeymoon Bridge, the town’s famous red covered bridge.
• Drive to the summit of Mount Washington, the highest peak in New England.
• Hike the Glen Ellis Falls Trail.
• Explore the downtown shops and restaurants.
• In the winter, go skiing at Black Mountain. In the summer, the mountain offers horseback riding and lots of hiking trails.

You may also like: The best things to do in New England in the fall!

City Life Road Trip Destinations From Boston

Even though you’re road-tripping from a city already, it’s still exciting to explore a new one. There are quite a few cities that make for amazing road trips from Boston, and many of them can be combined with other destinations from this list to offer the best of city life, and coastal or small-town living.

29. Portsmouth, NH

Distance From Boston: 1 hour

This charming little city is just a short drive from Boston, and definitely feels more like a town than a city. Portsmouth is a port-side city with a gorgeous downtown filled with quaint shops and boutiques, and is known as being a huge foodie destination. This is a great city to visit if you’re looking for a lot of character, and lots of options when it comes to being outside, dining and shopping.

Best Things To Do in Portsmouth, NH:

• Grab some fresh and delicious pastries from Elephantine Bakery , and be sure to enjoy them just outside the cafe in the most adorable little courtyard.
• Shop the boutiques in downtown Portsmouth.
• Walk along Prescott Park, which has over 10 acres of waterfront gardens and paths, and is home to live entertainment in the summer months.
• Take a dip in the water at Great Island Common Park.
• Go brewery hopping, as Portsmouth is home to five breweries.
• Enjoy a drink at the Book & Bar , a combined bookstore, cafe and bar.
• Head out onto the water with Portsmouth Harbor Cruises .
• Visit Portsmouth Harbor Lighthouse.

30. Providence, RI

Providence is the capital of Rhode Island, and also home to famed schools Brown University and the Rhode Island School of Design. It’s also a really fun city to be a tourist! With Providence River running through the city, you still have opportunities to feel like you’re connected to nature, and with tons of restaurants, shops, nightlife and history, this destination makes for an amazing road trip from Boston.

Best Things To Do in Providence, RI:

• Visit The Arcade , the country’s very first shopping mall designed with Greek revival architecture, and now home to some awesome boutiques and art galleries.
• Visit the Roger Williams Park Zoo , which is the third oldest zoo in the country, where guests can feed giraffes and other farm animals, and see over 160 different species while visiting. You can also jump on the Explore and Soar ride, which is a fun zip ride and train excursion through the forests.
• Enjoy a leisurely walk along the Providence Riverwalk.
• During the summer, experience WaterFire, where braziers are set with bonfires in the middle of the river.
• Take in the exhibits at the RISD Museum of Art.
• Take a Venetian gondola ride along the river at Waterplace Park.
• Do a self-guided historical walking tour along Benefit Street to see some of the city’s most historic houses and buildings.
• Take a boat tour along the Providence River.

Click here to read my post on the best day trips from Providence!

31. Portland, ME

Portland is an exciting waterfront city in Maine that sits on a peninsula along Casco Bay, and provides the best of both worlds as far as being a city destination that’s also coastal. With things to do outdoors along the dramatic coastline, to an amazing restaurant and food scene, Portland has a little something for everyone during your road trip from Boston.

Best Things To Do in Portland, ME:

• Portland Head Lighthouse is a must! It’s the most famous lighthouse in Maine, and one of the most iconic in all of New England. Nearby, you can also visit Spring Point Ledge Light and Bug Light, and do a mini lighthouse tour without leaving the city!
• Visit one of my favorite breweries in New England, Bissell Brothers . They also get bonus points for being close to the waterfront at Thompson’s Point.
• Meander around Old Port to see the city’s fishing industry come to life.
• Walk along the lively waterfront scene on Commercial Street for shopping, dining and water views.
• Tour the open waters on a beautiful Schooner tour with Portland Schooner . They also invite you to pack a picnic with beer and wine to enhance your experience.
• Tour the Portland Arts District, which is filled with art galleries, museums and theaters.
• Take a culinary tour of the city and learn the very best places to eat, led by a local. Click the link below to book your tour, or learn more info.

Click here to book your walking culinary tour in Portland!

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32. New York City

Distance From Boston: 3 hours and 45 minutes (but always allow extra time for traffic)

New York City needs no introduction, and if you’ve never been to the city that never sleeps, this is an absolute must if you’re looking into road trips from Boston. Below is a list of my absolute favorite things to do when I visit NYC, which includes the best things to do for first-time visitors.

The Best Things To Do in New York City:

• Walk the Brooklyn Bridge and visit DUMBO for sweeping views of both the Brooklyn and Manhattan bridges.
• Get bagels at Brooklyn Bagel (the best in the city).
• Visit Central park, and be sure to stop at Bow Bridge, Belvedere Castle and The Mall walkway.
• Grab a slice of pizza at Joe’s (150 E 14th St.)
• Explore the MET Museum and Cloisters.
• Take the Staten Island Ferry for views of the Statue of Liberty (this is free and way better than the official tours, which are super crowded!).
• See a broadway show.
• It’s touristy, but I love going to the top of the Empire State Building.
• Walk around the West Village for amazing streets and brownstones.

33. Burlington, VT

Burlington is a small and beautiful city in Northern Vermont that sits along Lake Champlain, and is wonderfully diverse, exuberant and also very relaxing. This is a great destination if you’re looking for a small-town feel set in a bigger city, waterfront and outdoor activities, an art scene and plenty of amazing restaurants.

Best Things To Do in Burlington, VT:

• Walk around Church Street, a pedestrian-only area lined with unique shops and restaurants.
• Stroll around the waterfront to admire the views of Lake Champlain, as well as the Burlington Breakwater Lighthouse.
• Bike the Burlington Bike Path, a beautiful path along the lake that’s over 7 miles long.
• Go kayaking or stand up paddleboarding on the lake.
• Head to nearby Shelburne to tour Shelburne Farms , one of my favorite things to do in all of Vermont! There are tons of hiking and walking trails through the 1400-acre picturesque grounds, and you can stop to sample their homemade cheeses and baked goods along the way.
• Take in the art scene on the South End, which is loaded with galleries and shops.
• Get a taste for the local brews with a Sip of Burlington Beer Tour. Join a small group for dinner, and learn from a local brew expert as you taste all the different beers that are brewed nearby. Click the link below to learn more, or book your tour.

Click here to book your Beer of Burlington experience!

34. Philadelphia, PA

Last but most definitely not least on our round-up of the best road trips from Boston, is the city of Brothery Love, Philadelphia. Philly is Pennsylvania’s largest city, and is deeply rooted in history, but there are all kinds of things to do from exciting nightlife and amazing food to parks and waterfront activities.

Best Things To Do in Philadelphia, PA:

• Run up the Rocky Steps at the Philadelphia Museum of Art, and snap a picture with the Rocky statue. A bit touristy, but if you’re a fan of the movie, you gotta go for it.
• Speaking of the Philadelphia Museum of Art , after your Rocky moment, be sure to visit. They have an amazing American art collection, as well as works by famed impressionists Renoir, Degas and Monet.
• Tour Independence Hall, regarded as the birthplace of the United States, and where the Declaration of Independence was debated by our Founding Fathers.
• Venture just outside the city to visit Longwood Gardens, an expansive garden oasis filled with both indoor and outdoor gardens and, and beautifully designed grounds.
• Grab a Philly cheesesteak at Woodrow’s Sandwich Shop .
• Stroll along the Delaware Riverfront to explore Cherry Street and Race Street Piers, and take in amazing views of the Benjamin Franklin Bridge.
• Hop on a BYOB trolley tour of the city, hosted by hilarious guides that share historic and entertaining information, and take you to some of the top sites in the city. Click the link below to learn more, or book your tour.

Click here to book your Historically Hilarious Trolley Tour in Philadelphia!

Road Trip Itinerary Options

If you’re looking to combine towns from this list into longer roads trips, or are wondering which towns are close enough to combine together to maximize your time and cover the most ground, I’ve got you covered! Below you’ll find suggested itineraries with different routes you can take while planning the best road trips from Boston.

Option 1: Massachusetts North Shore Road Trip From Boston

For this route, you’ll head north from Boston and visit the following destinations:

• Newburyport & Plum Island
• Portsmouth, NH

Days Needed For This Route: 2-4 . If you’re looking for an easy road trip from Boston with lots of options, this is an awesome route to take. You can do it in as little as 2 days for a weekend trip, or add on two additional days to take your time and explore each town.

Option 2: Cape Cod & The Islands Road Trip From Boston

For this route, you’ll head south from Boston and visit the following destinations:

• Martha’s Vineyard

Days Needed For This Route: 7-8 days. Because this route requires ferries from Cape Cod to the islands, and with Cape Cod being a larger region to explore, I recommend a week.

If you have less time, the islands could be done as day trips, and you could attempt this route in about 5 days . If you have 10 days, I would suggest spending one night in Plymouth, 5 days on Cape Cod, two nights on Nantucket and two nights on Martha’s Vineyard for the ultimate Cape Cod road trip.

Option 3: Boston To Bar Harbor Road Trip

This route will take you up the coast of Maine and stop in these destinations:

• Newburyport, MA
• Ogunquit, ME
• Kennebunkport, ME
• Portland, ME
• Bar Harbor, ME

Days Needed For This Route: 7-10 days. I suggest this much time because your final destination, Bar Harbor, is home to Acadia National Park, and there’s so much to see and do just in the park. And each stop along the way is a very worthy destination to spend at least one night in.

If you’re very short on time, you can do this route in 4 nights with this itinerary:

• On your way to Ogunquit, pass through Newburyport and spend 2-3 hours there. Arrive in Ogunquit late afternoon to spend the night.
• The next day, spend the morning in Ogunquit, and then drive to Kennebunkport to spend about 3 hours exploring there. Drive to Portland, and spend the night.
• The next day, spend your morning in Portland, and then drive to Bar Harbor to arrive by mid-afternoon. Spend 2 nights in Bar Harbor.
• Drive back to Boston.

I have a detailed Boston To Bar Harbor, Maine Road Trip Itinerary if you’d like more help with planning!

Option 4: Vermont Road Trip From Boston

For this route, you’ll head northwest of Boston, and drive through the best towns in Vermont from this list. You’ll cover these destinations:

• Manchester, VT
• Woodstock, VT
• Burlington, VT

Note : This route isn’t as direct as the other routes, and will include 6.5 hours of driving time to get from Boston to Burlington, stopping at the other destinations along the way. But then you can drive direct from Burlington to Boston on your way home, which will only take 3.5 hours.

Days Needed For This Route: 3-5 days . This could easily be a long weekend itinerary if you don’t stop in each town overnight, and just visit Manchester and Stowe for a few hours each. You could, of course, take your time, and do up to 5 nights for this itinerary.

Option 5: Rhode Island & Coastal Connecticut Road Trip From Boston

This route will take you southwest from Boston, and you’ll visit these destinations:

• Providence, RI
• Newport, RI
• Block Island, RI
• Westerly, RI

Days Needed For This Route: 3-6 days . This is another itinerary you could also do in a weekend if you only spend a few hours in Mystic, as a day trip from Newport, and skip going to Block Island. To visit all these destinations, you’ll need about 5 days, but 6 would be ideal to not feel rushed.

Tip : If you wanted to extend your road trip further along this route, there is a ferry that leaves from New London, CT, and goes to the Hamptons!

Option 6: Boston To New York City & The Hamptons Road Trip

This route will take you to these destinations:

• Rhinebeck, NY
• New Paltz, NY
• New York City
• The Hamptons
• Optional add-on: Philadelphia, PA

Note : The route from Boston to The Hamptons, while making all the stops in the Hudson Valley in-between, is not direct, and will take about 7.5 hours without stops, so I highly suggest you stop overnight in at least one of the towns to break up your drive. If you wanted to visit Philadelphia, this would be the route you would want to add that destination to, as you will have to drive through NYC to get there.

Days Needed For This Route: 1 week. To do this route in 7 days, I would suggest spending a few hours each in Hudson and Rhinebeck, then spend the night in New Paltz (splurging at Mohonk Mountain House is definitely worth it!). Then drive to NYC the next day, and spend 3 nights there. Then drive to The Hamptons, and spend 3 nights. If you want to add Philadelphia, you’ll want to add an extra night or two.

If you’re short on time and want to do this route in fewer days, I would suggest spending a night in the Hudson Valley (same as above), spend 3 nights in NYC, but include a day trip to The Hamptons. Or, if The Hamptons is of more interest to you, you could spend one night in NYC, and spend a night or two in The Hamptons. And then drive back to Boston.

The other option is to drive direct from Boston to New York City, and leave out the Hudson Valley towns entirely. On that route, your focus would be New York City and The Hamptons.

What Towns Are 1 Hour From Boston?

Plymouth, Salem, Rockport, Newburyport are all within an hour from Boston, and make for wonderful road trips or day trips from Boston.

Towns not mentioned on this list that are also an hour or less from Boston that are perfect for a road trip are Scituate, Gloucester, Manchester-By-The-Sea and Essex, all of which are located in Massachusetts.

What Cities Are 6 Hours From Boston?

New York City, Portsmouth, NH, Philadelphia, PA, Portland, ME, Burlington, VT and Providence, RI are all within 6 hours or less from Boston, and are all included on this list as amazing road trips from Boston.

Is Boston Close To Niagara Falls?

Boston is over 7 hours from Niagara Falls, and for that reason, didn’t make this list of road trips. But if you have extra time, it could be added to a road trip itinerary for Skaneateles, NY and the finger lakes region.

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That’s A Wrap On The Best Road Trips From Boston

As you can see, Boston is really an incredible gateway to all of the Northeast, making it easy to take lots of different road trips. Whether you want to explore the coast of Massachusetts and Maine, go cute-town-hopping through Vermont or visit as many cities as you can, you’re now ready to plan which of these road trips from Boston is perfect for you.

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Boston to Montreal via Acadia National Park

Boston to montreal road trip planner.

Here's a sample itinerary for a drive from Boston to Montreal. If you're planning a road trip to Montreal, 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.

11:00 am  start in Boston drive for about 1.5 hours

12:34 pm   Kennebunkport (Maine) eat at All Day Breakfast stay for about 1 hour and leave at 1:34 pm drive for about 3.5 hours

day 1 driving ≈ 5 hours find more stops

10:00 am  leave from Acadia National Park drive for about 2 hours

11:59 am   Bingham stay for about 1 hour and leave at 12:59 pm drive for about 2 hours

2:55 pm   East Angus stay for about 1 hour and leave at 3:55 pm drive for about 2 hours

5:57 pm  arrive in Montreal eat at La Banquise Resto stay at Hilton Montreal Bonaventure

day 2 driving ≈ 6 hours

Where should I stop along the way?

Kennebunkport (Maine)   (24 answers)     Wells Beach   (3 mentions)     York Beach   (2 mentions)     restaurants around Kennebunkport (Maine):         All Day Breakfast     questions about Kennebunkport (Maine):         family vacation Acadia National Park   (27 mentions) Bingham East Angus

Where's the best place to stay in Montreal?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Montreal .

If you're looking for a quick answer, you can check out Hilton Montreal Bonaventure , which was mentioned 2 times on Trippy.

Here are some more hotels people talk about:

Want to research more popular hotels in Montreal? Click the blue button below.

Where's the best place to eat in Montreal?

Need some recommendations on somewhere to get food?

Trippy members suggest La Banquise Resto , which was mentioned 12 times.

Here are some more restaurants people talk about:

Want to research more popular restaurants in Montreal? Click the blue button below.

What are some things to do in Montreal?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

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 Montreal. Click on any question to see answers from the community!

Click the button below to explore more questions and answers related to Montreal.

Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Montreal to Boston drive , or go to the main page to plan a new road trip .

You can also compare the travel time if you're flying or driving by calculating the distance from Boston to Montreal . Or get a full Boston to Montreal flight plan .

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend.

And if you know Boston well, please help your fellow travelers and answer their questions about Boston!

More info on this route:

road conditions from Boston to Montreal

places to eat

alternate routes

Google driving directions