states to visit near boston

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!

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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!

You may also like:

• Best Boston Hotels Near The Aquarium
• Best Stops To Make Driving From Boston To Portland, Maine
• Best Day Trips From Portland, Maine
• Best Breweries In Portland, Maine
• Best Things To Do In New England For Your Bucket List

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.

• 7-Day New England Road Trip Itinerary
• The Perfect New England Fall Road Trip
• Boston In The Fall: Fun Things To Do!
• The Best New England Gifts and Souvenirs to Look For During Your Trip
• 60+ Things To Do In Vermont
• Summer In New England: Best Places To Go & Things To Do!
• Incredible New England Resorts & Spas
• Best Time To Visit New England

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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20 best weekend getaways from Boston

Escape the city this spring by heading to these mountains, islands and towns all within a few hours of Boston.

While there are plenty of activities to enjoy in the city, sometimes you just want to hit the road and escape to the fresh air, country roads, and charming small towns. Use our guide for top spring getaways to plan your next trip. But if you can't take a whole weekend away, check out one of these day trips from Boston . And on ce you ’re back in town, get back into the swing of things by hitting up the  best museums , listening to some   stellar live music  and dining out at the   hippest restaurants in Boston .

RECOMMENDED: Full guide to the  best   things to do   in Boston . 

Been there, done that? Think again, my friend.

Best weekend getaways

1.  nantucket island.

Nantucket is the place to be once the sun is shining. 

Eat at : or, The Whale ( 38 Main St, 508-825-5897 ) located right on the cobblestoned main street in downtown Nantucket, if the weather is still nice you can enjoy eating on or The Whale’s back patio.

Stay at: Hotel Pippa ( 5 Chestnut St, 508-228-5300 ) at the contemporary boutique hotel, guests can enjoy complimentary breakfast before setting out for the day. The team at Hotel Pippa is happy to assist guest booking a variety of island activities from fishing expeditions to cooking classes. When the day is done, guests can unwind on Hotel Pippa’s cozy patio. 

Must do: Visit in early October and travelers can enjoy a brand-new fall festival, The Harvest Fair ( 220 Milestone Rd ) which will take place October 1-2. Historically the Island Fair and the Cranberry Festival happened on separate weekends but 2022 will be the first year the events merge for one large festival.

2.  Newport, RI

Step back in time with a weekend getaway to Newport, RI. Home to the famed Newport Mansions, Newport is also packed full of waterfront dining, shopping, and plenty of options for getting outside and staying active.

Eat at: The Mooring Seafood Kitchen & Bar (1 Sayers Wharf 401-846-2260) pro-tip is to reserve a table around sunset on their deck overlooking the wharf. 

Stay at: For a romantic getaway in Newport check in at Castle Hill Inn ( 590 Ocean Ave 888-466-1355), the views cannot be beat. 

Must do: Touring the Newport Mansions  is a must, we recommend doing at least three. But save The Breakers for last as it is the most impressive! Afterwards, stroll along the Cliff Walk for world class views. Last, no trip to Newport is complete without a sail around the harbor, book an afternoon sail or an evening cocktail sail on the Adirondack II .

3.  Woodstock, VT

One of the most charming towns in all of New England. Woodstock is the perfect fall escape, travelers can visit local farms, museums, stroll through the town square and pop in and out of all the local shops.

Eat at : Worthy Kitchen ( 442 Woodstock Rd, 802-457-7281 ) definitely worthy of a visit. At Worthy Kitchen guests will find farm-to-table comfort food and local craft beers on tap.

Stay at: The Woodstock Inn & Resort ( 14 The Green, 888-338-2745 ) located right on the town square The Woodstock Inn is the perfect place to stay if you want to be centrally located to everything in town. Walking distance to tons of shops and restaurants, the Inn also has a world-class, LEED-certified Spa.

Must do: Sugarbush Farm ( 591 Sugarbush Farm Rd, 802-457-1757 ) offers free cheese and maple syrup tastings. You can explore the farm grounds, take in beautiful foliage views and do a little shopping in their farm store. If you’re visiting Woodstock in the fall, you have to take a ride out to Sleepy Hollow Farm ( 3429 Cloudland Rd South, Woodstock, VT 05091 ). A privately owned property, but you can view the charming farm from the road, you’ll likely be in good company with fellow photographers and leaf peepers.

4.  Provincetown, MA (PTown)

Leave the car at home because Provincetown is just a 90-minute ferry ride from Boston. With lots of fun bars, great restaurants, and plenty to do Ptown is one of our top weekend getaways from Boston for a reason.

Eat at : The Canteen (225 Commercial Street 508 487-3800) has beach front dining, an incredible lobster roll, and frosé. What more could you need?

Stay at: The Harbor Hotel Provincetown 's ( 698 Commercial St, 508-487-1711 ) retro-glam style and modern amenities makes it exactly what you want on a weekend away. Plus they’re pet friendly!

Must do : Enjoy off roading on a dune tour. Stop by Art’s Dune Tours for an exhilarating ride through the dunes, the team gives you a full history of the area, from how it joined the Cape Cod National Seashore to the history behind the artist shacks.

5.  Watch Hill, RI

Taylor Swift vacations in Watch Hill, why shouldn’t you? Just over two hours from Boston this small town is walkable and is home to the oldest continuously operating merry-go-round in the country.

Eat at : Olympia Tea Room (74 Bay Street 401-348-8211) is an institution. Just a short walk from the beach the simple menu has been keeping guests happy for over 100 years. 

Stay at : There are two clear winners when it comes to where to stay, the Ocean House ( 1 Bluff Avenue 855-678-0364) or the Watch Hill Inn (38-44 Bay Street 855-677-7686) . The Ocean House boasts its own private beach, multiple onsite dining options including Dalia , a new seasonal Coastal Mexican venue by Chef Dantón Valle, and croquet courts. The Watch Hill Inn is right on Bay St overlooking the harbor, and is convenient to all the shops.

Must do: Walk down to the Watch Hill Lighthouse , then spend the day shopping along Bay Street or head to the beach.

6.  Kennebunkport, ME

Just an hour and a half from Boston, Kennebunkport is the quaint seaside town you’ve been dreaming of. There is a little something for everyone in Kennebunkport (you may even spot the Bush family!). 

Eat at : Stop by Old Vines Wine Bar ( 173 Port Road (207) 967-2310) for outdoor seating and live music, their menu is filled with small snacks and sharables plates. However, the wine list and craft cocktails are the real draw. And no trip to Kennebunkport is complete without a stop at The Clam Shack ( 2 Western Ave 207.967.3321) , they’ve been serving fresh seafood since 1968!

Stay at : The Boathouse (21 Ocean Ave; 207-967-8225) brushes up against the Kennebunk River, which is easily viewed from your room’s oversized windows.

Must do : Visit Nubble Light . If you went to Kennebunkport for the weekend and didn’t take a picture of the famous lighthouse, did you really go?

7.  Mystic, CT

Home to Mystic Pizza and the Mystic Aquarium, this small coastal village, which is actually officially part of Stonington CT, is a great weekend getaway from Boston. 

Eat at: Mystic Pizza (56 West Main St. 860-536-3700) is worth a visit. But if you’re not in the pizza mood checkout Red 36 Bar & Grill (2 Washington Street 860-536-3604) for waterfront dining, fresh seafood and great cocktails.

Stay at: Stonecroft Country Inn Bed and Breakfast (515 Pumpkin Hill Road 860-744-5868)  is the quaint B&B that summer weekend getaway dreams sometimes require.  

Must do: Go brewery hopping . Mystic and Stonington are home to a handful of great local breweries including Barley Head Brewery, Bank & Bridge Brewing and Beer’d Brewing Co. Not into beer? There are also a bunch of great vineyards and wineries in the area.

8.  The Berkshires, MA

In need of fresh air? The Berkshires have you covered with museums, concerts, legendary authors' homes, hiking and more. 

Eat at : Methuselah Bar and Lounge (391 North St, Pittsfield; 413-347-2888) is focused on organic wines and craft beers, pairing them with funky, reimagined American fare, tacos and Korean-inspired dishes. Nudel: Comfort & Craft (37 Church St. 413-551-7183 ) post-pandemic this Berkshires favorite has been doing “pop-ups” that allows them to change their menu every few months to focus on fresh seasonal ingredients! 

Stay at : Seven Hills Inn (40 Plunkett St 413-637-0060 ) the former Gilded Age mansion offers 57 guest rooms, stunning gardens and an outdoor pool.

Must do : Be adventurous at Catamount Mountain Resort (Route 23 413-528-1262) go on a zipline tour, spend the day in the adventure park, or go on a scenic chairlift ride!

9.  Bar Harbor and Acadia National Park, ME

A little further afield, Bar Harbor is almost five hours from Boston by car so be sure to make the most of your weekend in Bar Harbor and add on a trip to Acadia National Park, the only national park in New England

Eat at: The Travelin Lobster (1569 ME-102 207-288-8028), have the lobster roll you won’t regret it.

Stay at: The Bar Harbor Grand Hotel (269 Main Street 207-288-5226) is a replica of the historic Rodick House, convenient to both downtown and Acadia. This hotel is the perfect spot to relax and unwind after a day of hiking.

Must do : Make the most of your weekend in Bar Harbor by doing a tour of Acadia National Park . Thsi is the most approachable way to see the park if you’re not a big hiker and want to see all the major landmarks in a short period of time. (The classic tour is only 2.5 hours leaving you plenty of time to explore on your own!)

10.  The White Mountain National Forest, NH

Even if you don’t know it, when you think of New England you are likely picturing the Kancamagus Highway. The scenic highway runs right through the heart of the White Mountain National Forest. The White Mountains are truly spectacular in the fall and winter, there are tons of charming small towns to stay in, great hiking and of course endless vistas.

Eat at: The Covered Bridge Farm Table Restaurant ( 57 Blair Rd, 603-238-9115 ) something about wood covered bridges just captures the essence of New England perfectly. The Covered Bridge Farm Table Restaurant is located at the bottom of the White Mountains and is the perfect spot to stop for lunch on your drive up or your drive back to Boston.

Stay at : The Omni Mountain Washington Resort ( 310 Mount Washington Hotel Rd, 603-278-1000 ) this historic New England hotel has views of the presidential mountain range, a world class spa and you can take a scenic gondola ride right across the street at Bretton Woods.

Must do: The Cog Railway ( 3168 Base Station Rd, 800-922-8825 ) want to take in the foliage from the summit of Mount Washington but not looking to take on the hike? The Cog Railway will take you on a dramatic climb up the mountain. The rail has been running for more the 150 years, be sure to book tickets ahead of time so you can take in the views on this must do experience.

11.  Martha's Vineyard

Martha's Vineyard is just a short ferry ride from Cape Cod that drops travelers right in either Edgartown, Oak Bluffs or Vineyard Haven for convenient access to shops, hotels and restaurants. Enjoy amazing beaches, see the Edgartown Lighthouse or take a ride to Island Alpacas for a truly one-of-a-kind experience.

Eat at: Visit Back Door Donuts (1-11 Kennebec Ave 508-693-3688) for the ultimate late-night snack, these donuts are worth waiting in line.  

Stay at : The Harbor View Hotel (131 N Water St 877-624-7992 ) cannot be beat. So many things including amazing views, sumptuous accommodations, complimentary bikes and the Mercedes-Benz Drive Program make it a luxurious home away from home. 

Must do: Whether using complimentary bikes provided by a hotel or renting bikes for the weekend, bikes are one of the best ways to explore the island. Martha’s Vineyard offers over 40 miles of trails and roadways through its scenic towns and along its coast.

12.  Block Island, RI

Located just 13 miles offshore, Block Island is a great alternative to Nantucket or Martha’s Vineyard, it is a bit quieter and more relaxed. Good news for our nature lovers, 40% of the island is conservation land, accessible only by bike or foot.

Eat at: Poor People’s Pub (33 Ocean Ave 401-466-8533) offers casual local seafood, burgers, pizza and more. They’re conveniently located by the Old Harbor Block Island Ferry and offer outdoor seating! Before heading back to the ferry, grab gourmet sandwiches from Three Sisters (443 Old Town Rd; 401-466-9661).

Stay at : Spring House (1401 Ocean Ave; 732-776-6700) , the island’s oldest hotel, entices with Adirondacks and a wraparound veranda overlooking the water. 

Must do: Go horseback riding on the beach. Visit Rustic Rides Horse Farm , the offer both beach rides and trail rides, a great way to see the island!

13.  Salem, MA

Want to get witchy? Salem attracts thousands of visitors every fall, people looking to embrace the spooky, supernatural, and witchy vibe of the small coastal town. It can get a little crazy in the two weeks leading up to Halloween, but a winter trip is just as fun! In addition to all the witch themed attractions there is also a buzzing art scene in Salem, great restaurants and travelers have to visit Far From the Tree Cider to do a tasting.

Eat at : Howling Wolf Taqueria ( 76 Lafayette St, 978-744-9653 ) keep things spooky with a red-hot ghost pepper infused margarita. Howling Wolf Taqueria is known for their massive burritos and their wolf bites like avocado fries and ceviche.

Stay at: The Merchant ( 148 Washington St, 978-745-8100 ) a Lark Hotel, The Merchant is conveniently located right down town. Walk to all the witch shops, great restaurants and plenty of nearby tours and museums.

Must do: If you want to embrace the spooky vibes in Salem sign up for a Candlelit Ghostly Walking Tour ( 288 Derby St, 978-740-2929 ). The hour long walking tour will take you around some of Salem’s most haunted locations. For travelers who want to see another side of Salem, plan a visit to the Peabody Essex Museum ( 161 Essex St, 978-745-9500 ) the world-renowned art museum has collections dating back to the 1700s including paintings, sculptures, photography and more.

14.  Portland, ME

Charming brownstones, bucket list worthy restaurants and ocean views? Portland is a great idea any time of year but especially in the summertime when you can take advantage of everything happening on the waterfront. Be prepared to eat all weekend long, Portland is a foodie’s paradise.

Eat at: You really can’t go wrong but three spots to get you started: Duckfat (43 Middle St; 207-774-8080 ) for fries, poutine and a milkshake when you're hungover the next day. Central Provisions (404 Fore St; 207-805-1085) for the locavore meal of the moment. And you must try Highroller Lobster Co (104 Exchange St. 207-536-1623) !

Stay at: Conveniently located in the Old Port, The Press Hotel (119 Exchange St; 800-971-2000) is the former home of the Portland Press-Herald and carries on the print tradition with newspapered walls, letterpress carpeting and leather desk chairs. Be sure to check out their amazing art collection.

Must do: Tour Casco Bay ! Experience Portland on the water as you visit all the islands throughout Casco Bay.

15.  Hartford, CT

Hartford is the perfect central location for several fantastic fall attractions tucked away in the heart of Connecticut. Stay in Hartford and plan a drive to East Hampton, home to Pumpkintown USA . Then book a fall foliage scene hot air balloon ride with CT Ballooning in Kensington.

Eat at : Max Downtown ( 185 Asylum St, 860-522-2530 ) a staple in Hartford for over 20 years this chophouse and whiskey bar is a must visit during your stay in Hartford. Dine in style and enjoy elevated classic in the recently renovated space.

Stay at: Delmar ( 1 Memorial Rd, 860-937-2500 ) this pet-friendly, luxury hotel is the perfect place to enjoy a weekend getaway to Hartford. The Delmar has a full-service spa, the fitness center features Peloton bikes and guests even get complimentary admission to the New Britain Museum of American Art.  

Must do: Use Hartford as your jumping off point to explore some of Connecticut’s best fall attractions like Pumpkintown USA ( 100 East High St, East Hampton CT ). If you want to spend a day exploring Hartford, plan a visit to Mark Twain’s House and Museum ( 351 Farmington Ave, 860-247-0998 ).

16.  Stowe, VT

New England is awash with winter resort towns, but we most love those areas that celebrate four-season recreation. Come summer, Stowe swaps out skiing for hiking, golfing, mountain biking and kayaking. Bonuses include swimming hole visits and scenic drives up the squiggly Auto Toll Road.

Eat at: Plate (91 Main St; 802-253-2691)  combines California cuisine with Vermont-sourced ingredients. Take the gondola up to Cliff House (5781 Mountain Rd; 802-253-3665) and enjoy a bottle of wine on the outside deck before hiking down afterward.

Stay at: Spruce Peak (7412 Mountain Rd; 802-253-3560 ) manages to feel homey and warm (also dog-friendly!), despite its luxury amenities. Added perk: It's also dog friendly, so your canine companions can come stay on vacay.

17.  Portsmouth, NH

Just a short ride from Boston, this seaside town has a rich history. While you may think it was the town’s role in the American Revolution or its history as a booming seaport that put it on the map, but Portsmouth is actually most well known as a hub for the brewing industry. There are 8 breweries travelers can visit right in Portsmouth!

Eat at : Botanica Restaurant and Gin Bar ( 110 Brewery Ln, 603-373-0979 ) this upscale French-influenced restaurant is the perfect spot for a romantic dinner, be sure to save room for dessert!

Stay at: Ale House Inn ( 121 Bow St, 603-431-7760 ) this boutique hotel is located right in the heart of downtown in what was once a warehouse for The Portsmouth Brewing Company.

Must do: Schedule your visit in October so you can partake in the annual Pumpkin Smash , taking place on Saturday October 28. All month-long travelers can check out the Scarecrows of the Port , unique scarecrow displays scattered throughout downtown.

18.  Providence, RI

One of the more underrated New England capitols, Providence also has an incredibly underrated food scene! This city is just a short ride on the commuter rail from Boston and is filled with New England charm and unique events like WaterFire .

Eat at : Hemenway’s ( 121 South Main St, 410-351-8570 ) is a top rated and local favorite. Hemenway’s offers an excellent raw bar and is the go-to restaurant for fresh seafood. If you’re looking for a great glass of wine, you’re in luck, in 2021 Hemenway’s received the Wine Spectator’s Award of Excellence.

Stay at : Graduate Providence (), formerly the Providence Biltmore this historic hotel recently got a complete renovation while maintaining some of the historic charm, like the lobby’s original ornate ceiling and glass-and-brass elevator. Located right downtown, guests are just a short walk to restaurants and shops.

Must do: Head to the Roger Williams Park Zoo (1000 Elmwood Ave, 401-785-3510) for the annual Jack-o-lantern Spectacular . Starting September 29 and running through October 31 visitors can take in thousands of artistically carved pumpkins. Throughout fall there will be 4 full lightings of WaterFire, a series of up to 100 bonfires floating on the three rivers of downtown Providence. See this award-winning installation on September 24, October 1, October 22, or November 5.

19.  Chatham, MA

The Cape is a no-brainer, but where to stake your claim? We’ve long migrated towards the inimitable charms of Chatham, where the homes will make you drool, the town center is walkable and crammed with cute boutiques, and the seafood is hauled in just offshore. 

Eat at: Impudent Oyster  ( 15 Chatham Bars Ave, 508-945-3545 ) offers innovative spins on classic seafood dishes and a lively bar inside a former church.

Stay at: Chatham Bars Inn (297 Shore Rd; 508-776-6700 ) is the ne plus ultra of Cape retreats for good reason: The cabana’d beach alone earns the resort its mythic reputation—and justifies the indulgence.

20.  Montreal, Canada

If you must flee the country, you might as well drive into the clutches of a cosmopolitan city bursting with history, nightlife, outdoor concerts and a shopping scene that invites closet do-overs.

Eat at: Martin Picard’s Au Pied de Cochon (536 Duluth Est; 514-281-1114) for foie gras on top of foie gras on top of poutine.

Stay at: Hotel Gault (449 St. Helene St; 514-904-1616 ) , a lavishly reappointed boutique hotel in Old Montreal. 

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The 13 Best Day Trips from Boston

Boston is a historic city with plenty of things to do and places to see, but there’s also lots more to explore outside the city limits. Whether you’re heading north to the mountains to ski or taking the ferry to Cape Cod’s Provincetown , there are day trips to take in every direction. Read on for our recommendations, all within driving distance and some you can even access by public transportation.

Portsmouth, New Hampshire

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Portsmouth is a historic coastal New Hampshire city that may be small in size but is full of character and popular restaurants. Have drinks along the docks on Bow Street as the sun sets at Pocos , Martingale Wharf or the Old Ferry Landing . For a seafood dinner with a view, try Surf , also on Bow Street. And for a casual yet tasty breakfast, you can’t go wrong with Colby’s .

Those visiting Portsmouth will enjoy walking around Prescott Park and learning about the history of Portsmouth at the Strawbery Banke Museum . Make sure you reserve some time for walking around the downtown area and popping into shops along the way. This city is growing year-by-year, with hotels and condos being built up as it grows in popularity.

Getting There: Portsmouth is about an hour and a half from Boston and the best way to get there is by car. If you don’t have a car, you can also take the C&J Bus Line.

Travel Tip: Pack a beach chair and drive down Route 1A to take in the Seacoast’s beaches. One of the first destinations you’ll come across in Rye is Ordiorne State Park , where you can walk around along the ocean. Eventually, you’ll get to Hampton Beach before you cross back over into Massachusetts.

Boston Area Beaches

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On a hot summer day, or even when the sun is shining in the spring or fall, there are plenty of beaches in the Boston area to spend a day relaxing at.

On your way back from Portsmouth, drive south along the ocean until you reach the beaches in Rye, or continue on to the popular Hampton Beach strip, where there’s a big beach and plenty of restaurants. Just over the Massachusetts border is Salisbury Beach, another day trip spot just over an hour north of Boston. Other beautiful beaches on Boston’s North Shore include Wingaersheek and Good Harbor Beaches in Gloucester , Plum Island Beach in Newburyport, Crane Beach in Ipswich, Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere.

The South Shore’s beaches are equally as beautiful, with one of the closest options being Wollaston Beach in Quincy, and then many others including Duxbury Beach in Duxbury and Nantasket Beach in Hull. Of course, you can continue south to Cape Cod for plenty more beaches to choose from.

Getting There: Most of these beaches are only accessible by car and the furthest options listed are a maximum of 1.5 hours away, depending on traffic and where you are coming from. If you prefer public transportation , you can get to Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere by the Commuter Rail and MBTA Blue Line, respectively.

Travel Tip: If you want to hit the beach but aren’t the type to stay from sunrise to sunset, try one of the beaches on New Hampshire’s Seacoast and then plan to stop explore Portsmouth before or after. The same applies to Plum Island and Newburyport. 

Newburyport, Massachusetts

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Newburyport

Newburyport is another coastal town, which feels similar to downtown Portsmouth, New Hampshire in many ways. It was settled back in 1635 but has of course modernized over the years. Newburyport is most popular during the summer months given its location and nearby beaches, including Plum Island . But Newburyport is an ideal day trip from Boston at any time of year, as there are quite a few shops to stop by, restaurants to eat at and scenery to take in.

Getting There: Most people drive to Newburyport from Boston, as it’s under an hour and right off exit 56 on I-95 North. You can also take the Newburyport/Rockland Commuter Rail line from North Station.

Travel Tip: While you’re in Newburyport, drive over to Plum Island to spend some time at the beach, no matter what time of year. 

Provincetown, Massachusetts

Photography by Deb Snelson/Getty Images 

Provincetown

Located at the very tip of Cape Cod is Provincetown (also known as “P-Town”), best known as a gay resort community, but also a beautiful place to visit for a day, weekend or more. While driving to the end of the Cape may not seem like a day trip, it’s easy to get there via a 90-minute ferry through Bay State Cruise Company.

Provincetown is surrounded by water on three sides with several beaches to enjoy. Both during the day and in the evening, check out the downtown area’s restaurants, art galleries, boutiques and more.

If you're not able to make it to Provincetown, there are plenty of Cape Cod towns within a shorter driving range.

Getting There: Take the 90-minute Bay State Cruise Company ferry from Boston, which is the fastest way to get there. The ferry operates daily from mid-May to mid-October, with trips leaving Boston three times a day. If you prefer to drive through the Cape, it will take you over two hours, but typically longer, as the roads are oftentimes single-lane and traffic can be bad.

Travel Tip: You’ll find fresh lobster rolls all over Provincetown, but be sure to stop by The Canteen , which serves both hot and cold options.

Martha’s Vineyard and Nantucket, Massachusetts

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Martha’s Vineyard and Nantucket are two islands off the coast of Massachusetts, both of which are popular tourist destinations, especially during the summer months. Both are doable for day trips, especially Martha’s Vineyard, as it’s a bit shorter of a ferry ride. Both islands are quiet during the winter months, so plan your visit from Spring through Fall.

Vineyard Haven in Martha’s Vineyard, where the ferry drops you off, is full of shops and restaurants. You can also head to nearby Oak Bluffs, where you’ll find the 318 colorful Gingerbread Cottages at Wesleyan Grove off of Circuit Street. If you bring your bike or car along, you can explore the island’s beaches and other downtown areas as well.

Nantucket has different coastal vibe than Martha’s Vineyard and is also smaller in size. Here you’ll find cobblestone streets downtown and picture-worthy homes covered in hydrangeas all over the island. Of course, there are beautiful beaches around the island, along with food, galleries and boutiques. Stop by Cisco Brewers for a taste of local beer, which has become more and more popular throughout New England. And have a drink made with Nantucket’s Triple Eight Blueberry Vodka at one of the bars downtown.

Getting There: Martha’s Vineyard is a 45-minute ferry ride via the Steamship Authority from Woods Hole, which takes you to Vineyard Haven. The fast ferry to Nantucket is through Hy-Line Cruises , takes an hour and leaves from Hyannis. There are slower ferry options available, but these are the most efficient for a day trip. Keep in mind that Hyannis and Woods Hole are both on Cape Cod, so you’ll need to leave time for traffic if you’re traveling during peak hours. Both islands can also be accessed by plane from Boston’s Logan International Airport .

Travel Tip: You can choose to bring a car onto the ferry, but it’s recommended that you make plans for that in advance. That, coupled with the cost, is the reason many people choose to take a bike or get around Martha’s Vineyard through the Vineyard Transit Authority.

Providence, Rhode Island

About an hour drive south from Boston is the city of Providence, Rhode Island, also known as the “Creative Capital.” This city has become a popular tourist spot over the years, with popular attractions including WaterFire , a series of over 80 bonfires along downtown Providence’s three rivers, or the annual Halloween Jack-O-Lantern Spectacular or the Faces of the Rainforest exhibit at the Roger Williams Park Zoo . From November through March, head to the Providence Rink for Ice Bumper Cars .

Providence also has a foodie scene, with chefs coming from Rhode Island’s Johnson & Wales opening restaurants within the city, such as Oberlin , a seafood-focused small plates and tapas concept. If you’re looking for Italian, head to Federal Hill , the Little Italy of Providence. The Dorrance is another reputable spot, located within a former bank and serving globally-inspired New England cuisine. And while you’re in town, stop by PVDonuts for delicious and unique brioche donuts in fun flavors like fruit pebbles, butterscotch crunch and brown butter brownie.

Popular Providence hotels include The Dean , built around the city’s history and culture, and the Providence Biltmore , a historic property designed by the architects of New York’s Grand Central Terminal, and the Hotel Providence , another centrally located option that’s great for all types of travelers.

Getting There: Providence is an hour drive from Boston. You can also get there by train , including the Amtrak and MBTA Commuter Rail on the Providence-Stoughton line, both leaving from Boston’s South Station.

Travel Tip: For the best pizza in town, try no-frills Caserta Pizza , also known for their “Wimpy Skimpy,” a spinach pie stuffed with black olives, cheese & pepperoni.

Newport, Rhode Island

 Forty 1° North

Newport, Rhode Island is another coastal town within driving distance from Boston. Here you’ll find the makings of a perfect day trip, from the Gilded Age mansions and beaches, to walking along the famous Cliff Walk. Visitors also enjoy exploring the Brick Market Place , a downtown are with more than 25 shops and eateries. If anyone you’re traveling with is into cars, check out the Newport Car Museum , located in nearby Portsmouth.

Favorite Newport restaurants include The White Horse Tavern, America’s oldest tavern, Winner Winner , Scarpetta Newport , The Black Pearl and Mission Burger . If you plan on staying overnight, top-rated hotels and resorts include The Vanderbilt, Forty 1° North , Gurney’s Newport Resort & Marina and The Chanler at Cliff Walk . Many of these hotels

Getting There: Newport is an hour and a half drive from Boston and car is the easiest way to get there.

Travel Tip: Even if you’re not staying overnight, many of the top hotels are also great spots to grab drinks with a view if you’re in town for just the day. Head over to Forty 1° North and order your favorite cocktail as you look out on the water.

Nashoba Valley Winery & Other Vineyards

 Nashoba Valley Winery

New England may not have a full-blown wine country, but there are several family-owned vineyards that make for great day trips, with at least one option nearby no matter where you are staying. From Boston, your best bet is the Nashoba Valley Winery , where you can sample the vineyard’s wines and also pick your own peaches, nectarines and apples when they are in season and enjoy farm-to-table food at J’s Restaurant.

Another Massachusetts option is Furnace Brook Winery in the Berkshires, about 2.5 hours away from Boston. An hour north of the city, there’s South Hampton, New Hampshire’s Jewell Towne Vineyards. In Rhode Island, try Verde Vineyards or Carolyn’s Sakonnet Vineyard . As you head into Connecticut, follow the Connecticut Wine Trail and try the Lost Acres Vineyard in North Granby, Arrigoni Winery in Portland and Sharpe Hill Vineyard in Pomfret.

Getting There: The Nashoba Valley Winery is around an hour drive from Boston in Bolton, Massachusetts.

Travel Tip: If you plan on visiting several vineyards and wineries in one day, make sure you have a designated driver or look for transportation services, such as limos or tours to take you from one spot to another.

Mountains of Massachusetts and New Hampshire

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Speaking of Nashoba Valley, this destination is not only home to one of the best vineyards near Boston, but Nashoba Valley Ski Area is also a great winter destination for skiing and tubing if you’re into these activities but not long drives. Other places to ski in Massachusetts include Wachusett Mountain in Princeton, Blue Hills Ski Area in Canton and Ski Bradford in Haverhill.

As you head into New Hampshire , popular ski resorts and mountains include Waterville Valley Resort , Loon Mountain , Gunstock , Cannon and more. Another option, Bretton Woods , is not only a ski resort, but also home to the beautiful Omni Mount Washington Resort , which has plenty to do for both skiers and those who prefer après skiing activities. 

Getting There: Nashoba Valley Ski Area is less than an hour from Boston by car, and other Massachusetts ski destinations range between 40 minutes to a little over an hour. Most of the drivable New Hampshire mountains are just over two hours away from Boston.

Travel Tip: To make your ski trip even easier, try Liftopia Experiences , a service that will take you on trips from Boston such as skiing at Crotched Mountain or snow tubing at Ski Ward and to a local brewery. Outdoor retailer REI also offers classes and activities, such as a store to slopes shuttle  that takes you to Stratton Mountain.

Lincoln, New Hampshire

New Hampshire’s White Mountains is where you’ll find the town of Lincoln, where Loon Mountain is located. But that’s not all Lincoln has to offer. During the winter months, the Ice Castles are a picturesque destination to visit. You can also go ice skating at The Rink at RiverWalk Resort , which was transformed from a 167,000 gallon swimming pool that’s available for guests in the summer. While you’re at the RiverWalk Resort, take a sleigh ride, go snowmobiling or taste wine at the Seven Birches Winery , which is right on the property.

Getting There: Lincoln is about two hours from Boston without traffic and your best bet for getting there is by car.

Travel Tip: Beware of traveling north from Boston during the winter months on Friday afternoons and evenings, as it’s likely you’ll run into traffic leaving the city as locals get out of work and head to the mountains. 

Plymouth, Massachusetts

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One of the best spas in the Boston area is located south of the city in Plymouth at the Mirbeau Inn & Spa . There’s more than just great massages and facials here – there’s a heated foot pool surrounded by lounge chairs to relax in, as well as an outdoor jacuzzi to enjoy while you sip champagne from the bar.

While you’re in Plymouth, take a walk along the water and check out the iconic Plymouth Rock and Pilgrim Hall Museum , America’s oldest, continuously operated, public museum filled with artifacts that came to our country with the Pilgrims. Then head 3 miles down the road to the Plimouth Plantation museum.

Nearby in Carver, the kids will enjoy the Edaville Family Theme Park , which is particularly fun around the holidays with their Christmas Festival of Lights. 

With Plymouth being on the water, there’s plenty of fresh seafood and outdoor dining, with restaurant favorites including Woods Seafood , Rye Tavern , East Bay Grille and Cabby Shack .

Getting There: The easiest way to get to Plymouth is via car, which will take about an hour. There is also a Commuter Rail stop in Plymouth if you prefer public transportation.

Travel Tip: While the Plymouth Rock is certainly a Massachusetts landmark, don’t be surprised when it’s nothing substantial when you see the remains in person. There is still plenty to see and do in Plymouth though!

Portland, Maine

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Portland, Maine may sound far away from Boston, but at two and a half hours away, it’s still doable for a day or weekend trip. This coastal downtown area has developed quite the foodie scene and it’s also a great spot to take in New England’s fall foliage season . Top restaurants include Fore Street , Central Provisions , Duckfat , Eventide Oyster Co. and Holy Donut . If you’re into beer, go for a tasting at Shipyard Brewing Company .

You can spend an entire weekend walking around downtown Portland and popping into shops, restaurants and bars. But another fun activity when the weather is nice to take the short ferry over to Peaks Island , where you can rent bikes or golf carts to cruise around the island and take in the coastal views.

Getting There: Portland is about two and a half hours away from Boston by car. Another option is to take Amtrak’s Downeaster from North Station in Boston to Portland, which takes about the same amount of time.

Travel Tip: Fore Street won a 2018 TripSavvy Editors’ Choice Award as one of the Best Iconic Restaurants & Fine Dining . This restaurant books up far in advance, but they reserve spots for walk-ins. The trick is to put your name in right when they open at 5:30 p.m.

Wrentham, Massachusetts

Wrentham village premium outlets.

Just south of the city are the  Wrentham Village Premium Outlets , a shopping plaza where both locals and tourists go to get lots of shopping done at once, especially around the holidays. As New England’s largest outdoor shopping center, you’ll find everything from Off Saks and Tory Burch, to Vineyard Vines and the Nike Factory Store.

Getting There: The Wrentham Village Premium Outlets are located just 35 miles south of Boston, right off exit 15 on I-495. The best way to get there is by car.

Travel Tip: Bring your AAA card if you have one. When you get there, show it at the visitor center to get a coupon book that will give you even more discounts than you get at the outlets. 

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Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

19 Fabulous Day Trips from Boston

If you are planning a road trip from southern New England, Boston can be a perfect base as it is centrally located. You can get a hotel and then take many great day trips from Boston to experience the best that this area has to offer.

You will want to start by taking a few days to experience New England’s largest city’s feel. You can read my guide for One Day in Boston with Kids (still a good overview even for adults). Also, be sure to check out my list of hikes right around Boston .

Table of Contents

Short Day Trips from Boston

These day trips from Boston are around an hour’s drive from Boston.

Salem, Massachusetts

Witch City, USA, also has a fantastic art museum and Hawthorne’s House of the Seven Gables. Read on for how to spend a day in Salem. 

Fall River and New Bedford, Massachusetts

This center of fishing life in colonial New England is now predominately Portuguese. You can visit the New Bedford Whaling Museum, the church that was part of Herman Melville’s Moby-Dick inspiration, and the Lizzie Bordon House.  Read more about the area in Haunted New England.

Rockport, Massachusetts

Spend a day exploring this picture-perfect fishing village on the coast north of Boston.

Cape Cod, Massachusetts

There is a lot to explore on this peninsula south of Boston, but you can explore the upper Cape in one day from Boston. Most of my exploration of the Cape has been by bicycle.

Portland, Maine

This foodie town also has lighthouses and parks to explore. Check out 47 Cool Things to Do in Portland, Maine.

Providence, Rhode Island

The capital of Rhode Island has canals to stroll along, great restaurants, and art museums. Read on for The Best Things to Do in Providence.

Newport, Rhode Island

This colonial town on Aquidneck Island has excellent beaches, hiking, dining, and a lot of history. Explore A Local’s Guide to Newport.

Sutton, Massachusetts

Hike this trail along the base of the 75-foot rock Purgatory Chasm and get ice cream at the farm next door. Read more about a day at Purgatory Chasm.

Concord, Massachusetts

Concord was not only an important location in the American Revolution but also in American Literature. Walden Pond sits in Concord, as well as Louisa May Walcott’s home. Read my itinerary for one day in Concord, Massachusetts.

Plymouth, Massachusetts

Visit the recreation of the Native American and pilgrim colony following the landing at Plymouth Rock.

New Bedford, Massachusetts

Explore the colonial whaling capital of the world, located on the southern coast of Massachusetts. This area also has a large Portuguese population, a fort, and was a stop on the Underground Railroad.

Read about how to spend a day in New Bedford. 

Whole Day Trips from Boston

It will take about 2 hours to get to these full-day trips from Boston.

Martha’s Vineyard

Sand dunes, farms, Kennedy history, and gingerbread cottages, this island off the coast of Massachusetts will introduce you to the best New England has to offer. Read on for Things to Do in Martha’s Vineyard .

Woodstock, Vermont

Woodstock is sometimes known as the quintessential New England town. It is nestled in Vermont’s Green Mountains and alive with the state’s art culture. Plan your day with Things to Do in Woodstock, Vermont.

Northampton, Massachusetts

This arty town in northwest Massachusetts is the home of Smith College. Read on for how to spend a day in Northampton.

The Berkshires, Massachusetts

One of the most transcendent concerts you can experience will take place at Tanglewood in the rural mountains of western Massachusett. The Berkshires give ample opportunities for hiking, leaf-peeping, and exploring small New England towns.

New Hampshire’s White Mountains

Take a foliage drive or go waterfall hunting through the White Mountains.

Mystic, Connecticut

Explore the seaport at this colonial town on the Mystic River. Investigate more things to do in Mystic.

Mount Major, New Hampshire

The views from the peak of this half-day hike are incredible. You will see New Hampshire’s lakes and highest peak, Mount Washington, in the distance. Learn more about climbing Mount Major.

Shelburne Falls, Massachusetts

This village nestled in the Berkshire Mountains has the Bridge of Flowers, a waterfall, glacial potholes and an art-filled downtown. Read about how to spend a full day in Shelburne Falls.

Which day trips around Boston have you taken? Which are the highest on your list? Please let me know if you have any questions in the comments.

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12 thoughts on “19 Fabulous Day Trips from Boston”

I love this list! Boston is such a cool city and I love the idea of spending more time there and venturing out so this list is so helpful!

So many great day trip options from this city! Nice when there is that option, for travellers, it means you can extend your holiday. Make Boston your home base and see some of those smaller towns you have listed. I would love to see more of the nature, in New Hampshire, like Mount Major or Massachusetts with Martha’s Vineyard.

Such great day trip plans even a month of stay there will not suffice to experience it all! The short day trips really sound good and doable. I have not been to Boston yet, but hopefully I will some day with this helpful post! Great pic to go with the post.

Wow! So many things to do. It would really be worthwhile to make Boston a base for a week and do these trips to immerse yourself in the region.

Visiting the east coast has always been something i’ve wanted to do. I’ve seen Boston & DC but that’s about it! Rhode Island, Connecticut, Vermont, Main, I want to see them all!

Funny enough I’ve heard most of these day trips destinations from Boston although I don’t know their locations to Boston. I would like to visit most of them, but I think Fall be the best time?

Some of the locations are close enough for a day trip but would plan an early start in the day because even though they are close enough for a day trip, traffic can play a big factor especially during rush hours… planning a trip to the South Shore or Cape Cod offers only 2 travel lanes for most of the trip once you are on Route 3 which starts in Braintree which is about 9 miles south of Boston and the from Braintree to the beginning of the cape it’s about 45 miles or so… I mention this trip because I am very familiar with this section of MA and I live in Plymouth which is about 10 miles from Cape Cod… The Fall or Spring would be best as far as traffic to the cape but many places close down from Oct to Apr because many businesses depend on tourists during the Summer.

You are right about Boston traffic being a bugger. It is always best to consult Google traffic before leaving, start early or consider public transport. I love travelling in shoulder season.

While there’s still so much to see and do on my actual Boston list, I *did* take a day trip from Boston during one of my visits. We followed your recommendation to visit Providence, RI, and had a lovely day!

I just love the northeast and you’ve given me even more places to explore up there! Perfect fall long weekends!!!

Cape Cod, Massachusetts would be my #1 choice. Haven’t been since I was little and have such fond memories!

I have been to Boston several times now and even took a trip up to Maine & Connecticut once but I have been quite lax on visiting the other areas. For me, I really want to see more of the New England Coastal areas like Providence and I know Darcee would love to see Martha’s Vineyard!

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52 Best Weekend Trips and Getaways from Boston

Outdoor adventures.

PHOTO BY TRENT BELL

1. Peak’s Island, Maine

Two hours by car

Different Strokes | If the idea of wearing a tank top seems profoundly depressing, skip the sports club in favor of an upper-body workout that’ll replace the reflection in the gym mirror with a view of Maine’s wild and rocky coast. And thankfully, there’s little exertion in getting there. Drive up Friday night; stay at Portland’s Regency Hotel (two hours from Boston); then catch the nearby ferry at 9:15 a.m. to Peaks Island, where the affable staff of Maine Island Kayak Company will escort you to a kayaker’s paradise. After an introductory paddling course, a primer on the vagaries of ocean weather, and some disclaimers, you’re ready to slide into a single-person sea kayak and head for open water. You’ll first need to get your heading: Peaks Island, just off Portland’s coast in Casco Bay, is one of the area’s dozens of small islands, many of which are public. Some feature Civil War–era forts, sea birds, and coastal flora and fauna. Expeditions are led by registered Maine guides—in other words, experienced outdoorspeople who know their way around a compass and can handle almost anything Mother Nature tosses their way. Although the company does offer half-day excursions (sans meals, $65 per person), we recommend a full-day jaunt ($115 per person), which allows plenty of time to practice maneuvering. Meanwhile, if you’ve already got kayaking chops and want to spend as much time near the water as possible, opt instead for the two-night camping trip.

Maine Island Kayak Company, Kayak Beach, Peaks Island, Maine, 207-766-2373,  maineislandkayak.com . Stay: Portland Regency Hotel, 20 Milk St., Portland, Maine, 207-774-4200,  theregency.com .

2. Stowe, Vermont

Three hours, 45 minutes by car

It’s All Downhill | Singing, dancing, precious urchins mugging for the camera…and yet, you don’t see much mountain biking in The Sound of Music. But the state-of-the-art trails at Stowe’s Trapp Family Lodge (owned and operated by the movie’s same family) make the hills come alive—with the grunts and groans of cyclists testing their mettle on more than 25 miles’ worth of track.

700 Trapp Hill Rd., Stowe, Vermont, 800-826-7000, trappfamily.com .

3. Lake Champlain, Vermont

Peak Experiences | You’ve seen fall foliage from the car, the hiking trail, and the boat—now how about from the sky? Parafly Paragliding offers classes in the Lake Champlain valley; on a cloudless day, you’ll get 360-degree views of the fiery sugar maples stretching clear to the northern border.

116 Waybury Rd., Colchester, Vermont, 802-879-3507, paraflypg.com . Stay: Willard Street Inn, 349 S. Willard St., Burlington, Vermont, 802-651-8710, willardstreetinn.com .

4. Craftsbury Common, Vermont

Four hours by car

Cause A Row | The Craftsbury Outdoor Center almost kisses Canada, but it’s still close enough for a two-day escape. The rustic resort sits on a long, narrow lake surrounded by farmland, and is the perfect place to explore the rarefied world of sculling. Craftsbury offers intensive, all-inclusive weekend programs for every level, some of which come with yoga classes. Bonus: It also rolls out running camps, and has arguably the finest cross-country skiing trails in New England.

535 Lost Nation Rd., Craftsbury Common, Vermont, 802-586-7767, craftsbury.com

5. Charlemont, Massachusetts

Two hours, 45 minutes by car

See the Forest for the Trees | Zipline tours got their start in Central America in the 1970s, but it’s only been in recent years that they’ve hit New England in a big way. Most are in the northernmost part of the region, though two Charlemont-based companies are competing to be the go-to source in Massachusetts. Zoar Outdoor Canopy Tours emphasizes the educational aspect, with guides who describe the local foliage and fauna. Meanwhile, Berkshire East goes for the thrill, with two 2,000-plus-foot ziplines that plunge downhill at 50 miles per hour.

Zoar Outdoor Canopy Tours, 800-532-7483, zoaroutdoor.com ; Berkshire East, 413-225-2425, berkshireeast.com . Stay: Warfield House Inn, 200 Warfield Rd., Charlemont, 888-339-8439, warfieldhouseinn.com .

6. Block Island, Rhode Island

One hour, 45 minutes by car to ferry

Natural Selection | Afternoon sun glistening on the clay bluffs, seagrass waving on a stretch of reclaimed farmland—nearly half of Block Island is designated as conservation land, and the other half is so picturesque that it might as well be. With 10 compact square miles of land area, you can bike anywhere in under 20 minutes, so it’s easy to spend all weekend on two wheels.

Stay: Hygeia House, 582 Beach Avenue, Block Island, Rhode Island, 401-856-9920, thehygeiahouse.com . See Block Island Ferry schedule at blockislandferry.com .

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This Is Boston’s Most Expensive Row House Listing

Visit the boston restaurants on guy fieri’s diners, drive-ins and dives, my dad’s last day in court, farm-to-table restaurant fallow kin to open in cambridge, “it ends with us” movie: lily bloom’s ‘best of boston’ award, in this section.

Boston   Travel Guide

30 Top-Rated Things to Do in Boston

As Massachusetts' capital and the birthplace of the American Revolution, there's no shortage of historical sites for travelers to explore within Boston's city limits (and beyond). There's even a Boston Tea Party Museum on the harbor

• All Things To Do
• 1-Day Itinerary
• 2-Day Itinerary
• 3-Day Itinerary

Freedom Trail Freedom Trail free

Stretching 2½ miles, the Freedom Trail weaves past 16 of the city's most historic sites, including Faneuil Hall Marketplace , the Paul Revere House and Old North Church . Taking in all of the trail's attractions requires at least half a day (and some comfortable walking shoes), but you can easily plot points of interest before you begin your jaunt from Boston Common .

Though most visitors agree the trail is easy to navigate on your own, some recommend a guided tour or downloading an app to tell you about the sites. (You'll find a handful of apps available for Apple and Android devices.) If you have a Go Boston Card, standard guided tours given by the Freedom Trail Foundation are covered by your pass.

Faneuil Hall Marketplace and Quincy Market Faneuil Hall Marketplace and Quincy Market free

U.S. News Insider Tip: Every Friday and Saturday, Haymarket (one America's oldest open-air markets) pops up adjacent to Faneuil Hall. In order to navigate this often-chaotic scene successfully make sure to bring small bills, leave bulky bags at the hotel and keep it moving on the sidewalk. - Jill LeGrow

Four buildings – Faneuil Hall, Quincy Market, North Market and South Market – constitute Faneuil Hall Marketplace, with the oldest being Faneuil Hall. Built in 1742 and now a stop on the Freedom Trail , Faneuil Hall has had a long and important history in Massachusetts politics. Samuel Adams once stood here to push for resistance against the British, and abolitionists and suffragists have stood on their soapboxes here. In fact, this is where colonists famously challenged the Stamp Act of 1764 by proclaiming, "no taxation without representation." From those illustrious days, the marketplace has expanded to include more than 100 shops and restaurants.

Boston Public Garden Boston Public Garden free

Though the Boston Public Garden sits right next to Boston Common , the two are quite different. The public garden is newer (established in 1837) and holds the distinction of being America's first public botanical garden. Flowers and trees are beautifully organized and kept in quality condition throughout. You can see the colorful arrangements and exotic trees from the 6-acre pond as you glide along the water in a Swan Boat. Additionally, the park houses two of Boston's most iconic statues: Make Way for Ducklings (a bronze sculpture of a duck and her eight ducklings) and a sculpture of George Washington (which shows America's first president riding on a horse).

Visitors looking to relax after sightseeing will enjoy the Boston Public Garden. Parkgoers say you'll find plenty of shade beneath the park's trees, which comes in handy on hot summer days. Plus, you'll likely spot some ducks and geese swimming around the lagoon. And if you have a few dollars, visitors recommend taking a 15-minute ride on a Swan Boat. The large paddle boats cost $4.50 to ride (or $3 for kids ages 2 to 15 and $4 for seniors); travelers with Go Boston Cards ride for free. Swan Boats are usually available between mid-April and Labor Day.

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North End North End free

Chances are you'll end up in the North End at least once during your visit to Boston. It's steeped in the city's rich history as it holds the title of Boston's oldest neighborhood and houses three attractions on the Freedom Trail . What makes this neighborhood a top point of interest, however, is its Italian culture: The North End is considered Boston's Little Italy.

While Italians weren't the first to settle in this area (English settlers arrived first then European Jews, African Americans and Irish immigrants), their cultural influence on the North End withstood the test of time. Today, you'll find all kinds of Italian food from classic pizza pies served at the popular Regina Pizzeria to Sicilian-style seafood, such as black linguine (made with squid ink) and calamari meatballs at The Daily Catch . For dinner, try Mamma Maria for fine dining, Giacomo's for its affordable, made-in-house pasta or Bricco , which sources its meats and bread from its own meat and bread shop, located right next door. If you’re only interested in pizza, hit up Galleria Umberto for delectable solo slices or Antico Forno for its full-size, wood-fired pies. Prezza is known for its extensive wine list, boasting hundreds of wine labels to choose from. For dessert, make sure to pick up a cannoli at Mike's Pastry or Modern Pastry , or tiramisu at the 24-hour Bova's Bakery .

Museum of Fine Arts Museum of Fine Arts

If you want to make the most out of the Museum of Fine Arts, one of the most comprehensive art institutions in the country, then you'll need to spend a good chunk of your day here. The museum is home to one of the best art collections in the world, including the celebrated Art of the Americas wing. Inside this sprawling collection, you'll encounter galleries showcasing iconic pieces from indigenous cultures in North, South and Central America to works by contemporary artists like Edward Hopper.

You'll also find an impressive collection of Asian art here, plus works from Monet, Renoir, Manet and Rembrandt on display. And in special temporary exhibits, you can admire masterpieces from Black artists like Diedrick Brackens and Picasso, among others.

Boston Common Boston Common free

The grounds of Boston Common started as a cow pasture in the mid-1600s. It was also used for Puritan punishments, like whipping, and even for hangings. In 1768, the area was transformed into a British camp. After the Revolutionary War, the park became a popular locale for public speeches and rallies. Now, the Common is best known because of its status as the oldest public park in the country. You'll also find a variety of activities and events – including theater and musical performances and free fitness classes – hosted here throughout the year. If you plan to traverse the Freedom Trail , you'll start the walk here at Boston Common.

Though some visitors say you won't find much to do in this park, Boston Common is great for picnics or a leisurely stroll. Travelers also mention that this site is a wonderful spot to take young children. In addition to ample running room on the park's green space, kids can play at the Tadpole Playground or Frog Pond. Frog Pond offers a spray pool during the warmer months and an ice skating rink in the winter. Some visitors do note that the park tends to draw Boston's homeless population, particularly at night.

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Fenway Park Fenway Park

U.S. News Insider Tip: If you want to watch a Sox game without a ticket, head to the Bleacher Bar on Lansdowne Street. Located beneath the bleachers of Fenway, the best tables are positioned directly in front of the huge garage window that overlook centerfield. – Jill LeGrow

Fans of America's favorite pastime won't want to miss a game at Fenway Park. Home to the Boston Red Sox, this stadium has been the site of home runs, stolen bases and grounders since 1912. Regardless of whether or not you're a diehard Red Sox fan, you should try to catch a game and admire the ballpark's original architecture. Must-see features of the park include Pesky's Pole – the right field foul pole named after former Red Sox player Johnny Pesky – and the 37-foot-tall "Green Monster" wall in left field.

Isabella Stewart Gardner Museum Isabella Stewart Gardner Museum

After Isabella Stewart Gardner's husband died in 1898, the art enthusiast carried out their plan to buy land in Boston's Fenway area and open a museum to display her impressive collection of Italian art. The museum, which was fashioned after the Palazzo Barbaro in Venice , was completed in 1901, at which point Gardner moved in to the fourth floor and began installing her collection. Today, you can visit this Boston museum to get your fill of the Italian masters, such as Raphael and Titian. The building also showcases a cache of beautiful furniture, photographs, sculpture and rare books straight from Europe. The museum's New Wing, designed by Renzo Piano, includes a glass atrium, greenhouses and landscaped gardens.

The art isn't the only interesting thing here: the museum is also the site of the single largest property theft on Earth. In the wee hours of March 18, 1990, two thieves made their way into the museum disguised as police. The duo stole 13 works, including pieces by Rembrandt, Vermeer, Degas and Manet. Today, the museum has empty frames on the walls as placeholders until the art returns to the museum. As you may have guessed, the crime has not been solved and the works haven't been recovered. The museum is even offering a sizable reward ($10 million) for information leading to the art. 

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Boston Public Library Boston Public Library free

A library isn't always all about books. The main branch of the Boston Public Library in Copley Square, which opened in 1895, is so much more, according to recent visitors who call the architecture "beautiful" and a “must-see.” Walking into the Renaissance Revival building is akin to visiting a museum. On Dartmouth Street, two immense stone lions sculpted by Louis Saint-Gaudens stand guard by the main entrance. Inside, Bates Hall, the library's main reference reading room, is a 218-foot-long room with a barrel-arch ceiling soaring 50 feet high.

Visitors can take a free tour and learn all about the murals found throughout the library, including John Singer Sargent's series on the "Triumph of Religion." Other murals include works by French artist Pierre Puvis de Chavannes, who depicted eight library-centric disciplines in "The Muses of Inspiration," and Edwin Austin Abbey's "The Quest and Achievement of the Holy Grail."

John F. Kennedy Presidential Library and Museum John F. Kennedy Presidential Library and Museum

A must for any history buffs or fans of our nation's 35th president, this excellent library and museum details the life of President John F. Kennedy. Exhibits include his presidential papers; masses of Kennedy memorabilia, including re-creations of his desk in the Oval Office and of the television studio in which he debated Richard M. Nixon in the 1960 election; and artifacts from the U.S. space program. There's permanent display on the late Jacqueline Kennedy Onassis plus plenty of other artifacts and information about Kennedy's life and presidency. The building itself is quite striking and was designed by architect I. M. Pei.

Museumgoers say that while the museum is off the beaten path (it sits about 5 miles south of downtown on Columbia Point), it is well worth the trek thanks to the exhibits and staff. However, some wish the exhibits had a more detailed explanation of Kennedy and events during his life. The views from the museum are amazing, add some visitors.

Boston Harbor Islands National and State Park Boston Harbor Islands National and State Park

If you want to get outdoors in the greater Boston area, consider hopping a ferry (which operates from mid-May through mid-October) to the Boston Harbor Islands. This collection of 34 islands located in the Massachusetts Bay boasts plenty of things to do and see including historic sites, hiking trails, beaches, wildlife and much more. Popular islands include Spectacle, Georges and Peddocks, though ferries also go to Lovells, Grape, Bumpkin and Thompson.

The 114-acre Spectacle Island is a great option for those looking to hike. Here, you'll find 5 miles of trails, including one which leads to the harbor's highest hill, offering incredible views of Boston's skyline. If you’re looking for a place where you can sink your toes into the sand, head to Lovells Island. Here, you’ll find secluded shorelines as well as tide pools (when it's low tide, a whopping 71 acres are added to the island's land mass). Meanwhile, history lovers will enjoy a trip to Georges Island. Georges Island is home to Fort Warren, which the U.S. government used for patrolling and training Union troops as well as housing Confederate prisoners during Civil War times. Peddocks Island, one of the largest of the Boston Harbor Islands, offers a little bit of everything. This island is considered a prime camping spot and features scenic hiking trails that pass through coastal forests, headlands connected by tombolos and the biggest beach of any island. You'll also find a little bit of history thanks to Fort Andrews and a restored chapel from World War II.

Newbury Street Newbury Street free

Located in the Back Bay along eight blocks between Massachusetts Avenue and Arlington Street, Newbury Street is home to gorgeous 19th century brownstones. It's also Boston's premiere destination for dining and shopping. Newbury Street has been called one of the most expensive streets in the world, thanks in large part to the significant cluster of expensive shops on the lower end (by numbered address) nearest Arlington Street.

Starting at the higher end, by Massachusetts Avenue, you'll find more budget-friendly retailers like TJ Maxx and Forever 21, as well longtime local favorites Newbury Comics and Trident Booksellers. In fact, Newbury Comics' opening in 1978 was the catalyst that began the transformation of Newbury Street from a heavily upper-class retail destination to a hipper, trendier spot for everyone.

Samuel Adams Brewery Samuel Adams Brewery

Despite its location outside of city center, visiting the Samuel Adams Brewery is a popular stop for beer lovers. This brewery location acts as Samuel Adams' testing facility for new and specialty brews, which patrons can try. You can also take a guided tour of the facility to learn more about the brewing process.

Whether you're a local or a tourist, odds are you'll enjoy a visit to this brewery. Visitors say the staff is knowledgeable, but note there can be long entry lines.

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Cambridge Cambridge free

Cambridge, which sits about 3 miles northwest of Boston's city center, is home to both Harvard University and MIT , but there's more to see in Cambridge than just the schools themselves. The city features an impressive array of cultural institutions that feature collections and exhibitions ranging from fine art to technological innovations.

The Harvard Art Museums , which include the Fogg Museum, Busch-Reisinger Museum and Arthur M. Sackler Museum, house a wide range of periods, styles and mediums within its walls. Here, you’ll find a mix of modern photography, 13th century sculpture, paintings from legends like Georgia O’Keeffe, Picasso and Jackson Pollock, and much more. If you prefer history, head to the Peabody Museum of Archaeology & Ethnology , which boasts exhibits exploring everything from ancient Latin American cultures to the evolution of American eating habits and tableware to the lives of Native Americans. If science is more your speed, head to the Harvard Museum of Natural History to view dinosaur fossils, rare minerals and animal specimens from New England to Asia.

Beacon Hill Beacon Hill free

Beacon Hill is arguably Boston's most beautiful neighborhood. Located north of Boston Common , Beacon Hill is awash with quaint, cobblestone-lined alleyways, corners dotted with gas street lamps, stately townhouses affixed with bay view windows and vibrant, flower-filled window boxes. It's Beacon Hill's incredible style, a stunning mix of Federal and Greek revival architecture, that make this neighborhood an attraction in and of itself. And recent visitors couldn't agree more.

Travelers who venture to Beacon Hill are charmed by its beauty and say that it's the perfect place to take a long stroll and wander around. While here, make sure to make your way to noteworthy spots including the picturesque Louisburg Square and Acorn Street, the latter of which is one of the most photographed places in Boston. After, head down Charles Street, where you'll find restaurants, shops and bars. Fans of the TV show "Cheers" will want to walk down Beacon Street to find the bar that inspired the program.

Old North Church Old North Church

Most people who know anything about American history have heard of Paul Revere's famous midnight ride, when he rode through town to warn people about the arrival of British troops. Before heading off to Lexington, Revere gave orders at Old North Church. Robert Newman – the church's sexton – and Captain John Pulling Jr. – the church's vestryman – then climbed the steeple and held two lanterns as a signal that the British were indeed coming, but by sea.

The church itself, which is officially named Christ Church, is filled with beautiful relics from the past, including North America's oldest set of change ringing bells and chandeliers brought in from England in the early 1700s. The pews have a long history as well; Pew No. 54 was reserved for Paul Revere's son.

Boston Children's Museum Boston Children's Museum

With a giant milk bottle structure at the front of the building, it's hard to miss the Boston Children's Museum. Here, hands-on exhibits present a fun and engaging way for kids to learn about various sciences, culture, art and health and wellness, among other subjects. Among the museum's standout exhibits are "Construction Zone," where little ones can learn about and play with kid-sized construction equipment, "The Common," where kids play with color, games and music, and "Japanese House" – a 100-year-old authentic Japanese house reconstructed in Boston by Japanese carpenters.

Museumgoers praise the variety of engaging exhibits tailored to kids within different age groups and can't recommend it enough. Others warn the museum gets crowded, especially in the summer.

Rose Fitzgerald Kennedy Greenway Rose Fitzgerald Kennedy Greenway free

Boston is packed with cool outdoor spaces, but this nearly 1½-mile-long series of parks and gardens offers more than most. The Rose Fitzgerald Kennedy Greenway was established to link Boston's diverse neighborhoods through a series of lawns, parks and walkways that occupy a former highway tunnel. Since opening in 2008, visitors have flocked to this sprawling green space to enjoy temporary public art displays, bubbling fountains, numerous food vendors and a carousel. Plus, the park offers free weekly events, including food and art festivals, summer concert performances and seasonal fitness classes.

Many previous visitors said the Rose Fitzgerald Kennedy Greenway not only offers a much-needed respite from the city, but also an easy way to explore Boston with kids during the warmer months. And, in many sections of the Greenway, you're never more than a few steps away from the Freedom Trail .

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Boston Tea Party Ships & Museum Boston Tea Party Ships & Museum

This hands-on museum offers an entertaining look at one of Boston's pivotal moments. You can toss (fake) tea overboard, climb around replica ships and converse with period actors about Colonial issues. Exhibits at the museum, which is located on Griffin's Wharf (close to where the actual Tea Party occurred on Dec. 16, 1773) include 3D holograms, talking portraits and the Robinson Tea Chest, an authentic tea chest from the Boston Tea Party. Two of the three ships have been recreated, the Beaver and the Eleanor, which are fun to explore. The film "Let It Begin Here" depicts the events that immediately preceded the American Revolution. You can also grab a cup of tea or a snack in Abigail's Tea Room, which has one of the best views of the harbor around.

Visitors love the interactive nature of the museum and tossing tea overboard, saying their time there was entertaining for all ages. They also add that the guides are informative and stay in character.

Museum of Science Museum of Science

If you're traveling with young ones in tow, be sure to swing by the Museum of Science. Here, kids can learn about astronomy, earth sciences and anatomy, not to mention participate in some fun interactive exhibits. Budding scientists can examine the Arctic in "Arctic Adventure: Exploring with Technology" exhibit or play on swings to learn about physics in "Science in the Park." The museum also features the Charles Hayden Planetarium, where you can indulge your inner astronaut during shows. Meanwhile, at the Mugar Omni Theater, you'll feel like you're actually in the IMAX film thanks to its cutting-edge sound technology and five-story-high projection screen.

Although the museum is very kid-focused, past visitors said that young-at-heart adults and even teens will get a kick out of the museum's engaging displays and shows. Though most travelers spend about half a day exploring the museum, you could easily allocate an entire day to this attraction. Also, remember that separate tickets (which cost extra) are needed for some museum features, such as IMAX films, planetarium shows and the Garden Walk and Insect Zoo.

Boston Duck Tours Boston Duck Tours

Wander Boston for a couple of hours and you're sure to see a Duck Tour quacking its way through the streets (and waterways). These "Truck Duck" vehicles recreate the look of a DUKW truck used by the U.S. military during World War II and transport tourists all over the city by land and water. The tours drive past a number of landmark sites including the Old State House, Newbury Street , Prudential Tower, Public Garden and the Swan Boats, and Copley Square (home to the Boston Public Library ). Once launched into the water, you'll cruise down the Charles River checking out MIT, the Longfellow Bridge, as well as the Esplanade and the Hatch Shell. 

Besides giving tours around the city, Boston Duck Tour boats have been used in all of the victory parades since 2002 for the Patriots, Red Sox, Celtics and Bruins (the city's major teams for football, baseball, basketball and hockey, respectively). What started off simply as a way to roll the Patriots through downtown Boston for a Superbowl celebration has turned into a much-loved tradition that continues today.

Boston Symphony Orchestra Boston Symphony Orchestra

Even if you're not a classical music aficionado, you can't miss attending one of the Boston Symphony Orchestra's world-renowned performances at Symphony Hall. The BSO began performing in 1881. Today, the symphony performs everything from family shows to traditional concerts and Boston Pops – a lively performance filled with singing and a variety of music. The BSO performs at Symphony Hall from September through April, then heads to Tanglewood (which is about 130 miles west of Boston) in the summer.

Past spectators not only praised the world-class talent, but also noted the impressive acoustics of Symphony Hall as a main selling point for attending future concerts. If you can't score tickets to an orchestra performance, consider taking a free tour of Symphony Hall. Tours, which are offered in the fall, winter and spring, provide information about the property, as well as insight into the orchestra's musicians and conductors.

New England Holocaust Memorial New England Holocaust Memorial free

Gaze up at the six 54-foot glass towers that comprise the New England Holocaust Memorial, and you're bound to be awestruck. Dedicated in 1995, each haunting tower is etched with numbers. The 6 million numbers represent the Holocaust's victims, while the towers represent the six major death camps. There is also a granite path covered in quotes from survivors that leads visitors inside the towers.

Recent visitors described walking through the columns as an emotionally charged and unforgettable experience. The monument's location next to Faneuil Hall Marketplace makes it very accessible while walking the Freedom Trail .

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Paul Revere House Paul Revere House

For a glimpse of what life was like in the late 1700s, head to Paul Revere's former residence in the North End . The house, which is situated on the Freedom Trail , offers insight into how homes looked in Revere's time (it's even filled with period pieces, including fine silver). Inside, history fans can admire the building's sweeping beams, spacious fireplaces and some original furnishings owned by the Revere family.

If you like American history, travelers say you'll enjoy seeing the Paul Revere House. This house is small, though, so don't allot more than an hour to tour the property. Docents are friendly and knowledgeable.

Massachusetts State House Massachusetts State House free

The golden-domed Massachusetts State House is an important building for many reasons and is one of the stops on the Freedom Trail . The land it sits on was originally used as John Hancock’s cow pasture. It was designed by Charles Bulfinch and completed in 1798 and the cornerstone was laid by Samuel Adams in 1795. A copper dome was installed by Paul Revere in 1802 (later covered in gold). Nowadays, senators, state representatives and the governor conduct the Commonwealth's business here.

Free tours are offered by docents who explain the building's history and discuss the important art and architecture within. Make sure to look for the Sacred Cod in the House of Representatives Chamber. The almost 5-foot wooden cod symbolizes the importance of the salt cod industry to the area.

New England Aquarium New England Aquarium

Your kids will find plenty to love at the New England Aquarium, starting with the Atlantic harbor seals that hang out just beyond the ticket booth. Inside, you'll find thousands of marine critters to study, and at the center: the Giant Ocean Tank. This four-story tank includes a coral reef habitat that houses more than 1,000 underwater creatures including green sea turtles, eels and barracuda. In other parts of the aquarium, you'll find exhibits dedicated to penguins, sea jellies and seadragons, plus a six-story high projection movie screen with digital surround sound, where you can watch films about sea creatures and more. And don't forget to check out the Shark and Ray Touch Tank, which allows visitors to graze sharks and rays as they swim by.

While some visitors bemoan the aquarium's compact size (which, in turn, made for thick crowds), many appreciate the attraction's variety of animals. Several travelers also recommend watching a penguin or seal feeding.

USS Constitution USS Constitution free

U.S. News Insider Tip: Every July 4th, the USS Constitution takes her annual "turnaround" sail in Boston Harbor. The particular sail is the only one open to the public and the US Navy holds a lottery with the lucky winners getting to board "Old Ironsides." – Jill LeGrow

History lovers, boat enthusiasts and military aficionados alike can't miss the chance to board the USS Constitution. Docked at the Boston National Historical Park in Charlestown, this historic vessel is the world's oldest commissioned warship still operational today. It is helmed by United States Navy sailors, who also serve as the ship's guides. The ship's accompanying museums displays nearly 2,000 artifacts related to the ship's history.

Bunker Hill Monument Bunker Hill Monument free

Bunker Hill Monument is part of the Boston National Historical Park and a stop on the Freedom Trail . The first major battle of the American Revolution took place on Breed's Hill in June 1775, though originally it was supposed to take place on nearby Bunker Hill. Names aside, the British won the battle but fared worse than their American foes. The British sacrificed about nearly half of their 2,400 men; American casualties were between 300 and 500 out of an army of 1,400 to 1,800 soldiers. Construction of the monument started in 1827 and was completed in 1842. The 221-foot granite obelisk offers fabulous views from its observatory, though you have to work for it by climbing 294 steps to the top.

Start your visit at the Bunker Hill Museum, located across the street. Exhibits explain the Battle of Bunker Hill, the construction of the monument, and the history of Charlestown. Free tickets are required to climb the monument and you can also pick them up at the museum. Visitors enjoy the museum and say the monument is awe-inspiring and the grounds beautiful.

Boston Day Tour by Ferry: Salem Witch Trials Past to Present

(60 reviews)

from $ 107.10

The Revolutionary Story Epic Small Group Walking Tour of Boston

(1493 reviews)

from $ 76.00

Harvard University Campus Guided Walking Tour

(2451 reviews)

from $ 23.00

View Boston View Boston

U.S. News Insider Tip: To save some cash on your sightseeing, pick up a Boston CityPass which allows you to visit up to four attractions (such as the Museum of Science , New England Aquarium , Boston Harbor City Cruise and View Boston) for one discounted price. – Jill LeGrow

Replacing the iconic Top of the Hub restaurant and Skywalk Observatory that closed in 2020, View Boston opened in June 2023 to offer 360 panoramic views of Boston from atop the 52nd floor of the Prudential Center. Taking over the top three floors of the Prudential Center, View Boston includes an observatory, a wraparound roof deck and indoor/outdoor cocktail bar called Stratus, and a floor with interactive exhibits such as a projection-mapped 3D model of Boston. There's also Beacon, a bistro offering seasonal beverages and food.

The Mapparium The Mapparium

Located at the Mary Baker Eddy Library, this three-story, stained glass globe never fails to elicit wonder. Designed by the architect of the Christian Science Publishing Society building, Chester Lindsay Churchill, the globe depicts the world as it was in 1935.

The "How Do You See the World" experience includes the globe; the "Our World: Mapping Progress," which highlights humanity's achievements since 1935; and "Points of Progress," where you can learn about significant events in human rights, scientific advances, exploration, and other fields. A 10-minute audio narration features clips from President Franklin D. Roosevelt, Jane Goodall, Wangari Maathai (a Kenyan Nobel laureate) and others. One of the coolest features of the globe is that it is a "whispering gallery." Stand at one end of the gallery while a friend stands at the other. Whisper something to them and they will be the only one to hear it.

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Boston Itinerary: How to Spend Five Days in Boston

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

• Boston Common
• Massachusetts State House
• Park Street Church
• Granary Burying Ground
• King’s Chapel Burying Ground
• Benjamin Franklin statue and the former site of Boston Latin School
• Old Corner Bookstore
• Old South Meeting House
• Old State House
• Site of the Boston Massacre
• Faneuil Hall
• Paul Revere House
• Old North Church
• Copp’s Hill Burying Ground
• USS Constitution
• Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

• Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
• Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
• Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
• Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
• Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
• Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
• Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
• Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
• Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
• Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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33 Best & Fun Things To Do In Boston (Massachusetts)

By: Author Jerric Chong

Posted on Published: August 17, 2019  - Last updated: October 16, 2023

Thrumming with art, culture and history, Boston is one of the best places to visit for a one-of-a-kind vacation.

Not only does it offer everything from rock climbing to helicopter touring, but it’s also one of the oldest and most historically significant locations in the United States.

It was the site of the Boston Tea Party; it was the place where Paul Revere took his revolutionary ride.

If you’re interested in the American biography, Boston is where the first pages were written.

Are you planning a trip to Boston? Do you need some pointers and travel hacks for your journey?

Let us take the place of your usual guidebook. Here are just a few of the best things to do in Boston, Massachusetts.

Disclaimer: This article may contain affiliate links. If you make a booking through these links, we may earn a small commission at no extra cost to you.

Table of Contents

1. Freedom Trail

f11photo / Shutterstock

If you’re looking at a map of Boston and wondering where to start, you can hit the ground running with the Freedom Trail .

It will take you through many important landmarks in the city, including the Paul Revere House, the Bunker Hill Monument, the USS Constitution and the site of the Boston Massacre of 1770.

The Freedom Trail is a little more than two miles overall, and it winds through Boston with a series of brick pathways to keep you on track.

In addition to the big-name attractions, you’ll also pass by a number of shops, museums, churches, graveyards and historical meeting houses.

You can wander from the trail at any time if you feel like grabbing a coffee at a local cafe or snapping a commemorative photo with a statue; the bricks will always lead you back.

If you’re considering what to do in Boston, the Freedom Trail is a good way to start your vacation.

It’s both interesting and entertaining, and it’ll serve as a gateway for further sightseeing as you pass through some of the most well-traveled areas of the city.

Check out these tours & activities around the Freedom Trail.

2. Fenway Park

Israel Pabon / Shutterstock

The fields are green. The seats are rickety. The smell of popcorn is always in the air.

As one of the oldest baseball stadiums in the United States, Fenway Park has been carefully preserved as an athletic landmark, so it has a classic, clean-cut vibe that harks back to the golden days of America’s favorite pastime.

For example, did you know that Fenway Park has never been expanded?

It still seats the same number of people as it did in 1912, so it offers a close, personal view of your favorite pitchers and batters.

You can also hail old-fashioned hotdog vendors or take a tour of the stadium’s clubhouses and press rooms.

They’re filled with memorabilia, so you’ll be able to admire the same mitts, bats, balls and trading cards that your parents and grandparents did.

There’s nothing more “Boston” than the home of the Boston Red Sox.

Schedule a tour of Fenway Park if you want to experience the heart and soul of Major League Baseball!

Check details, prices and reviews here.

Address:  4 Yawkey Way, Boston, MA 02215, USA

3. Isabella Stewart Gardner Museum

Mark Zhu / Shutterstock

It isn’t often that you find a museum where the building is just as stunning as the artwork inside of it, but the Isabella Stewart Gardner Museum will take your breath away from the moment that you step across the tiles.

Created by Isabella Stewart Gardner, a patron of the arts from the 1800s, it was designed to look like a palace in the middle of a garden.

Its halls are decorated with ornate carpets and wallpapers; its courtyard has a collection of trees, patios, archways and textiles.

Its artifact collection includes everything from old paintings to rare books.

The Isabella Stewart Gardner Museum is definitely one of the best things to do in Boston.

If you aren’t amazed by the architecture, you’ll be staggered at everything housed inside of it.

It’s a must-do for anyone with the slightest interest in art!

Address:  25 Evans Way, Boston, MA 02115, USA

4. Boston Rowing Center

PurePhoto / Shutterstock

People in rowboats are a common sight in Boston.

Harvard has a rowing team, and rowers from Cambridge are always training for the next regatta.

But did you know that not every colorful dot on the water is a professional athlete?

Many of them are tourists, and they’re enjoying the services of places like the Boston Rowing Center .

The Boston Rowing Center gives visitors a chance to rent a rowboat and enjoy a splashing good time.

The center is an extension of the Hull Lifesaving Museum, a non-profit dedicated to maritime education, and it welcomes people of all ages who want to flex their biceps with an oar.

If you’re a beginner, you can take a class or join a group rowing tour.

If you know what you’re doing, you can rent your own boat and take the kids for a leisurely afternoon on the river.

Explore the scenery with the help of the Boston Rowing Center.

Rowing is a common activity in Massachusetts , so you’ll fit right in with the locals, and you might even make some new friends to take to the pub when you dry off!

Address:  88 Sleeper St, Boston, MA 02210, USA

5. Boston Common

Sean Pavone / Shutterstock

Maybe you want to enjoy a morning jog as the sun rises over the trees.

Maybe you want to ride a carousel or splash in an enormous frog pond.

Boston Common can make it happen!

As one of the oldest public parks in the United States, Boston Common is the Massachusetts equivalent of Central Park or the Golden Gate Park.

It’s a large, well-tended recreational area that offers all kinds of events and activities for anyone who can find it.

Visit in the summer to work up a sweat on the tennis courts and baseball fields.

Visit in the fall to watch the leaves change and crunch underfoot.

Visit in the winter to go sledding on the hills or ice skating on the pond.

There’s always something to do in the Boston Common, which is why we consider it a top 10 destination in the city!

Address:  139 Tremont St, Boston, MA 02111, USA

Visiting other parts of Massachusetts? Check out our list of things to do in Salem, MA !

6. Polcari’s Coffee

Page Light Studios / Shutterstock

To experience Boston like a local, you’ll need to know all of the local hot spots.

One of the most famous is Polcari’s Coffee .

Passed down from generation to generation, Polcari’s Coffee is an old-fashioned coffeehouse that also sells nuts, herbs, spices, oils and other Italian cooking goods.

You enter through a quaint shopfront and are immediately engulfed by rich smells and dazzling displays of wall-to-wall bean jars.

A vintage scale will balance and weigh your coffee beans when you’re ready to order, and the homey, friendly staff will remember your name if you ever come back.

Polcari’s Coffee is a must-see in Boston.

Not only does it offer high-quality goods, but it’s also one of the cooler, more unusual things to do in the Boston area.

You’ll feel like you stepped back into simpler times as you go on a journey of java.

Address:  105 Salem St, Boston, MA 02113, USA

7. Emerald Necklace

Jay DeWinne / Shutterstock

The Emerald Necklace is a series of parks and gardens that stretches across the “neck” of the Boston peninsula.

It takes advantage of the unique topography of Massachusetts by linking together many of its most beautiful places, including:

– Boston Common – Boston Public Garden – Arnold Arboretum – The Riverway – Olmsted Park – Jamaica Pond

You won’t be able to visit everything in the Emerald Necklace in a single trip.

Each “jewel” of the necklace is a tourist attraction in its own right, so whether you’re hoping to nap among the wildflowers or take a footbridge through the ferns, you’ll need to plan ahead.

Decide which of these sights will bring you the most happiness as a nature lover, and put them on your list of the best places to see in Boston!

Boston attractions come in many forms, but “an upscale fashion boutique hidden behind a dirty vending machine” is one of those that you have to see to believe.

Bodega is a hidden shop in Boston.

You’ll only find it if you travel to a rundown convenience store in the Back Bay, and you’ll have to push aside a specific Snapple vending machine to get inside.

Nothing has signs or markers, not even the convenience store, so you might have to wander the labyrinth of Boston alleyways before you stumble on the right path.

Once you’re inside Bodega, however, you’ll be amazed at its clean, well-lit shopping space.

It’s a luxury brand, so its clothes and shoes are top dollar.

It’s even been graced with celebrity spenders like Jamie Foxx and Kevin Durant.

Bodega is one of the most fun things to do in Boston.

It’s an adventure wrapped in a mystery and topped with a dash of retail joy, and finding it will make a fantastic story to tell your friends when you get home!

Address:  6 Clearway St, Boston, MA 02115, USA

9. Kendall Square

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Known as “the most innovative square mile on the planet,” Kendall Square is a cluster of high-tech buildings where you’ll find everything from science centers to start-up companies.

It’s located very near the Massachusetts Institute of Technology (MIT), so young professionals are always scurrying here and there.

Not everything is about work, however.

Kendall Square is home to a number of bars, shops and restaurants where its residents can escape the grind, and these places are usually designed to impress.

For example, the Kendall Center is all business within its walls, but there’s a free rooftop garden where visitors can breathe in the scent of fresh flowers while enjoying incredible views of the city.

Stop by Kendall Square if you’re looking for cool things to do in Boston that you can’t find anywhere else.

There’s only one MIT in the United States, so soak in its neighborhood while you can!

10. Boston Harbor

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There are lots of Boston attractions at the Boston Harbor .

Not only does it carry huge significance as the historical site of the Boston Tea Party, but it’s also home to museums, lighthouses, shipyards, statues and landmarks.

As well as other culturally relevant things that can teach you about the city’s past and its place in the world.

Take a ferry tour of the islands of Massachusetts.

Hop on a bike and pedal down the boardwalk filled with shops and restaurants.

Grab a bite to eat from a local cafe, or visit a floating museum located on a boat where the artifacts sway with the tide.

There’s so much neat stuff at the Boston Harbor that you won’t know what to see first.

There will be too many options for the mortal mind to comprehend.

It’s the only downside of visiting major points of interest in Boston!

Check out these awesome activities around the Boston Harbor.

Traveling to other areas of Massachusetts? Why not check out some of the things to do in Cape Cod ?

11. Brattle Book Shop

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Looking at the Brattle Book Shop , you wouldn’t know that it’s one of the largest and most well-respected bookstores in the state of Massachusetts.

It’s a cozy, crowded kind of place where books are heaped on shelves and collapsing in piles on every available surface.

They even spill out into the brick alleyway beside the store!

If you’re a book lover, however, you’ll quickly realize the treasure trove that is Brattle Book Shop.

There are literally thousands of titles, and they include paperbacks, hardcovers, first editions and out-of-print copies.

There are maps and journals as well as rare manuscripts and vintage comic books.

The only thing that you won’t find here are contemporary bestsellers; it’s an antiquarian establishment, so it specializes in old, rare items.

You could spend an entire weekend getting lost in the shelves of Battle Book Shop, so make sure to give yourself plenty of time when you go.

“Today” can quickly turn into “tonight” when you’re browsing the finest collection of books in Boston!

Address:  9 West St, Boston, MA 02111, USA

12. New England Aquarium

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There’s so much to see and do at the New England Aquarium that you’ll need a dozen pairs of eyes to catch everything.

From the cute little penguins to the colorful sea turtles, it’s a smorgasbord of fun!

The main attraction of the New England Aquarium is its “Ocean Tank,” a series of see-through tunnels that allow you to walk under 200,000 gallons of water.

You’ll crane your neck for all kinds of eels, sharks, stingrays and sea dragons that swim freely over your head.

You might also like the tide pool, a gigantic pool where you can actually touch things like snails, hermit crabs and sea urchins.

Or maybe you’re more interested in the penguin or seal exhibits?

The former is famous for its collection of rockhopper penguins, and the latter is famous for being a free exhibit that you can enjoy outside of the aquarium without even needing to pay for a ticket.

If you’re looking for places to go in Boston, put the New England Aquarium on your shortlist.

You don’t have to be a zoologist to have a great time with the penguins!

Address:  1 Central Wharf, Boston, MA 02110, USA

13. Faneuil Hall Marketplace

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When your money is burning a hole in your pocket, drop by Faneuil Hall Marketplace to relieve yourself of some coins.

Despite the singular name, it’s actually the site of four different marketplaces centered around a public plaza, and you won’t know which way to turn as you eat, drink, shop and sightsee.

You might even witness buskers or jugglers performing for cash!

The main draw of Faneuil Hall Marketplace is the food.

With dozens of vendors, you can find everything from oversized pretzels to spicy meat dishes, and their scents will mingle in the air as you explore.

Another fun thing about the marketplace is the sheer diversity of its wares.

It doesn’t matter if you’re looking for homemade crafts or locally-grown flowers; you can find all sorts of goodies here.

Finally, Faneuil Hall Marketplace is active at all times of the day and night.

When the sun goes down, the lights come on, and you can still enjoy all of your favorite activities even when it’s dark outside.

Visit the Faneuil Hall Marketplace if you’re looking for the top things to do in Boston.

It’s a lovely, lively place, and it will ensure that you have some good souvenirs of your Massachusetts vacation when it’s time to leave.

Address:  4 S Market St, Boston, MA 02109, USA

14. Santarpio’s Pizza

Owned and operated by the Santarpio family, Santarpio’s Pizza is one of the lesser-known points of interest around Boston.

It’s a favorite of the locals and the select few that they tell about it, but you’ll never find it listed in fancy travel brochures.

What makes Santarpio’s Pizza so special?

For starters, it’s been in operation since 1903, and it still retains its vintage atmosphere to this day.

The walls are covered in boxing posters.

he menu can be changed at a moment’s notice with only a quickly-scribbled sign to announce it.

For many years, it was a cash-only establishment, but they finally relaxed that policy and started accepting credit cards.

As for the food, you won’t be disappointed.

From its signature deep-dish pizzas to its savory lamb skewers, you’ll be able to fill your belly with classic, unpretentious dishes.

Stop by Santarpio’s Pizza if you aren’t afraid of a little grime under your shoes in exchange for an authentic meal experience.

There’s a reason why it’s considered one of the top places to visit in Boston!

Check out this mouth-watering guided pizza tour.

Address:  111 Chelsea St, Boston, MA 02128, USA

15. Museum of Fine Arts

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Offering more than 450,000 artifacts, the Museum of Fine Arts is the largest museum in Massachusetts and the fifth-largest museum in the United States.

It’s the kind of place where you can get lost for days among its galleries, display cases and show rooms.

What are the coolest things to see in the Museum of Fine Arts?

It depends on your fancy.

If you like ancient Egyptian art, you can find everything from glittering jewels to ancient sarcophagi tombs.

If you like oriental works, the museum is famous for its Japanese woodblock prints and Chinese calligraphy scrolls.

There are also all kinds of classics in the form of French post-impressionist art from Monet, Renoir, Degas and Van Gogh.

The Museum of Fine Arts is one of the major tourist attractions of Boston, so you’ll definitely want to put it on your Boston bucket list.

Don’t leave the city without taking in the city’s finest collection of artwork!

Address:  465 Huntington Ave, Boston, MA 02115, USA

16. Boston Helicopter Tours

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A helicopter tour of Boston will take your breath away.

The sunlight will glimmer on the skyscrapers and high-rise condos; the waters of the river will stretch as far as the eye can see.

You’ll also enjoy fantastic aerial views of parks, gardens, bridges, baseball stadiums and golden-domed government buildings.

Boston Helicopter Tours isn’t the only company that will send you into the sky, but it’s one of the most popular.

They offer three different tour packages depending on the sights that you want to see, and you can schedule them at day or night.

If you want to watch a sunset over the city, you can do that.

If you want to marvel at the lit-up buildings in the evening, you can do that, too.

Boston Helicopter Tours is an amazing way to go sightseeing in Boston.

You don’t have to settle for coin-operated binoculars on the pier; you can strap yourself into a helicopter and see the entire state of Massachusetts sprawling beneath you!

17. Castle Island

Do you know your revolutionary history? If so, you’ve probably heard of Castle Island .

It’s a small strip of land located off the shores of Boston, and it played an important role for Massachusetts when it was used as a fortification point to stop the British from claiming American soil.

The main attraction of Castle Island is a military bastion called Fort Independence.

Originally built in 1634, it’s been preserved as a historical landmark for centuries, and free tours are available every day for visitors who want to learn more about its history.

Other things to do on Castle Island include biking, swimming, fishing and picnicking.

The serene atmosphere lends itself well to a quiet afternoon where you can recharge your batteries.

It’s for this reason that Castle Island is one of our top Boston attractions: It’s the perfect place to take a breather during the madness of a busy vacation.

Address:  2010 William J Day Blvd, Boston, MA 02127, USA

18. Craigie on Main

Craigie On Main

Craigie on Main is one of the best secrets in Boston.

It isn’t unpopular; it’s a well-known upscale establishment where you can order things like oyster plates and white chocolate almond desserts.

However, the best menu item at Craigie on Main isn’t even on the menu.

It’s a juicy hamburger that you have to request off the books, and you have to be one of the first patrons of the evening to order it.

The chef only makes 18 of these burgers each night!

The prime-cut beef is only available in limited quantities, and the burger is made with such painstaking attention to detail that it wouldn’t be time- or cost-effective to create them over and over again.

For a burger that will change your life, book a reservation at Craigie on Main.

Boston eating doesn’t get better than this.

Address:  853 Main St, Cambridge, MA 02139, USA

19. Museum of Science

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The Museum of Science is easily one of the top things to do in Boston.

Offering everything from a live butterfly garden to a hallway filled with optical illusions, it will delight visitors who are interested in biology, chemistry, history and paleontology.

An indoor zoo will let you observe turtles and porcupines.

Hands-on exhibits will allow you to play around with tools, fossils, putties, moon rocks and tinker toys.

A gigantic generator sits in the middle of a technical display and sends lightning bolts jumping from one metal rod to another, and a planetarium is always flashing lights to send cosmic messages from space.

There’s even a dome theater that plays IMAX movies!

If you’re traveling to Massachusetts, you won’t want to miss the Museum of Science.

It’s a highlight of Boston and a definite bucket list item for visitors of all ages.

Address:  Museum Of Science Driveway, Boston, MA 02114, USA

20. Blue Hills Reservation

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Massachusetts is one of the most beautiful states in the U.S., and nowhere is this more apparent than the Blue Hills Reservation .

While not considered “proper” mountains, the rolling hills are green and lush, and they offer spectacular views of nearby ponds, meadows, swamps and tree groves.

They’re also incredible when observed from a distance: They got their name from European explorers who were dazzled by the blueish mist that surrounded their peaks.

Visitors to the Blue Hills Reservation can enjoy a number of fun outdoor activities.

There’s swimming, fishing, boating and camping in the summer; there’s skiing, sledding and snowshoeing in the winter.

You might also want to take a hike or horseback ride through its numerous nature trails.

Note that the Blue Hills Reservation is located several miles south of Boston, so if you’re looking for stuff to do within city limits, it might not suit your particular travel plans.

If you’re willing to take a little drive, however, you’ll find that the Blue Hills Reservation is well worth the gas. Plan your trip today!

Address:  695 Hillside St, Milton, MA 02186, USA

21. Hatch Shell

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The first thing that you’ll notice about the Hatch Shell is its design.

Made with curved wood in an act deco style, it looks exactly like the open-faced shell that it’s named for, and it’s one of the top tourist attractions in Boston for people who enjoy architectural oddities.

The other noteworthy thing about Hatch Shell is its activity roster.

As a public venue, it hosts all kinds of concerts, festivals and fundraisers, so there’s always something happening under the arched ceiling.

Free movies are shown on the weekends; an orchestra plays on major holidays.

There are summer bands and winter gatherings.

There are charity walks for every cause that you can imagine.

Long story short, there’s tons of fun to be had at Hatch Shell.

You just have to figure out what you want to do.

Are you in the mood for movies or music?

Do you want to shout at a political rally or listen to the trumpets blare during a live orchestra performance?

The Hatch Shell has a little something for everyone, so it’s definitely one of the top destinations of Boston!

Address:  47 David G Mugar Way, Boston, MA 02108, USA

22. Mount Auburn Cemetery

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Visiting a cemetery might not be at the top of your vacation ideas, but Mount Auburn Cemetery isn’t an ordinary burial ground.

It’s a garden and a graveyard at the same time, and it’s considered a National Historic Landmark due to its venerable age.

Not only is it the oldest cemetery in the state of Massachusetts, but it’s one of the oldest in the whole of the United States!

What can you do at the Mount Auburn Cemetery?

If you enjoy photography, you’ll love the natural scenery of its fields, groves, lakes and burial plots.

There are elaborate headstones everywhere, and an on-site chapel is an architectural marvel with textured ceilings and stained glass windows.

A stone watchtower overlooks the grounds if you want to climb the steps and look at everything from on high.

You can also play find-the-grave if you’re a fan of famous names.

A lot of remarkable people have been buried at Mount Auburn Cemetery, including Paul Revere, Samuel Adams, Mary Baker Eddy and even Mother Goose!

Mount Auburn Cemetery is one of the most fun things to do when you’re near Boston.

It won’t thrill you like a roller coaster, but it’ll be a unique experience during your Boston vacation, and you’ll never forget the time that you spend there.

This will be especially true if you take pictures for your scrapbook!

Address:  580 Mt Auburn St, Cambridge, MA 02138, USA

23. Newbury Street

Newbury Street is one of the best places to visit in Boston.

In fact, it might be one of the best places to visit in the entire state of Massachusetts.

It’s a mecca for high-end retail, and its reputation has given rise to some of the trendiest shops in the country.

Countless retailers have gotten their start on Newbury Street.

Some of the businesses are housed in the iconic brownstone buildings that give the street its signature look; others are pop-up stores or temporary kiosks that are meant to showcase exclusive goods or capitalize on popular fads.

There are things sold on Newbury Street that you can’t find in traditional boutiques and department stores.

You have to be in the right place in the right time on Newbury Street, and that’s part of the magic of the location.

Newbury Street is one of the major points of interest of Boston; it’s basically the Fifth Avenue of Massachusetts.

If you’re wondering where to go on your Boston vacation, you won’t want to miss this mile-long wonder.

24. Franklin Park Zoo

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Fun for the whole family, the Franklin Park Zoo is one of our favorite Boston attractions.

It’s the kind of place where you can come back every weekend and still not see everything. There’s just too much going on!

The biggest draws, of course, are the animals.

The tropical habitat has monkeys, hippos, crocodiles and capybaras; the grassland habitats have lions, zebras, giraffes and wildebeests.

The outback trail is filled with kangaroos and kiwis; the “bird’s world” is filled with sparrows and sea eagles.

There are other nifty things to do at the Franklin Park Zoo.

For example, there’s a golf course adjacent to the main attraction, and an arboretum is available for tours and nature walks.

No matter what kind of family fun that you’re after, the Franklin Park Zoo is one of the top destinations in Boston.

Whether you’re hoping to fly like a butterfly, swing like a monkey or stomp like a rhino, this zoo will provide an enjoyable experience for visitors of all ages.

Address:  1 Franklin Park Rd, Boston, MA 02121, USA

25. Brooklyn Boulders

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Are you afraid of heights?

Located just outside of Boston, Brooklyn Boulders is an indoor rock climbing facility where you can test your bravery on walls that rise to dizzying heights.

You don’t have to be an experienced climber to go for gold; there are rookie classes where you can slowly build both your skills and your courage before you ascend to the highest hand-holds.

When you’re done with the rocks, there are other activities to enjoy at Brooklyn Boulders as well.

You can take a yoga class, hop on some cardio equipment and even enjoy live music during special events.

If you’re looking for the best things to do near Boston, consider Brooklyn Boulders.

You don’t have to be within the bounds of the city to have fun!

Address:  12A Tyler St, Somerville, MA 02143, USA

26. Prudential Tower

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Known to locals as “the Pru,” this 900-foot skyscraper is a marvel of modern architecture.

It’s also a hopping tourist attraction filled with everything from restaurants to retail shops, so the interior is just as exciting as the exterior.

Visitors can explore everything from food courts to fashion boutiques as they wander the shopping centers of Prudential Tower.

At the very, very top of the building, you’ll find “Top of the Hub,” a restaurant that offers floor-to-ceiling windows with panoramic views of the city.

You can also get great views from the Skywalk Observatory , a high-level observation deck that showcases everything below.

Prudential Tower is one of the big places of interest in Boston.

Even if you’re going to shop or dine elsewhere, you won’t want to miss the scene from its observation deck.

They’re worth every bit of the climb!

Address: 800 Boylston St, Boston, MA 02199, USA

27. Taza Chocolate Factory

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Unleash your inner child with a trip to the Taza Chocolate Factory .

Not only will you fulfill a lifelong dream of living like Willy Wonka, but you’ll also get to learn about a rare type of chocolate known as “stone-ground” chocolate.

It’s not a new invention.

It actually dates back to the days of the Aztecs and the Mayans.

It uses grinding tools to create crunchy, gritty chocolate that’s completely different from the creamy store-bought stuff, and it’s all the rage among chocolate connoisseurs.

A tour of the Taza Chocolate Factory will let you see the cocoa beans being crushed into powder by granite millstones.

You’ll also get to ask questions, touch the machines, watch informative videos and enjoy all of the free samples that you can eat.

If you go on a weekend, you can catch special children’s events like Chocolate Story Time and Taza Cacao Scout Bingo.

Give your taste buds something new to try with the sweet treats of the Taza Chocolate Factory.

It’s one of the lesser-known tourist attractions of Massachusetts, but it’s worth going off the map.

Address:  561 Windsor St, Somerville, MA 02143, USA

28. Middlesex Fells Reservation

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Also known as “the Fells,” this is another vacation spot that’s a little outside of Boston, but it’s easy enough to hop over once you’re done in the city.

It’s also worth the extra trip.

The Middlesex Fells Reservation offers more than 2,200 acres for nature lovers to explore, and it’s filled with rentable equipment for outdoor activities that range from mountain biking to horseback riding.

If you don’t mind getting wet, you can also go sailing, canoeing, kayaking or paddle boating.

If you’d prefer to stay dry, you can check on-site attractions like the John Botume House.

If you’re looking for fun things to do in Boston, the Middlesex Fells Reservation should get a giant checkmark on your map.

It has a little something for everyone, and it’ll open your lungs to fresh Massachusetts air!

Address:  4 Woodland Rd, Stoneham, MA 02180, USA

29. Harvard Museum of Natural History

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The Harvard Museum of Natural History offers unique things that can’t be found anywhere else in Massachusetts.

It isn’t a collection of musty books and artifacts; it’s a dazzling display of art, science and nature.

For example, the museum is home to a “glass garden” that draws visitors from around the world.

There are thousands of flowers, ferns, trees, seeds and saplings that are represented by highly realistic glass-blown botanical models.

Where else can you find something like that?

There are other jaw-dropping attractions at the museum as well.

The gigantic skeleton of a black whale is suspended from the ceiling.

Gemstones glitter in their display cases. Meteorite fragments are carefully preserved behind glass.

There’s no question about it: The Harvard Museum of Natural History is one of the best things to do in Boston.

It offers a one-of-a-kind experience for anyone who is willing to step inside and learn something new. Schedule your tour today!

Address:  26 Oxford St, Cambridge, MA 02138, USA

30. Revere Beach

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You might not think of Boston as a tropical destination, but there are still a few places where you can enjoy sun and sand.

One of them is Revere Beach .

Located a few miles north of Boston, Revere Beach is ideal for warm-weather fun.

Not only does it offer the usual summertime pursuits like swimming and suntanning, but you can also enjoy yourself in skating rinks, bowling alleys and dance halls.

There’s always a lively crowd. You’ll make friends every time that you go back to the bar for another cocktail.

The next best thing about Revere Beach is that it’s in a centralized location.

You can take its main highway and head directly into downtown Boston, or you can branch out to several other Massachusetts cities in the surrounding areas.

The choice is yours. Where are you going to go?

31. Bow Market

There are lots of malls and markets in Boston, but Bow Market is one of the most unique.

Housed in a sunny courtyard, it’s a small, open-air shopping complex that only allows independent retailers, so it boasts an eclectic mix of booksellers, wine bars, nail salons, candy shops and vinyl record stores.

Visitors can wander around the complex and enjoy everything from craft beers to hand-painted jewelry.

There’s no rush and no limit to the cool stuff that you might find as you browse.

If you work up an appetite while shopping, hit up the food trucks that are always parked nearby.

If you’re looking for fun things to do in Boston that aren’t overrated or overrun with tourists, consider Bow Market.

You’ll be able to support small business owners while also getting a taste of the real Boston: the one that isn’t listed in a glossy brochure.

Address: 1 Bow Market Way, Somerville, MA 02143, USA

32. Georges Island

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Part of the Boston Harbor Islands National Recreation Area, Georges Island is a great spot for vacationers.

It’s just a little outside of the city, and it’s a nice way to escape the crowds and enjoy some peace and quiet.

Activities on Georges Island range from the historical to the recreational.

Fort Warren is an important landmark if you’re interested in military history; there are parks, playgrounds, shops and restaurants if you prefer unstructured entertainment.

A ferry runs every day from Boston to Georges Island, so getting there will never be a problem. You’ll always be able to catch a ride.

If regular old Boston isn’t enough for you, take a side trip to Georges Island.

It will keep the fun going even after you’ve exhausted the major attractions of the city, and it’ll be another place to check off your map as a globetrotter!

33. Boston Harborwalk

It’s tough to say goodbye to Boston, but you can end your vacation in a satisfying way when you take the Boston Harborwalk .

Stretching across the piers and ports of the city, the Boston Harborwalk will take you on a “greatest hits” journey around Boston.

If you wander on foot, you’ll pass all of the shops, pubs, museums, theaters and art galleries that make it such a busy tourist destination.

If you hike or bike it, you can get in one last adrenaline rush as you move through nature trails and gardens.

If you opt for a cruise, you can relax on the water as you take in the Boston skyline for the final time.

All trips have to come to an end, but with the Boston Harborwalk, parting will be a little less sorrowful.

Start Planning Your Trip To Boston

These are just a few ways to enjoy your time in Boston, Massachusetts.

There are many more, so don’t feel limited by the suggestions on this list.

It’s one of the best vacation spots in the United States, so there are always new things to see, do, taste, buy, climb and explore in the greater Boston area!

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10 Cute Towns near Boston – Best Small Towns to Visit near Boston

Boston is surrounded by quaint & charming towns that offer a perfect escape from the city’s hustle and bustle. Whether you are looking for coastal beauty, historic charm, or quaint streets lined with unique shops, these cute towns near Boston provide the perfect getaway.

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Cute Towns near Boston – Small Towns near Boston

Here’s a detailed guide to some of the cute towns near Boston, including why they are worth visiting, things to do, mid-budget hotel recommendations, distance from Boston, routes to reach them, scenic stops, and valuable tips.

Rockport, MA

Rockport is a picturesque coastal town known for its scenic beauty and artistic vibe. The town’s iconic red fishing shack, Motif No. 1, is one of the most painted buildings in America. Rockport is perfect for a relaxing day by the sea with its charming harbors, art galleries, and quaint shops, and it is one of the most beautiful towns outside of Boston.

Distance from Boston – 41 miles (approx. 1 hour by car)

Route to Reach – Take I-95 N from Boston, then follow MA-128 N to MA-127 N in Gloucester. Continue on MA-127 N to Rockport.

Scenic Stops – Gloucester: This historic fishing town is home to the famous Fishermen’s Memorial and a vibrant arts scene.

Things to Do:

Explore Bearskin Neck: This narrow peninsula is filled with unique boutiques, art galleries, and local food restaurants. Stroll down Bearskin Neck for stunning ocean views and a taste of local culture.

Visit Halibut Point State Park : This park offers breathtaking views of the Atlantic Ocean. You can also explore the granite quarry and walk along the rocky shore.

Enjoy the Beaches: Spend some time at Front Beach or Pebble Beach, relaxing and enjoying the ocean breeze.

Overnight Hotel Stay: The Emerson Inn —This charming historic inn has ocean views and offers comfortable rooms and a peaceful atmosphere.

Pro Travel Tips – Visit during the fall for beautiful foliage, and don’t miss the Rockport HarvestFest in October.

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Concord, MA

Concord is rich in American history and literary significance. Home to famous authors like Ralph Waldo Emerson and Louisa May Alcott, Concord offers a deep dive into the past with its preserved landmarks and beautiful nature.

Distance from Boston – 20 miles (approx. 40 minutes by car)

Route to Reach – Take MA-2 W from Boston, then follow MA-62 W to Concord.

Scenic Stops—Walden Pond State Reservation: This is a beautiful stop for nature lovers, offering walking trails and picnic areas.

Visit Walden Pond: The inspiration for Henry David Thoreau’s “Walden,” this peaceful pond is perfect for hiking, swimming, and reflecting.

Explore Minute Man National Historical Park: Learn about the opening battle of the American Revolutionary War and walk the Battle Road Trail.

Tour the Orchard House: The home of Louisa May Alcott, where she wrote “Little Women,” offers guided tours that transport you back to the 19th century.

Overnight Hotel Stay: Concord’s Colonial Inn , is a historic inn offering charming rooms with period details and modern amenities.

Pro Travel Tips – Take a guided walking tour of Concord to appreciate its rich history fully.

Newburyport, MA

Newburyport is a historic seaport town with a vibrant downtown, beautiful waterfront, and charming architecture. It’s known for its maritime history and lively arts scene.

Distance from Boston – 35 miles (approx. 50 minutes by car)

Route to Reach – Take I-95 N from Boston, then exit 57 for MA-113 E toward Newburyport.

Scenic Stops – Ipswich: Visit the Ipswich River Wildlife Sanctuary or the historic Crane Estate in this quaint town.

Walk Along the Waterfront Promenade: Enjoy scenic views of the Merrimack River and visit the Custom House Maritime Museum to learn about the town’s seafaring past.

Explore Market Square. This bustling area is filled with boutique shops, galleries, and cafes, making it the perfect place to shop and dine.

Visit Plum Island: A short drive from downtown, Plum Island offers stunning beaches, birdwatching, and the Parker River National Wildlife Refuge.

Overnight Hotel Stay: Essex Street Inn & Suites —This cozy inn in the heart of downtown Newburyport offers comfortable rooms and easy access to local attractions.

Pro Travel Tips – Visit in the summer for the Newburyport Riverfront Music Festival, a popular local event.

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Lexington, MA

Lexington is known as the birthplace of American liberty and is a town steeped in Revolutionary War history. Its charming streets and historic sites make it a must-visit for history enthusiasts.

Distance from Boston – 16 miles (approx. 30 minutes by car)

Route to Reach – Take I-90 W and I-95 N from Boston, then exit 30A to MA-2A E toward Lexington.

Scenic Stops – Arlington: Visit this town for its charming Spy Pond Park or walk along the Alewife Brook Greenway.

Visit Lexington Battle Green: The site of the first battle of the American Revolutionary War. The iconic Minuteman Statue is a tribute to the town’s historical role.

Tour the Lexington Historical Society Museums: Explore Buckman Tavern, Munroe Tavern, and the Hancock-Clarke House, all of which played significant roles during the war.

Walk the Minuteman Bikeway: A scenic trail from Bedford to Cambridge offers a beautiful ride or walks through historic areas.

Overnight Hotel Stay – Aloft Lexington – A modern hotel with stylish rooms close to historic sites offering a comfortable stay.

Pro TravelTips – Start your visit early to avoid crowds at the historical sites.

Marblehead, MA

Marblehead is a quintessential New England coastal town with a rich maritime history, stunning coastal views, and narrow winding streets. It’s a perfect destination for sailing enthusiasts and history buffs.

Distance from Boston – 18 miles (approx. 40 minutes by car)

Route to Reach – Take I-93 N and MA-1A N from Boston, then continue MA-114 E to Marblehead.

Scenic Stops – Salem: Stop by Salem, famous for its witch trials, and explore its many museums and historic sites.

👉🏼Best 2 Week East Coast USA Itinerary From NYC + Top Places To Visit

Explore Old Town: Wander through Marblehead’s historic district, where you’ll find 17th and 18th-century homes, quaint shops, and local eateries.

Visit Fort Sewall: This historic fort offers panoramic views of the harbor and is an excellent spot for a picnic.

Go Sailing: Marblehead is known as the “Yachting Capital of America.” Take a sailing lesson or enjoy a harbor cruise.

Overnight Hotel Stay – Harbor Light Inn – A historic inn located in the heart of Marblehead’s Old Town, offering cozy rooms and a charming atmosphere.

Pro Travel Tips – Visit during Marblehead’s annual Festival of the Arts, held in July, for local art exhibits, music, and family-friendly activities.

Ipswich, MA

Ipswich is a charming town known for its historic homes, beautiful landscapes, and rich colonial history. It’s also famous for its clams, making it a must-visit for food lovers.

Distance from Boston – 30 miles (approx. 45 minutes by car)

Route to Reach – Take I-95 N from Boston, exit 54 to MA-133 E, and follow signs to Ipswich.

Scenic Stops—Rowley: Visit this quaint town to explore the Rowley Historical Society or the antique shops along Main Street.

Explore Crane Beach: One of the most beautiful beaches in New England, Crane Beach offers pristine sands, stunning dunes, and scenic trails through the salt marshes.

Visit Castle Hill on the Crane Estate: This grand estate offers stunning ocean views, beautifully landscaped gardens, and guided historic mansion tours.

Tour the Ipswich Museum: Dive into Ipswich’s rich history with exhibits on colonial life, maritime history, and local art.

Overnight Hotel Stay – Shea’s Riverside Inn & Motel – Located on the banks of the Ipswich River, this inn offers comfortable rooms with lovely water views.

Pro Travel Tips – Visit the Ipswich Ale Harvest Festival in the fall for local brews, live music, and a taste of New England’s craft beer scene.

Duxbury, MA

Duxbury is a picturesque coastal town with a rich maritime history, beautiful beaches, and a charming historic district. It’s the perfect place to enjoy the serenity of the South Shore.

Distance from Boston – 35 miles (approx. 45 minutes by car)

Route to Reach – Take MA-3 S from Boston, then take exit 20 for MA-14 E toward Duxbury.

Scenic Stops – Hingham: Visit Hingham to explore its historic downtown, walk along the harbor, or visit the South Shore Conservatory.

Relax at Duxbury Beach: This barrier beach offers miles of sandy shores, perfect for a relaxing day by the sea. The views of the ocean and surrounding marshes are stunning.

Visit the Alden House Historic Site: Explore the 17th-century home of Mayflower Pilgrim John Alden, a National Historic Landmark that offers a glimpse into early colonial life.

Walk the Powder Point Bridge: One of the longest wooden bridges in the country, offering scenic views of the bay and marshes.

Overnight Hotel Stay – The Winsor House Inn – A historic inn offering cozy accommodations and a renowned on-site restaurant.

Pro Travel Tips – Plan a visit during the September Duxbury Food & Wine Festival to taste local cuisine and fine wines.

Manchester-by-the-Sea, MA

This quaint coastal town is known for its beautiful beaches, historic architecture, and relaxed atmosphere. Manchester-by-the-Sea is the quintessential New England seaside escape.

Distance from Boston – 30 miles (approx. 40 minutes by car)

Route to Reach – ake I-95 N and MA-128 N from Boston, then take exit 16 for School St toward Manchester-by-the-Sea.

Scenic Stops—Beverly Farms: Visit this charming village within Beverly for a stroll along West Beach or to browse the unique shops along Hale Street.

Spend the Day at Singing Beach: Famous for its “singing” sands, this beach is perfect for sunbathing, swimming, and exploring tide pools.

Explore the Coolidge Reservation: This 66-acre nature reserve offers scenic trails, ocean views, and a glimpse of the Coolidge family’s historic estate.

Visit the Trask House Museum: Learn about the town’s history through exhibits on local life, maritime history, and the area’s architecture.

Overnight Hotel Stay – The Inn at Castle Hill on the Crane Estate – While technically in nearby Ipswich, this inn offers luxury accommodations with stunning views of the surrounding landscape.

Useful Tips – Visit during the summer to enjoy the beach at its best, but arrive early as parking can be limited.

Hingham, MA

Hingham is a historic town on the South Shore with a beautiful harbor, rich colonial history, and picturesque downtown. It’s an excellent place for both history enthusiasts and nature lovers. Therefore Hingham is one of the best towns to visit near Boston for history lovers.

Distance from Boston – 15 miles (approx. 30 minutes by car)

Route to Reach – Take I-93 S and MA-3 S from Boston, then take exit 14 to merge onto MA-228 N toward Hingham.

Scenic Stops – Cohasset: A quaint coastal town with a beautiful harbor and historic homes, perfect for a quick stop before reaching Hingham.

Visit World’s End: A stunning 251-acre park with rolling hills, rocky shorelines, and panoramic views of Boston Harbor. It’s perfect for hiking, picnicking, and photography.

Explore the Hingham Historical Society’s Museums: Learn about Hingham’s colonial past at the Hingham Heritage Museum and the 1686 Old Ordinary House.

Stroll Along Hingham Harbor: Enjoy the scenic waterfront, visit local shops, and dine at one of the many waterfront restaurants.

Overnight Hotel Stay – Nantasket Beach Resort – Located in nearby Hull, this beachfront resort offers comfortable rooms with ocean views, just a short drive from Hingham.

Pro Travel Tips – World’s End is beautiful during sunset, so plan your visit accordingly.

Lincoln, MA – Towns Surrounding Boston

Lincoln is one of the best small towns near Boston which is known for its scenic beauty, rich history, and cultural attractions. It’s a peaceful retreat with opportunities for outdoor activities and exploring art.

Distance from Boston – 20 miles (approx. 35 minutes by car)

Route to Reach – Take I-90 W from Boston, then exit 123 to MA-2 W toward Lincoln.

Scenic Stops – Concord: On your way to Lincoln, stop in Concord to visit the historic sites and enjoy the charming downtown area.

Explore the deCordova Sculpture Park and Museum. This unique outdoor museum features contemporary sculptures in a beautiful landscape and indoor galleries showcasing modern art.

Visit Minute Man National Historical Park: Walk the trails where the first battle of the American Revolution took place and learn about the area’s historical significance.

Hike at Walden Pond State Reservation: Just a short drive from Lincoln, this iconic pond offers serene hiking trails and opportunities for swimming and picnicking.

Overnight Hotel Stay – The Inn at Hastings Park —Located in Lexington, this boutique inn offers luxurious accommodations and is just a short drive from Lincoln.

Pro Travel Tips – The deCordova Sculpture Park is open year-round, but the outdoor sculptures are best enjoyed in the spring and summer.

Helpful Tips – Towns To Visit near Boston

Explore these cute towns near Boston, which perfectly blend history, culture, and scenic beauty. Whether you’re a history buff, nature lover, or just looking for a relaxing getaway, each town has something unique.

• Timing Your Visit: Weekdays are less crowded, and visiting in the fall provides stunning foliage views.
• Packing Essentials: Bring comfortable walking shoes, a camera for the scenic spots, and a light jacket for the cooler coastal towns.
• Transportation Tips: Renting a car is the most convenient way to visit these towns, but many are accessible by public transportation.
• Best Time to Visit: Spring and fall offer the most comfortable weather and beautiful scenery, especially if you enjoy outdoor activities.

These small towns near Boston (towns outside of Boston) each offer unique charm, from historic sites and scenic landscapes to cultural attractions and quaint downtowns. Whether you are looking for a coastal retreat, a journey through history, or a peaceful nature escape, these towns provide the perfect backdrop for your next adventure.

So plan your trip to these quaint small towns near Boston, MI.

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5 charming New England towns you can drive to from Boston

Update: Some offers mentioned below are no longer available. View the current offers here .

While a typical summer weekend in Boston usually means a stroll along the Charles River or a picnic in the Common, we all know this summer won't be anything close to normal.

Travelers who need a change of scenery can find charming New England towns and untouched stretches of wilderness just a few hours from the city.

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From Boston , travelers can reach many exciting and overlooked destinations, such as the vertical granite cliffs of Camden Hills State Park and historic towns filled with lovely Victorian homes. If you're planning on spending more time in the great outdoors than ever before, there are plenty of opportunities for adventure-fueled days spent rock-climbing, hiking and kayaking.

Related: 6 of the best-value points hotels in Boston

Whether you're planning a road trip from Boston this summer or a year from now, remember that small New England towns are filled with intimate B&Bs and historic inns, be sure to book with a credit card that will help you maximize your travel purchases, such as the Chase Sapphire Reserve® (3x) or Chase Sapphire Preferred® Card (5x when booked through Chase Ultimate Rewars,2x on all other).

Related: Going on road trips this summer? Consider using these credit cards

And be sure to keep a great card for earning points on gas purchases in your wallet, too — especially if you're driving three hours or more outside Boston. With the Citi Premier® Card, you'll earn 3x points per dollar when you fill up at gas stations, along with 3x points on air travel, hotels, restaurants, and supermarkets and 1 point per dollar on everything else — ideal for a long weekend exploring New England, staying in charming inns and eating as much clam chowder as you can stomach.

If you're planning a near-term road trip, just remember that many states may still require out-of-state travelers to self-quarantine for two weeks. Maine's executive order , for example, requires a 14-day self-quarantine for visitors through much of the summer. Plus, many inns, restaurants and attractions may remain closed, at least to out-of-towners. So, you might want to bookmark these itineraries for later.

Related: 10 tips for anyone taking a road trip right now

Camden, Maine

Distance from Boston: 3 hours and 20 minutes

Often overshadowed by nearby Bar Harbor , Camden is a haven for outdoorsy travelers. Sure, visitors can spend an afternoon wandering up and down Main Street, stopping to admire the views of Camden Harbor or peruse the boutique shops (be prepared to spend too much on unexpected finds at Josephine on Elm Street). But to make the drive — just over three hours — worthwhile, travelers should take advantage of the destination's ample outdoor activities.

What to do : Explore Camden Hills State Park on the 30-mile trail network. One of our favorites is the moderate trail up to Ocean Lookout for an uninterrupted view of the town and harbor. If you're interested in something more, well, vertical, have Equinox Guiding Service bring you out for an afternoon of rock climbing. For a more relaxed option, head out to Savage Oakes Vineyard and Winery to sample their house blends, made with 10 grape varieties grown on-site.

Where to stay : Camden has a mix of lodging options, mostly small bed and breakfasts and inns. But 16 Bay View is Camden's newest luxury hotel, housed in a 100-year-old industrial brick building that once operated as a car dealership. For a more intimate stay, book a room at the Camden Harbour Inn , with rooms and suites that boast (as its name implies) exceptional views of the water.

What to eat and drink: Located in the Camden Harbour Inn, travelers should reserve a table on the porch of Natalie's Restaurant . If oysters are what you're after, head over to 18 Central Oyster Bar and Grill , in nearby Rockport, for a platter of their local or "away" raw oysters.

Related: Why you should visit Acadia National Park in Maine

Freeport, Maine

Distance from Boston : 2 hours

While Freeport is best known as the birthplace of LL Bean, there are plenty of other reasons to spend a weekend in town. Located just north of Portland on the shores of Casco Bay, brick buildings line Freeport's streets, and shoppers wander unhurried between the outlet stores and seafood-centric restaurants.

What to do : Start your trip to Freeport by stocking up on activewear and outdoor gear at LL Bean's flagship location, which is typically open 24 hours every day. Shoppers should also check the outlets at the Freeport Village Station. Just be sure to keep a great card for everyday spending , such as The Blue Business® Plus Credit Card from American Express or the Chase Freedom Unlimited, in the front of your wallet. Afterward, head over to DeLorme, in nearby Yarmouth, to see the world's largest rotating globe (it's nearly 42 feet across), or take a walk through the hemlock and white pine forests of Wolfe's Neck Woods State Park .

Where to stay : The Brewster House Bed and Breakfast is an upscale inn just three blocks from the center of Freeport. Seven rooms and suites make this a great choice for a romantic getaway, or for families exploring coastal Maine. Another option is the Harbour Towne Inn on the Waterfront — a Victorian-style bed and breakfast with panoramic views of Boothbay Harbor.

What to eat and drink : Start the morning with a cup of the daily roast from Coffee By Design , a sustainable cafe located inside the LL Bean store. Linda Beans is a favorite for seafood (order the classic Maine lobster roll) right on the main strip. Outdoor seating with fire pits makes this a great spot during cool, early summer evenings. Visitors should also sample Maine Distilling 's Blueshine blueberry liquor when the distillery is open for tastings.

Related: The 7 best 'secret' swimming holes to visit this summer

Stockbridge, Massachusetts

Surrounded by the mountainous terrain of the Berkshires , Stockbridge is a small town in rural Massachusetts with the culture and arts scene of a big city — with none of the traffic or crowds. Summers are usually filled with music festivals and theater, and travelers can also explore the area's extensive hiking and biking trails.

What to do: Founded in 1934, the Berkshire Botanical Garden (closed until further notice) is a 15-acre public garden that showcases local flora alongside contemporary sculpture exhibitions. Need a more strenuous activity? The Laurel Hill Association maintains three hiking trails in the Stockbridge area — the Mary Flynn Trail, Laura's Tower Trail and Ice Glen Trail. After a day of hiking or strolling through the gardens, travelers can typically catch an opera or theatrical performance at the historic Mahaiwe Performing Arts Center (closed until further notice). And, if you have the time to dedicate during your weekend trip, head to the Kripalu Center for Yoga and Health (closed for the remainder of 2020), a retreat offering a mix of yoga, writing and Ayurveda courses, among others. Programs typically last for at least two days.

Where to stay: The Stockbridge Country Inn is located within walking distance of multiple area museums. Its location on four acres of manicured lawns and gardens, complete with a patio and heated outdoor pool, make it a great place to relax and enjoy a hot summer afternoon. The Inn at Stockbridge is another option, with 15 rooms spread throughout a renovated barn, a Victorian-style mansion in which many original antiques remain and a cottage house. When Miraval finally welcomes visitors to its third resort in the Berkshires , guests can focus on wellness and mindfulness. After all, it wouldn't be a Miraval resort without a full spa experience. Miraval resorts occupy their own lane in the World of Hyatt award chart, and a free night will cost you 45,000 points, plus an additional 20,000 per night for an additional guest in your room.

What to eat and drink: Providing food and accommodations to visitors for over two centuries, The Red Lion Inn serves traditional New England cuisine (along with an expansive wine list featuring over 400 different selections). For classic European dishes (think: escargot pot pie), try Once Upon a Table , which also dishes up more hearty, regional fare (crab cakes, for example).

Related: 4 incredible fall foliage drives in the Northeast

Woodstock, Vermont

Distance from Boston : 2.5 hours

Located in the heart of the Green Mountains, Woodstock is the quintessential New England town. New openings and upgrades over the past few years have transformed this drive-by town into a popular (and rather upscale) getaway for New Englanders. A pedestrian-friendly downtown is filled with small shops, inns and restaurants, while the surrounding rural landscape invites visitors to explore and unwind.

What to do : As the Northeast's premier skiing destination during the winter months, many of Vermont's ski resorts are overlooked as soon as the snow melts. For this reason, the local ski hill, Suicide Six, has a new mountain bike park, which has miles of machine-built trails that are free to use. If extreme sports are not for you, take a tour of the Billings Farm & Museum when it reopens (you'll get a firsthand look at what farm-to-table actually means). Woodstock and the surrounding hills are also great for cross-country cycling. Travelers will discover rural roads that meander along streams and past historic farmhouses. Before driving back to Boston, drop by the farmer's market to stock up on fresh snacks.

Related: Attractions worthy of a family road trip in Vermont

Where to stay: The Woodstock Inn and Resort has 142 traditional rooms and suites that mix history (like handmade furniture) with modern amenities (think: Wi-Fi, Nespresso machines and flat-screen televisions). Located about nine miles from Woodstock in Barnard, Twin Farms is an exclusive five-star resort spread across 300 acres. The all-inclusive has a renowned culinary program — and a price tag to match.

What to eat and drink: With thousands of farms in the state of Vermont, food in the Green Mountain state is incredibly fresh. Worthy Kitchen , for example, has a rotating menu based on what's in season, as well as a beer list that showcases some of the state's finest craft breweries, including Hill Farmstead and the Alchemist. At Soulfully Good Cafe , visitors can try the signature cream apricot scones for a sweet breakfast on-the-go.

Related: Use your points and book a staycation at one of these 7 kid-friendly resorts

Narragansett, Rhode Island

Distance from Boston: 1.5 hours

This coastal Rhode Island town is a classic New England beach destination, with four of the state's arguably most popular beaches nearby. Visitors will get their fill of local seafood while exploring the oceanfront, or venturing to nearby Block Island or Newport .

What to do : Situated on 60 acres of state parkland, The Scarborough State Beach boasts more than 2,000 feet of sandy ocean frontage and is home to a newly renovated pavilion. Narragansett Beach may be one of the best on the East Coast, and if lighthouses and history are your thing, visit the historic Port Judith Lighthouse, which was first constructed in 1806. The Towers, or Twin Towers, is another landmark structure, and it's the only remnant of the Narragansett Pier Casino, which was the heart of Narragansett during the late 19th century. Today, the restored Towers typically host an assortment of events, including dance lessons and musical performances.

Related: 5 ways to explore Newport this summer

Where to stay : Many of the rooms at the Aqua Blue Hotel have full or partial ocean views (and balconies), and it's centrally located in town. There are also several bed and breakfasts, such as the Ocean Rose Inn , which overlooks Newport Harbor, Narragansett Bay and Jamestown Island. Eighteen new rooms were revealed in 2017 as part of a property renovation.

What to eat and drink : Built in the late 1800s by the U.S. Coast Guard, this granite structure is now home to the Coast Guard House , a seafood restaurant perched on Narragansett Bay. If you overslept, head to Crazy Burger (hear us out). In addition to an eclectic vegetarian-friendly menu with items like the Poco Loco Vegan Burger, the restaurant usually serves breakfast until 4 p.m. daily.

Additional reporting by Melanie Lieberman.

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The 17 Best Things to Do in Boston

Built on almost 400 years of history, Boston's character is as layered and distinct as a Kennedy accent. The city has reinvented itself countless times over, serving at different times and to different communities as the birthplace of the American Revolution, as an international academic capital, and as a biotech hub. Boston’s wharves whisper of tea parties, its libraries of literary greats, and its ballpark of curses broken. Each year, its famed universities keep this old city young with an ebb and flow of some 150,000 students from around the world—and these smarties keep the city lively round the clock.

All that, plus some of the finest  food and  drink make Boston one of America’s greatest and most enduring cities. Across its patchwork of squares, corners, and crossings, here are the best things to do in  Boston —including the occasional jaunt across the Charles River to neighboring  Cambridge —whether you're in town for Marathon Monday (better known as Patriot's Day around here), making a summer stop on your way to the Cape and islands , or on a fall foliage journey .

Read our complete Boston travel guide here .

This gallery has been updated with new information since its original publish date.

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This is one of  our favorite museums in Boston —and the country. At once intimate and unparalleled in its grandeur, the Isabella Stewart Gardner Museum draws on the vast art collection of its eponymous (and eccentric) founder, who had a thirst for travel, a bohemian lifestyle, and the fine luxuries of ancient cultures. Set within a Venetian-style palazzo, surrounding an elegant courtyard, masterpieces by the likes of Botticelli, Raphael, Titian, and John Singer Sargent share space with impressive architectural elements. Stewart Gardner herself delicately arranged the collection of more than 7,500 fine and decorative art objects, 2,700 books and manuscripts, and over 8,000 historic objects from around the world, including sculptures, furniture, textiles, metalworks, and ceramics, that she collected during her lifetime. A Renzo Piano–designed wing opened in 2012, and provides interdisciplinary, multipurpose space for contemporary artists, musicians and scholars.

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It all starts with the penguins—when you first enter, you're greeted by African Penguin and Rockhopper colonies that are by any measure an absolute delight to watch. Just past, the main attraction is the 40-foot wide, floor-to-ceiling, 200,000 gallon salt water Ocean Tank, home to about 1000 marine animals, including turtles, eels, and tropical fish. A cylindrical walkway makes it possible for guests to experience the tank from every depth and angle, and a number of smaller satellite rooms contain informational displays and touch tanks that kids and adults alike will enjoy. This is a popular field trip spot, so you're likely to be surrounded by schools of rambunctious kids on any given day, especially from the lunch hour onwards. The museum implemented timed ticketing during the pandemic and is likely to keep it moving forward, which acts as a good form of crowd control, but the quietest times to visit are still weekdays first thing in the morning.

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Food halls are complicated. Make them too pedestrian and they quickly fall into the “food court” category, recalling the sad shopping mall eateries of our youth. But throw in a James Beard finalist, and an eclectic mix of some of Boston’s most discerning foodie favorites from across the city, and you’ve got a worthwhile detour for locals and visitors alike. Highlights include: bagels and pastrami from Brookline favorite Mamaleh’s; artisanal doughnuts from Blackbird; and Bubble Bath, a Champagne bar complete with Moët & Chandon vending machine. There’s tons of seating, a sleek LED entertainment system playing multiple sports games at once, and an airy, atrium-type feel that never feels overly crowded or cramped. There are a number of excellent food halls serving downtown Boston’s office-dwelling population, but this one feels less like a corporate convenience stop and more like a proper microcosm of the city’s food scene.

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Bostonians may breeze through the Public Garden to get from one side of town to the other, but there's plenty to linger over in this city-center oasis. The lagoon, which wanders almost the entire length of the garden, is where the famed Swan Boats have been peddled for over a century; and the flowers are beyond vivid. The Commonwealth Avenue entrance serves as the park’s most enchanting introduction, where a statue of George Washington comes flanked by flowers at the gate. In this pleasurable moment, remember that Victorian Bostonians found this park to be offensively bright. My, how times have changed.

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There’s a lot to love about the Boston Public Library: It’s the oldest municipally-funded lending library in the country, its McKim Building is considered the masterwork of iconic Gilded Age architect Charles Follen McKim, and an ongoing calendar of free events all year-round means there is quite literally always a tour to go on, lecture to attend, or exhibit to peruse. Architecture nuts should reserve a spot on one of the thrice-weekly Art & Architecture Tours, which unlocks some of the premises’ lesser-known gems, including tile arches by famed Spanish builder Rafael Guastavino, and the first mural commission from John Singer Sargeant. The museum is home to all sorts of treasures beyond just books–including the lesser-known but entirely worthwhile Norman B. Leventhal Map Center, which houses over 250,000 geographic objects.

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A gorgeous 281-acre green space within Boston, Arnold Arboretum of  Harvard University is the oldest public arboretum in North America (c. 1872) and the highlight of Frederick Law Olmsted's famed  Emerald Necklace series of green space in the city. Prolific biking and walking trails zigzag past more than 16,000 accessioned plants, many meticulously marked with signs. The natural splendor is a feast for the eyes, which are able to spot the sheer diversity of trees and plants at every turn. QR-coded signs and the arboretum’s easy-to-use  Expeditions app make it possible to dig deep into the environment.

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The Freedom Trail starts at the  Boston Common , the oldest public park in the United States, following a red brick path lined with 16 historic landmarks, which paint a picture of Boston’s revolutionary history. Although tourists flock to the 2.5-mile Freedom Trail, this pedestrian path also coincides with day-to-day rush of downtown Boston. You’ll see revolutionary sites in a modern setting and walk alongside commuters and after-school kids. If you’re short on time, prioritize the North End section of the trail, home to landmarks like the  Paul Revere House , Old North Church, and Copp’s Hill Burial Ground, in a historic neighborhood that’s known as Boston’s Little Italy. If you want to go deeper, find all the hidden Freedom Trail spots locals love to visit here.

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Beacon Hill, one of Boston’s oldest neighborhoods, is home to some of the finest examples of Federal-style brick row houses in the country, and Charles Street is the perfect launching point from which to explore it all. Tiny sidewalks, gaslit corners, and Instagrammable charm await on this busy thoroughfare, which starts by the Massachusetts General Hospital campus and concludes on the Boston Common. Charles Street has an independent bent that locals love to support. Come here for contemporary accessories at December Thieves, mouthwatering truffles at Beacon Hill Chocolates, custom stationery at Gus + Ruby Letterpress, and “this might have belonged to a Kennedy” antiques at Upstairs Downstairs Home. And if you’re a book lover (or bookstore lover), don’t leave town without visiting Beacon Hill Books & Cafe , a stunning townhome-turned-bookshop that’s restoring this city’s faith in the importance of independent booksellers.

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With a deserved reputation as Boston's premiere rooftop bar, Lookout often reaches capacity with the city's work-hard, play-hard young professional crowd (Reservations are required these days; no walk-ins). For most, Lookout isn't a novelty—it's a mainstay—though you may find the occasional bridge-and-tunnel-type folks later on weekends. The crowd definitely likes a solid cocktail but they're here for the views and highly social atmosphere. In a city that skews historic and can feel sometimes like a  college town, The Lookout Rooftop provides big-city appeal with a cool crowd, awesome skyline views, and strong drinks. It's a place to hang out with friends and just have some boozy fun.

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What’s Boston without Fenway Park? America’s “Most Beloved Ballpark” isn’t just a stadium–it’s a piece of living history. It’s the home of the Red Sox, who play there each year from late March through October, but it’s also known for its popular summer concert series, and its fascinating behind-the-scenes tours offered in the off-season. Sure, there are parts of Fenway’s history that aren’t exactly worth celebrating–the Red Sox remained segregated longer than any other MLB team, and it wasn’t until Lady Gaga’s Joanne World Tour came in 2017 that a woman headlined a concert there–but at the end of the day, it’s one of the most enjoyable places to visit in Boston. When you’re in the cheap seats, having paid way too much for a beer and a hot dog and the crowd starts singing “Sweet Caroline,” it’s clear there’s a sense of history here that even non-sports lovers can get excited about.

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If you’re exploring Boston for the day, take a walk up through Back Bay from Massachusetts Avenue and loop back down along the Esplanade or head over the Harvard Bridge to Cambridge (Ironically, the Harvard Bridge ends at M.I.T.). It's a narrow paradise along both sides of the Charles River, stretching for several miles between the Longfellow Bridge to the west and the Boston University bridge to the east. More than 1,500 trees line the walkway (or runway, if it's marathon-training season), while playgrounds, ponds, and gardens bring a lyrical quality to this meandering landscape. It's best viewed in autumn, when the Esplanade shows its true colors. The Hatch Shell is a performance space that serves as home base for all things at the Esplanade including the famous performance by the  Boston Pops on the Fourth of July.

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This neighborhood has the kind of charm that'll make you move to Boston. There are so many historic plaques that show off the neighborhood's rich past and an abundance of hidden art galleries and boutiques that will keep you searching for more. Design aficionados should definitely come here on Sundays, when you can visit SoWa Open Market (short for South of Washington Street) for food trucks and entertainment as well as SoWa Vintage Market and the SoWa Farmer's Market, and a number of one-of-a-kind boutiques and design showrooms. Plus, a foodie's trip to Boston isn't complete without a stop here casual bistros and oyster-slinging wine bars: Don't miss Black Lamb , an elevated American brasserie that impresses with a sensational raw options and sublime lobster rolls. Late night, stop by Beehive or Wally's Cafe for lively local jazz sets in casual bar settings. And for one of Boston's best dive bars (and best burgers) where everybody knows your name, hit cozy wood-paneled DeLux Cafe on cobblestoned Chandler Street.

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The MFA’s vast collection of art and artifacts is exceptional by any standard. The museum houses one of the best collections of Korean art outside the Korean peninsula, the only permanent exhibition space for ancient coins in the United States, one of the world’s largest holdings of ancient Egyptian treasures, and a comprehensive collection of work by John Singer Sargent. The museum’s claims to fame are so varied, in fact, you could spend weeks documenting its exceptionality. Whatever you take in during your visit, don’t miss the Claude Monet gallery in the European Wing, with one of the greatest caches of the Impressionist’s work outside of France, or the impressive Arts of Islamic Cultures Gallery, whose 2019 reinstallation was developed in collaboration with local Muslim groups. All said and done, the MFA is the crown jewel of  Boston's art scene .

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Boston Seaport is one of the city's most talked-about neighborhoods—and for good reason. The former no-man's land, just over the bridge from Downtown, has quickly evolved into a center of innovation, mixed-use development, and modern culture, attracting prominent companies like Amazon, big names in biotech, and major developers competing to erect Boston’s priciest, sky-scraping condos. A young, ambitious work force has followed, as have some great businesses—including the  Institute of Contemporary Art ,  Legal Harborside 's rooftop bar, Wood Hills Pier 4 for farm-to-table cuisine, darts bar Flight Club, the Lookout Rooftop, and Mediterranean hotspot  Committee.

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The last vestige of the old Seaport—a once rough-around-the edges neighborhood that’s now filled with glass skyscrapers, corporate types, and Lululemon stores—this indoor-outdoor seafood institution fills with diners and happy hour revelers of all stripes, from construction workers to management consultants. The waterfront destination feels like a coastal summer clam shack with its tented roof and picnic tables, and, indeed, it got its start as a seasonal restaurant back in 1994. Now, it includes a more permanent wing with an old time-y tavern feel, but the seaside, atmosphere persists throughout. That vibe pairs perfectly with the menu of seafood platters; raw bar favorites; fried scallops, shrimp, and clams; fish sandwiches; entrees; and lobster in all forms, including boiled, grilled, roasted, and rolled.

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In the heart of Boston’s downtown, carts and shelves of $1, $3, and $5 books fill an alley off of West Street. The seller: Brattle Bookshop, a store that encompasses three floors of used books, the top one filled with rare collectibles. Its purveyor, Ken Gloss, is a regular appraiser on the PBS’ Antiques Roadshow and has gained modest fame among antiquers and public-television addicts.  Independent bookshops attract an eclectic mix of characters, and that’s as much a part of the experience as the books themselves. Curmudgeonly regulars, bespectacled students, and travelers who value a good read all make Brattle Bookshop an institution. Even the famously reclusive J.D. Salinger stopped here once.

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Take an afternoon and evening to sink into this corner of Cambridge, and you’ll have discovered a city unto itself. You certainly don’t have to be a student to savor this neighborhood. There are  art and  natural history museums on Harvard’s campus, quirky boutiques for souvenirs like Black Ink, Grolier Poetry Book Shop (the oldest in the country, c. 1927), and local-loved, world-class restaurants like  Alden & Harlow . Tourists turn out in droves to walk the famous Harvard Yard, and despite the crowds it's worth taking a genuine wander.

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23 Top-Rated Tourist Attractions in Boston

Written by Barbara Radcliffe Rogers Updated Mar 19, 2024 We may earn a commission from affiliate links ( )

Perhaps no other city in America holds as much history of the colonial and Revolutionary War era as Boston. It's not surprising then that its main sites have become a pilgrimage trail for Americans and for others who hope to get a sense of that history.

But more than that, the Freedom Trail is a good introduction to today's city, connecting or passing close to some of its best loved tourist attractions. Boston is easy to navigate on foot, as its major sights are relatively close, and America's first subway system, the T, connects its important neighborhoods.

Across the Charles River, a watery summer recreation area whose Boston shore is reserved as the Esplanade park, is Cambridge. Although a separate and independent city, for tourist purposes, Cambridge is part of Boston and connected by the same transit system.

Here, you'll find two of America's most prestigious and important universities, Harvard and the Massachusetts Institute of Technology (MIT) . These and the many other universities and colleges in the area help keep Boston a youthful and vibrant place to be, with a lively cultural scene. With all the music, theater, and entertainment options, plus its abundance of restaurants, you'll never be at a loss for things to do in Boston at night.

Maybe because I've lived there and know its sometimes puzzling web of downtown streets, I find Boston a thoroughly comfortable city to visit; despite its tall buildings, its compact neighborhoods make it seem more like a cluster of small towns. Join me in a tour of my favorite city, and discover the best things to do, with this handy guide to the top attractions in Boston.

1. Walk the Freedom Trail

2. see a game or take a tour of fenway park, 3. faneuil hall, 4. boston common and public garden: ride the swan boats, 5. museum of fine arts boston, 6. isabella stewart gardner museum, 7. uss constitution and bunker hill (boston national historic park), 8. museum of science, 9. harvard square and harvard art museums, 10. old north church and boston's north end, 11. boston tea party ships & museum, 12. new england aquarium, 13. harvard museums and the glass flowers, 14. newbury street & back bay, 15. boston public library and copley square, 16. boston harbor and whale watching cruises, 17. john f. kennedy presidential library and museum, 18. beacon hill and the black heritage trail, 19. boston harborwalk and christopher columbus waterfront park, 20. rose fitzgerald kennedy greenway, 21. boston pops and boston symphony orchestra, 22. arnold arboretum, 23. massachusetts institute of technology, where to stay in boston for sightseeing, tips and tours: how to make the most of your visit to boston, best time to visit boston, ma.

The three-mile Freedom Trail leads you past – and into – 16 of the city's principal historic monuments and sites. It's easy to follow, by the line of red bricks in the sidewalk and by footprints at street crossings. Begin by picking up brochures on the attractions at the Visitor Center in the Boston Common before heading to the State House .

The trail will take you to Old Granary Burying Ground (where Paul Revere, Samuel Adams, and John Hancock are buried), King's Chapel Burying Ground (Boston's oldest cemetery with the graves of Governor John Winthrop and two Mayflower passengers), Old South Meeting House (where the ringing speeches of patriots spawned the Boston Tea Party), and the Old State House . This is Boston's oldest public building and the site of the Boston Massacre .

The Freedom Trail continues through Boston's North End, past the Paul Revere House and Old North Church , and ends across the bridge in Charlestown with the 54-gun frigate USS Constitution and the 220-foot granite Bunker Hill Monument. With all these attractions and places to see, it's no wonder the Freedom Trail is one of the best walking trails around Boston .

Known as "America's Most Beloved Ballpark," Fenway Park is one of the most fabled sports complexes in the country, and even if, like me, you're not a sports fan, a tour of it is both fun and interesting. And sitting inside, surrounded by cheering fans and singing "Sweet Caroline" is a quintessential Boston experience.

The home of the Boston Red Sox looks much the same as it did when it opened on April 20, 1912. One of its most recognizable features is the Green Monster , the 37-foot green wall in left field, and the park still maintains some of the remnants of "old time" baseball such as the hand-operated scoreboard.

Fenway Park also has the lowest seating capacity in the Major Leagues holding only 33,871 spectators (a fact that makes tickets exceedingly scarce).

Author's Tip: If you manage to get tickets, don't even think about driving to a game. Park outside the center and take any MBTA Green Line train (except one labeled Heath St.) to Kenmore Square and follow the crowd on the short walk to the stadium.

Address: 4 Yawkey Way, Boston, Massachusetts

Known as the "cradle of liberty," Faneuil Hall was built in 1740-42 by Huguenot merchant Peter Faneuil as a market hall and presented to the city on condition that it should always be open to the public.

The ground floor is still occupied by market stalls; on the upper floor is a council chamber, which in the 18th and 19th centuries was the meeting place of revolutionaries and later, of abolitionists. On its fourth floor is the Ancient and Honorable Artillery Museum , with weaponry, uniforms, and paintings of significant battles.

The adjoining Faneuil Hall Marketplace includes three long halls (Quincy Market, North Market, and South Market), dating from the early 19th century, now occupied by a lively assortment of shops, restaurants, and exhibitions.

In good weather, I love the block-party atmosphere here, with street performers and buskers putting on shows in the square around the market, and in any weather I never tire of browsing through the shops selling jewelry, clothing, gifts, and souvenirs. You can never have too many Red Sox caps, or you can get a coffee mug inscribed with a Boston/English dictionary. It might come in wicked handy talking with locals.

The food stalls in Quincy Market are some of the most popular places to eat lunch in Boston. My favorites are Fisherman's Net and the family-run Boston Chowdah for seafood, and West End Srollers for panini sandwiches I can walk around with as I browse. Ethnicities from Hispanic to Asian Fusion are represented, and Boston Halal is opening in 2023.

Address: Faneuil Hall Square, Boston, Massachusetts

In the heart of the city is Boston Common, America's oldest park and the start of the Freedom Trail . In this large green space, which is much used by locals year-round, are various monuments and the Central Burying Ground of 1756.

You can rent skates to use on the Frog Pond from November through mid-March, enjoy the spring blossoms and fall foliage colors reflecting in its surface, and in summer, watch youngsters splash about in the wading pool.

Adjoining it on the west side of Charles Street, is the 24-acre Public Garden, America's oldest botanical garden. Along with the Victorian-style monuments and statues, including an equestrian statue of George Washington, are the popular modern bronzes of a family of ducks immortalized in Robert McCloskey's children's book Make Way for the Ducklings .

Joining the ducklings to give the Public Garden its whimsical air is one of Boston's most iconic experiences for all ages: riding around the lake in the garden's center on the famous Swan Boats , first launched in the 1870s.

Generations of children have ridden these and returned with their own children and grandchildren (I know this because I'm in one of those families). If you're in Boston with kids, take them for a ride here, and start your own multi-generational tradition.

Address: Public Garden, Boston, Massachusetts

One of the leading art museums in the country, the Boston Museum of Fine Arts excels in its collections of Impressionist paintings, ancient Egyptian treasures, Asian and Persian fine arts, and works from ancient Greece and the Middle East.

Its crowning achievement is the construction of an entire American Wing to house, integrated in chronological order, outstanding collections of American paintings, furniture, decorative arts, folk art, silver, glassware, and design dating from pre-Columbian arts to the Art Deco and Modernist eras. To see all these works of art shown in context with other creative accomplishments of their time is an exciting journey through the world of American creativity, one I never tire of taking.

Highlights elsewhere include a 12th-century lacquered-wood sculpture of a Buddhist Bodhisattva and Korean painted screens, the ivory and gold statue of the Minoan Snake Goddess from 1500 BC, and a statue of the Egyptian pharaoh Mycerinus and his queen from 2548-2530 BC.

For me, in addition to the American Wing, the museum's highlight is the group of 35 paintings by Claude Monet , one of the largest collections outside of France. These are exhibited in good company, alongside works of Gaugin, Renoir, and Degas.

To see and appreciate all the museum's galleries and collections could take a full day, but the mind can only absorb as much as the feet can endure. So unless you are a devoted art enthusiast, plan from two hours to half a day here and concentrate on those sections that interest you most.

The museum is about a 1½-mile walk from Copley Square and other neighborhoods for sightseeing; an easier way to get there is on the MBTA Green Line. Take a car marked Heath St. from Copley or Park St. stations.

Address: 465 Huntington Avenue, Boston, Massachusetts

Set in a building its eccentric creator modeled after a 15th-century Venetian palace, the Isabella Stewart Gardner Museum displays its collections in rooms surrounding a four-story central courtyard filled with flowering plants and fountains.

The priceless 2,500-piece collection of paintings, sculptures, furniture, tapestries, decorative arts, books, and manuscripts reflect the personal tastes and considerable expertise of Mrs. Gardner herself, whose own flamboyance further adds to the charm of the museum.

Behind the palazzo, a 70,000-square-foot glass-clad building designed by Italian architect Renzo Piano creates new viewpoints for the original palazzo and stunning spaces for music and visual arts, allowing the museum to showcase exceptional contemporary works and artists. Rather than clash or compete with the original building, Piano's wing simply provides a new glass through which to view Mrs. Gardner's palazzo.

From almost anywhere in the new building are uninterrupted prospects of the palace and gardens through transparent walls. After you tour the museum, stroll through the Fens , a long green space, where you'll find a beautiful rose garden in bloom from June through October.

Author's Tip: The Gardner is only a few steps from the Museum of Fine Arts, making it tempting to combine them in one day. But unless art is your passion, it's best to see them on different days, so you can appreciate each. Visiting the Gardner is to immerse yourself not just in art, but in the 15th- and 16th-century artistic world of Renaissance Italy.

Address: 280 The Fenway, Boston, Massachusetts

Nicknamed Old Ironsides , USS Constitution is the oldest commissioned ship in the United States Navy, and is still commanded and crewed by Navy personnel. The ship is open to visitors, who can go below desks and hear about the ship's construction and action at sea.

Across the pier, the USS Constitution Museum provides historical context through interactive exhibits that illustrate life aboard a naval vessel two centuries ago. Another ship you can tour here is the Cassin Young , a World War II destroyer.

Charlestown Navy Yard is part of the Boston National Historical Park, and it's a short walk to the Bunker Hill Monument and Museum, also in the park. The 221-foot-tall granite monument marks the hilltop site of the earthen fort built by New England soldiers prior to the Battle of Bunker Hill, the first pitched battle of the American Revolution.

Address: Building 22, Charlestown Navy Yard, Charlestown, Massachusetts

Exhibits in the extensive Museum of Science encourage learning through hands-on exploration of science and technology, but the museum is not just for children. Physics, biology, chemistry, ecology, zoology, astronomy, computers, and more are explored in more than 700 permanent, hands-on exhibits that are enhanced by stage presentations and interpreters. I find it every bit as engaging as my children do, and can easily spend a whole day here.

Highlights are a 65-million-year-old fossil discovered in the Dakota Badlands, an electricity dome with continuing programs, the Butterfly Garden where you can walk among free-flying butterflies in a conservatory filled with exotic plants, a live animal center, a chance to join local meteorologists to learn weather forecasting, and ComputerPlace , where you can operate a robot and explore how your computer stores information. The planetarium presents daily laser and star shows, and the Mugar Omni Theater has a five-story domed screen.

Author's Tip: Save money on a family day at the museum by bringing your own lunch. You are welcome to enjoy it in the Atrium, on the front plaza, or at picnic tables behind the museum. No snacking in the exhibit areas, though.

Address: Science Park, Boston, Massachusetts

Harvard University , founded in 1636, is the oldest institution of higher learning in the United States and is widely considered one of the world's leading academic centers. Go to the Harvard Information Center to take a spirited and entertaining free walking tour of the campus guided by a student who will share history, Harvard lore, and personal perspective. Or you can download a tour from their website.

Harvard Yard sits right in Harvard Square , a lively hub for students, "townies," and visitors, filled with shops, bookstores, and allegedly more places to buy ice cream than any other U.S. city.

Adjoining Harvard Yard is the Renzo Piano-designed home of the Harvard Art Museums , including three formerly separate collections, each of which ranked high as major U.S. art museums. Few universities have such enviable collections. Fogg Art Museum concentrates on Italian early-Renaissance art, the Busch-Reisinger on Expressionist art of central and northern Europe, with Bauhaus objects and paintings by Kandinsky and Klee.

Another important feature of the museums is one of the world's best collections of Chinese jade, as well as Chinese bronzes, Japanese prints, Indian art, and Greco-Roman antiquities, especially vases and sculptures.

If you're as bookish as I am, don't miss browsing in The Harvard Bookstore , just across Massachusetts Ave. from The Yard. Not associated with the University, this indy store has been a fixture in this same spot since 1932.

If you're looking for Harvard insignia souvenirs, the place to go is the Harvard Coop , across the square.

Address: 32 Quincy Street, Cambridge, Massachusetts

Boston's lively Italian neighborhood, known as the North End, is one of Boston's oldest, where the silversmith and activist leader Paul Revere lived at the time of the American Revolution. The Paul Revere House, which he bought in 1770 and lived in when he made his famous ride, is the only patriot's home on the Freedom Trail, and is open to tour.

You can climb to the tower of Old North Church , where lanterns were hung in April 1775 to alert Paul Revere that British troops were headed to Lexington to arrest the patriot leaders and confiscate the munitions supplies. The beautiful white interior of the church still retains its historic box pews.

The North End is a favorite spot for tourists for reasons that go well beyond its important historic sights. Although it has changed a bit over the years since it was filled with newly arrived immigrants from Italy, it retains its Italian character and lively flair.

You'll find Italian restaurants; cafes; bakeries; and shops fragrant with aromas of cured olives, fresh-roasted coffee, and Italian cheeses. For my family, Modern Pastry on Hanover St. is a required stop, for cannoli and pignoli cookies.

You'll also find the North Bennet Street School , where skills such as bookbinding, cabinet and furniture making, carpentry, silver and gold work, and violin making are taught. Their gallery shop is like a museum of fine craftsmanship and a good place to shop for one-of-a-kind gifts.

On the night of December 16, 1773, more than a year before the first battle of the American Revolution, angry Bostonians protesting a tax on goods shipped to the colonies, stormed ships from England and threw the tea into the harbor at this site. With full-scale replicas of the original ships from which the Sons of Liberty dumped tea overboard, the Boston Tea Party Ships & Museum offers tours with a participatory reenactment of that event.

Costumed historical interpreters lead visitors through that historic night, through interactive exhibits, films, and multi-sensory experiences. Of course, everyone gets to dump tea into the harbor. In the museum, you'll see the only known tea chest from that ill-fated cargo.

This is more a history-as-entertainment attraction than a living history museum. But kids are drawn into the fun as they learn about shipboard life and American history, so it's no wonder this is one of the favorite things to do for families in Boston.

Address: 306 Congress Street, Boston, Massachusetts

Overlooking the waterfront, the New England Aquarium features more than 20,000 fish and aquatic animals representing over 550 species. A man-made Caribbean coral reef houses a large variety of tropical fish and underwater life including sharks, turtles, and moray eels. The Edge of the Sea touch tank allows visitors to handle small invertebrates like crabs, starfish, and urchins.

Outside the aquarium, visitors can watch harbor seals play, perform, and live in their enclosed habitat. The New England Aquarium also sponsors educational programs and whale-watching tours outside of Boston Harbor, and the adjacent IMAX Theater shows 40-minute films on nature subjects.

To be sure of admission at this popular family attraction, reserve timed entry tickets in advance. Nearby parking is expensive, but it's easy to get here by public transit; the aquarium has its own stop on the MBTA's Blue Line.

Address: Central Wharf, Boston, Massachusetts

Although the four Harvard Museums that make up this complex contain treasures such as the artifacts brought back by Lewis and Clark, for most people, the highlight is the more than 3,000 models of 830 species of flowers and plants, some with insects, and all so realistic that you will have trouble believing they are made of glass. I marvel at these anew, each time I see them.

Created between 1887 and 1936 by German artisans Leopold and Rudolf Blaschka, the flowers are unique in the world, and their secret process has never been replicated. These are part of Harvard's massive research collections, shown under one roof in the Peabody Museum of Archeology and Ethnology , the Mineralogical Museum , the Museum of Comparative Zoology, and the Botanical Museum .

Particularly strong in Native American exhibits , the Peabody shows artifacts and art interpreted as part of a living culture, even when that culture has vanished. You can admire some of the finest examples of Native American arts from many periods and tribes, and also see how these changed as Europeans provided a new market for their goods.

Those who like the Victorian "Cabinet of Curiosities" feel of old traditional museums will love the Pacific Islands balcony - it's like stepping back a century. The Museum of Comparative Zoology , founded by Louis Agassiz in 1859, contains an extensive collection of fossils, including a 25,000-year-old mastodon . The mineralogy collections include a dazzling display of rough and cut gemstones , a world-renowned meteorite collection, rocks, ores, and minerals from around the world.

Address: 26 Oxford Street, Cambridge, Massachusetts

Both atmospheric and fashionable, Boston's Back Bay (it was once under water, before a hill was leveled to fill it in) is the heart of the 19 th -century city, home of the "Proper Bostonian" of legend. Streets of sedate Brownstone and brick townhouses line the grid of streets between the Public Garden and the Fenway, bounded on the north by Storrow Drive and the Charles River Esplanade.

Stroll its tree-lined streets, especially Newbury Street, to find an almost European atmosphere of small (mostly trendy) shops and boutiques, art galleries, and cafés and restaurants that spill out into sidewalk terraces. Architecture throughout the neighborhood is eclectic, with some fine examples of ornamental terra-cotta and brickwork.

I love walking through Back Bay residential streets at any time of year – in the spring when Magnolias bloom in the tiny front yards, in the winter when the wrought-iron fences sketch patterns against the snow, and in the fall when fallen leaves crunch underfoot.

The main square of the Back Bay area is surrounded by both old and ultra-modern buildings. One side is formed by the Boston Public Library , founded in 1848 as the first publicly funded lending library in the country. Architect Charles Follen McKim designed the present building in 1895.

Go inside to see the library's Renaissance Revival architecture and murals by John Singer Sargent and Edwin Abbey. Granite medallions over the entrance arches are the work of the pre-eminent American sculptor Augustus Saint-Gaudens. The three sets of bronze doors in the vestibule were created by Daniel Chester French. Regular Art and Architecture Tours are among the several free things to do in Boston.

Author's Tip: Boston's best-kept secret may be the elegant afternoon teas served in the tearoom overlooking the beautiful Italianate Courtyard of the Boston Public Library. Crisp white linens and silver-edged crystal set the stage for proper tea sandwiches, scones, and trays of dainty sweets.

Facing the library, across a grassy lawn, where you can enjoy a picnic lunch with neighborhood office workers, is Trinity Church , a red sandstone building designed by architect Henry Hobson Richardson in his distinctive style, known as Richardson Romanesque. Trinity is widely considered to be his finest work. The murals, frescoes, and painted decorations inside are by John La Farge and much of the fine stained glass is by Edward Burne-Jones and William Morris.

On a third side of the square is the venerable Boston institution, the Fairmont Copley Plaza ; these three buildings, backed by the sheer glass wall of a skyscraper, create a stunning cityscape. A block down Boylston Street, look for the finish line of the Boston Marathon , run each April on Patriot's Day.

Just beyond is the Prudential Center , a 32-acre complex of apartments, shops, restaurants, and a 52-story tower. On its 50th floor, you can visit the Skywalk observation deck for 360-degree views of Boston and its surroundings.

Address: 700 Boylston Street, At Copley Square, Boston, Massachusetts

At Rowes Wharf, you can board the Odyssey to cruise through Boston Harbor, from Castle Island to George's Island, then east to the Boston Light on Little Brewster Island, and back north to Charlestown Naval Yard before returning to the wharf.

You can enjoy lunch, dinner, or Sunday brunch as you savor the views of the Boston skyline from the water. The skyline is especially beautiful at night when you can take a starlight or full moon cruise.

You can travel outside the confines of Boston Harbor on Boston Whale Watching Cruises , for a chance to see humpback and fin whales, as well as dolphins and porpoises, in the wild. This three-hour, naturalist-led tours are very popular and claim to have whale sightings on every trip.

Dedicated to the memory of the 35th U.S. President, the John F. Kennedy Presidential Library and Museum is the official national memorial to JFK, designed by noted architect I.M. Pei and opened in 1979. The museum, which stands on the shore south of the city, features three theaters, personal memorabilia, photographs, and historical exhibits that document the life of JFK and his presidency.

Exhibits cover the presidential campaign trail, the Oval Office, First Lady Jacqueline Bouvier Kennedy, and the Kennedy family. Interactive experiences here include the free and family-friendly Highlights tours and the Hands-on Cart programs, which include the PT-109 story and a closer look at the Race for Space.

Address: Columbia Point, Boston

One of Boston's most beautiful neighborhoods and right in the center of the city, the south side of Beacon Hill has traditionally been the home of Boston's "old money" families, known locally as "Brahmins." Well-kept brick homes in Federal and Greek Revival styles line its tree-shaded streets, and at its heart is Louisburg Square, where homes face onto a leafy private park. Author Louisa May Alcott lived here from 1880 to 1888.

The Nichols House Museum , a Federal-style home by Boston architect Charles Bulfinch, shows how Beacon Hill's upper-class residents lived and is filled with collections of 16th- to 19th-century furnishings and decorative arts. At the western foot of Beacon Hill, Charles Street is lined with boutiques and shops that have traditionally catered to the neighborhood and are popular with visitors as well. Beyond Charles Street, facing the Public Garden, The Bull and Finch , established in 1969, inspired the popular television program, Cheers .

Restaurants and cafes come and go quickly along classy Charles St, but one that has maintained its elegant ambiance and traditional Tuscan country menu is Toscano , where you can dine on melt-in-the-mouth veal scaloppini or a simple four-cheese pizza.

The north side of Beacon Hill is far more modest and has been home to immigrants, including a sizable African American community, since the early 19th century. National Park Service Rangers offer free guided tours of the Black Heritage Trail from April through November and you can follow the trail on a self-guided tour year-round.

The Boston African American National Historic Site includes 15 pre-Civil War homes, businesses, schools, and churches that give a picture of Boston's 19th-century African American community. The Museum of Afro-American History operates the African Meeting House , the country's oldest (1806) church built by and for Black Americans and now restored to its 1854 appearance.

The 1834 Abiel Smith School was the first public grammar school for African American children. Displays at both include artifacts, films, art, and sculpture related to the black experience in Boston and New England.

The Boston waterfront has seen many changes since its early beginnings as a colonial shipping port. After a period of decline for much of the 20th century, new life was breathed into the area in the mid-1970s with an ambitious redevelopment plan.

Today, this interesting mix of residential and commercial space is connected by HarborWalk , an attractive walkway along the waterfront, with parks, public art, benches, cafés, interpretive signs, and access to several means of exploring the harbor by cruise boat, ferry, or water taxi. A shuttle boat also runs to the Charlestown Navy Yard .

Although it extends from Charlestown to South Boston – and will expand considerably farther – the part you won't want to miss goes from the North End through the wisteria-draped pergola of Christopher Columbus Waterfront Park , past Commercial Wharf, India Wharf, and Long Wharf , and by Rowes Wharf before curving along the harbor into the vibrant Seaport District to the Institute of Contemporary Art , an art museum dramatically cantilevered above the water.

One of the newest of Boston's many public parks and green spaces, the Rose Fitzgerald Kennedy Greenway fills the swath of downtown Boston left bare by the removal of the elevated Central Artery.

Nearly 1.5 miles of parks and gardens connect several diverse neighborhoods, including the financial district, the North End, Chinatown and Faneuil Hall Market, all just a few steps from the linear park.

Public art, gardens, benches, a farmers' market, food trucks, and playgrounds enliven the park, along with a fanciful carousel of whimsical animals, where children can ride on rabbits, a butterfly, turtle, lobster, or a grasshopper. All 36 creatures on the Greenway Carousel were inspired by drawings made by Boston school children. The carousel is specially designed to be accessible to adults and youth with disabilities.

The Boston Symphony Orchestra gave its inaugural concert in 1881, and its first at Symphony Hall , one of the world's most acoustically perfect concert halls, when it opened in 1900. Over more than a century of history, its conductors have included greats such as Pierre Monteux, Serge Koussevitzky, Charles Munch, Seiji Ozawa, and James Levine.

In addition to its regular symphony season, the hall is home to the Boston Pops Orchestra , which sets an international standard for performances of lighter music. For many visitors, the highlight of a trip is a Pops concert, either in Symphony Hall or at the Hatch Memorial Shell , an Art Deco outdoor music shell on the riverside Esplanade that has become a Boston landmark.

The shell hosts a regular program of concerts and other special events, and is especially famous for the Boston Pop's yearly performance of Tchaikovsky's 1812 Overture on July 4th. Audiences sit on the lawn in front of the shell with views of Cambridge, Back Bay, and Beacon Hill, and the Pops orchestra is accompanied by real cannon fire and ringing Boston church bells.

Following the concert is a spectacular fireworks display over the river; both are televised all over New England. When I lived on River St, a block from the Esplanade, I took my lawn chair and a book to a grassy spot near the Shell at 10 am to get the best spot; now you'll have to wait until noon to stake your claim.

You can go behind the scenes on a tour of Symphony Hall where you'll hear the history and traditions of the Boston Symphony Orchestra, its musicians and conductors.

Address: 301 Massachusetts Avenue, Boston, Massachusetts

A "museum of trees," the Arnold Arboretum is especially colorful in the fall, when the maples are ablaze in reds and yellows, and in the spring, when cherry trees, lilacs, or magnolias are in full bloom. But the Arnold Arboretum is beautiful all 12 months of the year. When the trails through its 281 acres are covered in snow, they are popular places to snowshoe and cross-country ski.

A National Historic Landmark , designed by landscape architect Frederick Law Olmstead, the Arboretum is maintained by Harvard University , which uses it as a teaching laboratory. Along with a wide variety of trees, shrubs, vines, and perennial flowering plants, are exceptional collections of lilacs, azaleas, and rhododendrons; the Bonsai & Penjing Collection is also a highlight.

The Explorers Garden , occupying a small microclimate within the grounds, is home to two of the world's largest Franklin trees, a species now extinct in the wild. Docent-led tours range from quarter-mile introductions suitable for all abilities to a 90-minute Keeper's Tour.

Address: 125 Arborway, Boston, Massachusetts

The 150-acre MIT campus is of special interest to fans of modern and postmodern architecture , a living museum of works by noted architects including Alvar Aalto, Eduardo Catalano, I. M. Pei, Frank Gehry, and Eero Saarinen.

In addition, the campus displays hundreds of sculptures and art installations that you can see with the help of a self-guided walking tour map, by artists such as Pablo Picasso, Henry Moore, Alexander Calder, Jacques Lipchitz, and Auguste Rodin. In the Hart Nautical Gallery are ship models, and the Compton Gallery shows contemporary art.

Address: 77 Massachusetts Avenue, Cambridge, Massachusetts

Official site: www.mit.edu

Most of Boston's major tourist attractions are relatively close to the downtown area and Boston Common, where the Freedom Trail begins. Beacon Hill, Copley Square, and the Waterfront/North End are all within easy reach of these highly-rated hotels in Boston.

Luxury Hotels :

• These hotels are in Boston's most prestigious - and convenient - locations: Copley Square and Beacon Hill. Fairmont Copley Plaza is the Grand Dame of Boston hotels, an elegant and gracious landmark property overlooking Copley Square and minutes from the Public Garden's Swan Boats.
• The intimate Lenox Hotel is known for personal attention in the heart of Back Bay, adjacent to Prudential Center and Copley Square, close to museums and Newbury Street shopping.
• XV Beacon crowns historic and fashionable Beacon Hill, next to the State House and overlooking Boston Common.

Mid-Range Hotels:

• Boston's waterfront extends from the North End Italian neighborhood to the newly blossoming Seaport area, handy to harbor cruises, seafood dining, museums, and historic sites. Boston Marriott Long Wharf overlooks Boston Harbor, close to the New England Aquarium and North End attractions.
• Seaport Boston Hotel guests enjoy sweeping views across Boston Harbor and the downtown skyline, excellent service, and a no-tipping policy in the hotel and its restaurants.
• In a skillfully repurposed brick factory building, Residence Inn Boston Downtown Seaport is steps from the Boston Children's Museum and downtown attractions.

Budget Hotels:

• Even Boston's budget-friendly options are conveniently close to the center. The Revolution Hotel , in the chic South End restaurant and arts neighborhood, has double, triple, and quad rooms, some with shared dorm-style bathrooms.
• Especially handy to sports and entertainment events at TD Garden, Hotel Indigo Boston Garden is an easy walk to the North End and Quincy Market.
• Across the street from the TD Boston Garden, and within walking distance of the North End, citizenM Boston North Station has tech-savvy, soundproof rooms.

Sightseeing:

• For first-time visitors to Boston, the best way to see the attractions and get acquainted with the city layout is to take a Hop-on Hop-off Trolley Tour . This tour stops at all the major tourist attractions and gives you the freedom to stop where you want and see the city at your own pace.

Day Trip to Martha's Vineyard:

• Explore more of the Bay State with a 12-hour Day Trip to Martha's Vineyard , traveling by bus through Cape Cod to Falmouth, before boarding the scenic cruise to the beautiful island of Martha's Vineyard. Here, you'll have six hours to explore the island on your own, or you can add a guided bus tour to see Gay Head Light and the historic village of Edgartown.

Day Trip to Newport:

• See the famous summer palaces of Belle Epoch society on the Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission . On an 11-hour small group tour of "America's First Resort" you'll visit the two most famous mansions, as well as Cliff Walk, Ocean Drive, and St. Mary's Church, where Jack and Jacky Kennedy were married.

If you're looking for a seamless vacation packed with fun adventures and ideal weather conditions, the best time of year to go to Boston is during the late spring and early fall . This is technically Boston's high season.

From May through the end of June , things are starting to warm up nicely. You're looking at highs in the upper 60s to high 70s and more comfortable lows in the 50s. Not too hot nor too cold, these temps are perfect for wandering the streets all day. Still, you'll want to pack layers to be sure you're prepared for the fluctuating temperatures.

The months of September and October also present visitors with optimal highs in the mid-60s (October) to high 70s (September). Lows range between high 40s to high 50s. Again, you'll likely need layers. At this time, you'll witness an impressive sight: vibrant red, orange, and yellow hues envelop the city in the form of fall foliage, especially towards the end of October, rewarding photographers with picture-perfect backdrops.

Boston hotels will be more expensive during this time, and you can expect to see larger crowds of tourists, but overall, late spring and early fall are the best times to visit Boston . Since many of the city's best attractions are outside (i.e. the Freedom Trail and Fenway Park ), you're guaranteed an enjoyable visit that allows you to visit the city's most popular points of interest with ease. Plus, you'll be able to ride a Swan Boat in Boston Common . This "ride" is closed during the cold winter months.

More on Massachusetts

55 Best Things to Do in Boston (+ Travel Tips!)

When we moved to Boston for the summer, we never expected to fall in love with it–but between the beauty of the city, the amazing food scene, and all of the fun things to do in Boston, we ended up leaving at the end of that summer swearing to come back soon–a promise we have since kept with return visits.

As soon as we touched down in Boston, we both loved it. It just felt good. The city was homey and exciting and relaxing and new and familiar all at the same time, in the very best ways.

Immediately, we were head over heels for both Boston and New England as a whole.

We quickly set to work making an aspirational list of all the best things to do in Boston that we hoped to accomplish over our nearly 3 months in the city.

By the end of the summer, we had compiled a huge list of all the best things to do in Boston MA .

Looking to plan a trip to one of the USA’s most historic and fascinating cities? Start here.

Table of Contents

Iconic Things to Do in Boston

Cool museums to visit in boston, neighborhoods to explore in boston, where to get outside in boston, ma, best foodie things to do in boston, more fun things to do in boston, getting around boston, read more about visiting new england (and beyond).

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

Walk the Freedom Trail.

First things first: Boston’s 2.5-mile-long Freedom Trail covers 16 incredible historical sites, primarily centering around the American Revolution.

Check out Paul Revere’s House, stand at the site of the Boston Massacre, climb aboard the USS Constitution, and visit the Old North Church–just to start.

There’s a reason this is at the top of everyone’s list of things to do in Boston!

Some of the sites require a small entrance fee, but outside of that, the Freedom Trail is completely free, though you can book an affordable tour of the trail if you’d like more historical context behind the sights.

Sure, the idea of being led around by a tour guide in 18th-century garb is a bit cheesy, but it’s also lots of fun (and an easy way to learn tons of American history).

You can easily walk the Freedom Trail independently, but a guided tour is relatively inexpensive and can add lots of context to the sights–especially if you’re not from the USA or haven’t cracked open a US History book since high school.

Wander through the Boston Public Garden.

The Boston Public Garden is one of our favorite spots in the city: it’s gorgeous, it’s peaceful, and it’s the perfect place for either a walk or a picnic.

If you’d like to check out the view from the water, the swan paddle boats are an amazing deal in the heart of Boston: $4.50/ride for each adult.

Spend an afternoon in the Boston Common.

Boston Common is impossible to miss on a list of things to do in Boston, if only because of what surrounds it.

Beacon Hill, the Massachusetts State House, Park Street Church, and the Boston Public Garden are all visible from the Common, and Downtown Crossing, the Theater District, Back Bay, and more are all just a short walk away.

Even better, Boston Common is a destination in its own right: the green lawns are perfect for flopping, the food stalls sell (admittedly overpriced) snacks, and you can almost always find a performance going on during the weekends, whether it’s as elaborate as Shakespeare in the Park (we once saw an excellent performance of Romeo and Juliet there) or as simple as one person with an instrument.

Be sure to check out the Frog Pond , too!

This shallow (less than a foot deep) pool is a splash pool for children in the summer, but in the winter, it turns into an ice skating rink–that will be our first stop if we ever get around to visiting Boston in the winter!

Visit the crypt under the Old North Church.

Underneath the famous Old North Church lie 37 tombs that were built between 1732 and 1860, and the crypt that houses them is open for visitors.

Climb down the cramped staircases to learn about how and why this crypt was used. It’s definitely a different atmosphere down there than walking into the Old North Church sanctuary above it!

Tour the Massachusetts State House.

Massachusetts’ beautiful gold-domed State House is free to tour on weekdays from 10:00 AM to 3:30 PM, though you will need to make plans in advance !

If you’re interested in the history of the building, be sure to put this on your list of things to do in Boston.

Get great skyline views.

There is no shortage of opportunities to get great views of Boston’s skyline!

Most popular is the top of the Prudential Center (or “the Pru”).

Once called the Skywalk Observatory, this iconic viewpoint has recently been redone, expanded (multiple decks, a rooftop bistro and bar, etc.), and rebranded as View Boston .

Also making the list are the 14th floor of the Independence Wharf (it’s free, but be sure to bring ID!), the view from the Longfellow Bridge, and the view from the top of the Bunker Hill Monument, which is where the below photo was taken from.

Whatever view you pick, make sure you add a skyline view to your list of the best things to do in Boston!

Book your View Boston tickets today!

Take a tour of Harvard.

Whether you choose to sign up for a student-led tour or you opt to download Harvard’s free walking tour from their website, don’t miss a chance to walk around one of the most famous educational institutions in the world!

While you’re over there, make the time to spend the day in Cambridge .

O ff-campus, Cambridge itself has so much to offer that it really deserves its own blog post one day!

Tours of Harvard are surprisingly inexpensive –if you want a guide, this is a great place to have one!

Wander through the Isabella Stewart Gardner Museum.

The Isabella Stewart Gardner Museum is a beautiful place that is home to Venetian-inspired architecture, remarkable art… and an interesting story.

In 1990, 13 works of art were stolen from this museum in a heist that sounds like something out of a movie: two thieves posed as Boston Police Officers, outwitted the guards, locked them in the basement, and made off with their bounty.

To this day, empty frames hang symbolizing where the stolen art should be displayed, and the museum is offering a $10-million-dollar reward for the return of the art.

Dump tea in the river at the Boston Tea Party Ships & Museum.

We love quirky museum ideas, and this one definitely fits that bill: in the Boston Harbor sits a ship designed to look like one from the 18th century.

Take a tour of the ship and adjoining museum to learn all about the history and implications of the Boston Tea Party, and end the occasion by channeling your inner colonist and participating in one of the most famous things to do in Boston (at least historically speaking): dumping tea into the harbor!

There is also a cafe on site serving, what else, the types of tea tossed into the harbor all those years ago, so stop in if you feel like tasting some!

Book your Boston Tea Party experience today!

Visit the Boston Museum of Science.

In a city home to legendary educational institutions such as MIT and Harvard, it makes perfect sense that the Museum of Science in Boston would be top-notch, and it definitely is.

From robotics to space to fossils to the Hall of Human Life and beyond, Boston’s Science Museum covers a vast array of topics and is sure to have something to interest anyone with an even slightly curious mind.

Visit the Boston Museum of Fine Arts.

The Museum of Fine Arts, or MFA, is home to one of the biggest art collections in the USA.

With nearly 500,000 works of art within its walls, it’s a must-see for any art lover passing through Boston.

Get tickets for the Museum of Fine Arts today!

Go see the Mapparium at the Mary Baker Eddy Library.

If you’re a travel nerd, a map nerd, a history nerd, a geography nerd, or all of the above, definitely make time to visit the Mapparium when you’re sightseeing in Boston.

The Mapparium is an odd exhibit: it’s a gorgeous (and giant) stained glass globe, designed to show all of the continents in their true proportions, unlike typical maps… and you view this globe by standing on a bridge inside of it.

The geographical map is frozen in time to when the Mapparium was created in 1935: the number of countries that have changed names and/or borders in that time is incredible, and Jeremy and I had a blast picking out places we had been that had changed in that last 90 years.

Truthfully, we weren’t sure whether or not this visit would be worth the time, but it far exceeded expectations.

Sadly, they don’t allow photos inside–all the more reason to plan a visit and see it for yourself!

Pay a visit to MIT and the MIT Museum.

If you’re inspired by scientific discovery, it’s hard to imagine a better place to explore in Boston than MIT and the MIT Museum.

Start with walking through the famous campus, either on a guided or self-led tour (information for self-led tours is available for free on MIT’s website ), and then follow it up with a visit to the MIT Museum for incredible exhibitions on cutting-edge scientific research, as well as the history of science!

Visit the Bunker Hill Monument & Museum.

Located a bit further away from the center of Boston than most of the sights along the Freedom Trail, the Bunker Hill Monument was built in honor of the Battle of Bunker Hill, one of the first battles of the Revolutionary War.

If you’re willing to handle a bit of a climb, there are some amazing views of Boston from the top, as well!

We loved visiting, and enjoyed the fact that in spite of its fame, its location a bit further from most other Freedom Trail stops gives it more of an off the beaten path feeling (at least for tourists) while exploring Boston.

Explore Back Bay.

Beautiful mansions, plenty of trees, and trendy restaurants: what more could you want?

Back Bay is one of Boston’s trendiest neighborhoods and absolutely worth adding to your list of what to do in Boston. 

If you’re looking for restaurant ideas in the area, Buttermilk & Bourbon for brunch (order the biscuits!) and La Voile for lunch or dinner are excellent options.

Here are a few of the best things to see in Back Bay!

Boston Public Library

The reading room of the Boston Public Library is both incredibly beautiful and free to visit.

Be sure to stop by when looking for all the best things to do in Boston!

Trinity Church

Founded in 1733, Trinity Church is one of Boston’s most historic churches and important churches–though the original building has long since burned down.

The current stunning structure dates to the 19th century.

Commonwealth Ave.

This gorgeous tree-lined avenue is home to some of the most beautiful homes in Boston, and is definitely worth a peek.

Newbury Street

Newbury Street is one of Boston’s premier shopping streets, chock full of boutiques, restaurants, and small shops (including a Harry Potter-themed one!). 

Bibliophiles, be sure to duck into Trident Booksellers & Cafe while you’re there.

Copley Square

As one of the most important public squares in Boston and home to a tasty farmer’s market, Copley Square is located right next door to the Boston Public Library.

Explore the North End.

The North End is Boston’s most famous neighborhood, historically known for its Italian charm .

Though the tourist trap restaurants outnumber those serving genuine Italian food these days, the neighborhood itself is still incredibly beautiful and charming to walk through –it features some of my favorite architecture in Boston, perhaps second only to Beacon Hill.

Be sure to stop into one of the Italian grocery stores, grab some sweets (we can attest to how tasty Modern Pastry is), and visit Paul Revere’s house and the Old North Church while here!

Wander through Beacon Hill.

Beacon Hill is one of the USA’s oldest and prettiest neighborhoods.

Be sure to check out Louisburg Square for some idyllic homes, and Acorn Street for oodles of photo opportunities .

Popular Acorn Street just may be the prettiest of all the places to visit in Boston for photos. It’s also one of the most iconic streets in the country .

Charles Street in Beacon Hill is also home to plenty of boutiques and restaurants, making this a great place to stop for a meal.

Visit the USA’s first public beach at Revere Beach.

Growing up in suburbs in the USA, we still occasionally get excited by all the different things that can be accessed by public transportation around the world–and we get even more excited when that variety happens at home in the United States.

In Boston, you can take the T directly to the United State’s first public beach–you can’t ask for an easier way to access Revere Beach!

Stroll along the Harborwalk.

No visit to Boston could be complete without seeing a piece of its gorgeous Harborwalk. Enjoy both views of the city and views of the harbor itself while walking along the coastline.

Though, since the Harborwalk is a whopping 47 miles long, you certainly don’t need to visit more than a small section of it to appreciate its beauty.

Check out the Arnold Arboretum.

Want to get away from the hustle and bustle of the city for a bit?

Head to the Arnold Arboretum: belonging to Harvard University and acting as the second largest “link” in the Emerald Necklace that surrounds downtown Boston, this is a beautiful place to unwind.

Take sailing lessons on the Charles River.

Sadly, we didn’t get a chance to cross sailing lessons off of our things to do in Boston list this summer–with how much traveling we wanted to do on the weekends, we knew it would be too ambitious to try to fit it in.

Whenever we pass by the small student boats bobbing on the water, though, we feel a pull toward them!

If the weather is right, be sure to try your hand at sailing while in Boston. Sailing packages of all sizes are available right on the Charles River.

Walk along the Charles River Esplanade.

The Charles River Esplanade stretches along the southern bank of the Charles River, near Back Bay.

It’s the perfect place for a jog, a picnic, a long walk, or–on the Fourth of July–to watch the fireworks from.

We opted to watch the fireworks in Cambridge rather than fight the crowds on the Esplanade, but there’s no doubt that if you’re willing to secure a place early, you’ll have a great time watching the Boston fireworks from the Charles River Esplanade.

Take a day trip to the Boston Harbor Islands.

Boston’s Harbor Islands are a great place to go to feel away from the city (but not so far away, as you can see the skyline from some islands!).

Enjoy a trail, hang out on a beach, or climb to the top of the lighthouse.

Whatever island and activity you choose to add to your list of things to do in Boston, the Boston Harbor Islands are sure to make a great, quick escape from the bustle of the city.

Take a day trip to Salem.

From the history of the Salem Witch Trials to the slightly-less-macabre history of Salem as a port city to plenty of fun restaurants and shopping, Salem is an easy and fun day trip from Boston.

Located less than an hour away by train, Salem is an incredibly simple day trip and well worth adding to your list of things to do in Boston!

Check out the Boston Public Market.

Don’t make the mistake of going to the Boston Public Market with anything but a completely empty stomach: this is a place that you eat your way through.

Whether you’re craving a bagel, a pastrami sandwich, a Union Square Donut, ice cream, gourmet popcorn, or something else entirely, there will be plenty to eat here.

If you’re headed home afterward, feel free to pick up some meat, cheese, fresh produce, or any number of other products to take home as well.

Visit Haymarket.

On Fridays and Saturdays, the outdoor Haymarket opens for business next to the Boston Public Market.

Piles and piles of fresh fruits and vegetables are sold at competitive prices–just as they have been since 1830.

If your trip to Boston coincides with Haymarket, be sure to add this to your list of what to see in Boston!

Grab a drink at the Bell in Hand Tavern.

The Bell in Hand Tavern holds the distinction of being America’s Oldest Tavern, having poured its first drink in 1795.

The Tavern is famous for its ale, and the burgers and Boston Creme Pie aren’t bad, either!

Grab afternoon tea at the Boston Public Library.

The Boston Public Library (including its awe-inspiring reading room, intricate architecture, and delightful courtyard) is indisputably gorgeous and worth a visit.

Less well known is the fact that The Courtyard Restaurant, located on-site, serves a beautiful afternoon tea!

Make reservations for Tuesday-Sunday for an unusual library experience.

Try the original Boston Creme Pie and original Parker House rolls at the Omni Parker House.

In the heart of downtown Boston lies the oldest continuously operating hotel in the United States, which is dripping with opulence and worth stepping inside just to see it.

The Omni Parker House has played host to guests such as Charles Dickens and Nathaniel Hawthorne.

Its carbs, however, are the real highlight: Parker’s Restaurant is the birthplace of both Parker House Rolls and the Boston Creme Pie, both of which were delicious when we tried them in their original home.

Go see Faneuil Hall & Quincy Market.

… But you’re probably not going to want to buy anything.

These historic markets and their surrounding area are about as touristy as you can get: high prices, gimmicky items for sale, and questionable quality of food for sky-high prices.

However, the buildings are beautiful and the history neat, and since they are located right on the Freedom Trail, be sure to stop in and have a look!

Tour the Samuel Adam’s Brewery.

Want to try a classic Boston beer right where it is botn??

Add the Samuel Adam’s brewery tour to your list of fun things to do in Boston!

For obvious reasons, make sure you bring your ID with you to this tour.

Ride the oldest subway in the USA.

The Green Line on “the T” (Boston’s subway and tram system) is the oldest in the country: specifically, the area between the Boylston and Park Street stops.

Luckily, this is right in the middle of Boston’s tourism center, so you’ll almost certainly end up here without trying while exploring the many things to do in Boston.

Drive past the best things to see in Boston on a Duck Tour.

Cheesy and touristy beyond belief, if you’re looking for a fast and easy way to get around the city and see some of Boston’s historical attractions quickly, a Duck Tour is worth considering.

Why is it called a Duck Tour? Because the truck you ride in… is also a boat!

Part of the tour takes place throughout Boston’s roads, and the rest of it takes place from the harbor itself.

Book your Boston Duck Tour today!

Pause to reflect at the Holocaust Memorial.

The New England Holocaust Memorial is not only incredibly beautiful, somber, and well put together, it is right in the heart of the city.

T he memorial is across the street from the famous Bell in Hand Tavern, and if you’re hitting major tourism hot spots along the Freedom Trail, you’ll undoubtedly be very close by.

Take a Harbor Cruise.

Boston’s skyline is beautiful from the water, and taking a cruise on the harbor is a perfect way to appreciate it!

Go on a basic group cruise to experience the sites, opt for a luxurious private, catered cruise at sunset, or anything in between!

For a less expensive harbor cruise, this sunset cruise is a great option!

Visit the New England Aquarium.

The New England Aquarium is now arguably our favorite aquarium in the world, and visiting it is one of our favorite things to do in Boston. It’s also an unmissable experience if you’re visiting Boston with kids !

Not only does it use water from the harbor in some of its exhibits and have an enormous focus on conservation, and it’s also home to our favorite marine animal of all time: penguins.

The New England Aquarium is home to 3 different species of penguins, and they are all absolutely adorable. Be sure to stop by at penguin feeding time (11:00 AM and 2:30 PM) to see these guys get really excited!

After, be sure to head up to the top of the 4-story Ocean Life tank–see if you can spot Myrtle the sea turtle while you do!

Want to avoid waiting? Purchase a skip the line aquarium ticket before you get there!

See a show.

From elaborate theater productions to the ballet, to the symphony, Boston has no shortage of shows to see. Check what’s in season when you’re coming to Boston and set aside one night to enjoy a show!

During our summer in Boston, we saw Wicked at the Boston Opera House.

The Boston Opera House is incredibly gorgeous, more than I would have even imagined–it would not look out of place in any European capital city.

We also hit the park one night for Shakespeare in the Park and saw (for free!) a wonderful production of Romeo & Juliet in the Boston Common .

If Shakespeare in the Park is going on during your visit, don’t miss this awesome free show in Boston!

Stargaze at the Coit Observatory.

Most Wednesday nights (weather permitting), the Coit Observatory at Boston University opens to the public to let people learn about astronomy and observe the night sky using telescopes and binoculars available on location.

Even better? This is a free event–if you can get tickets .

The events do “sell” out, so be sure to book in advance through the observatory’s website when you’re planning what to do in Boston!

Visit the Brattle Book Shop.

Brattle Book Shop is a fantastic stop for anyone who loves independent bookstores: on nice days, their bargain books are all set up outside in an empty lot next to their building, with a simple pricing structure: $1, $3, or $5 per book, depending on the color of the sticker.

If you head inside, you’ll not only find even more books, you can check out the posters for the rare books that are for sale as part of their collection.

Ever considered spending $150,000 on a book?

Me either, but apparently someone did: that book’s poster had a “sold” sticker on it.

Check out the Spite House.

Also known as the “Skinny House”, the Spite House is not only a fun site to see, it has a great story to go with it.

As the story goes, during the American Civil War, two brothers inherited some property. One brother was away serving in the military, and the other brother took the opportunity to take over the inheritance, building a house big enough that he was certain his brother wouldn’t have room for a home of his own.

When the second brother returned from the war, he built the narrow “Spite House” on what was left of the property, blocking light and views from reaching his brother’s house.

The Spite House is located directly across the street from the Copp’s Hill Burying Ground, so if you’re walking the Freedom Trail, you won’t miss it!

Want to learn some of Boston’s darker secrets? Check out this ghosts and graveyards tour –Boston is easily one of the best cities in the USA to take a ghost tour in!

Eat all the Boston Creme Pie.

Boston’s most famous dessert lives up to the hype: even if you don’t make it to Omni Parker House for the original one, be sure to order at least a couple of these around town during your trip to Boston!

Catch a ball game at Fenway Park.

Boston’s Red Sox are famous: loved by some, hated by others, they remain one of the most famous baseball teams in the United States.

Head to Fenway Park for one of the most classic things to do in Boston: catch a game and eat a Fenway Frank.

Be sure to check the game schedule and buy tickets before the day you plan to visit (and if you’re a big baseball fan who happens to be in town when the Red Sox aren’t playing, you can also opt to tour the park instead).

Boston is a walking city at heart–expect to be on your feet a lot when you are exploring things to do in Boston. Its walkability is one of our favorite aspects of the city!

When you’re not walking, you’ll likely be on a train (or perhaps a bus): pick up single tickets, a one-day link pass, or a seven-day link pass at any T station.

CharlieCards (which are what the locals use) and CharlieTickets (a visitor-focused version of the CharlieCard) are available only at some stations–you need to get them directly from an MBTA employee.

For a short trip, however, I wouldn’t worry about it: just pick up a pass. Single rides are $2.40 one way, so if you’re going to be hopping around sightseeing, a one-day pass ($11.00) or seven-day pass ($22.50) will almost certainly be a better deal.

Uber and Lyft both have a presence in the city, though Uber is much more prevalent and has many more drivers. Cabs, of course, are available as well.

One thing we would not recommend in Boston? Driving.

The streets are not laid out in a typical grid pattern, making it confusing to get around. Traffic is congested. Parking is incredibly expensive. Just… don’t drive, unless you’re heading out of Boston to some of the small towns in Massachusetts . It’s not necessary!

We have grown incredibly passionate about Boston over the summer: it is a beautiful city, it’s packed with more US history than arguably anywhere else in the world, it is home to delicious food, and is overall an inviting and fascinating place.

True, we’re not in a hurry to move here and contend with the prices and the winter on a full-time basis, but Boston is now ranked among our favorite cities in the world, and we will definitely be back .

( 2024 update : we’ve definitely been back to Boston since that first summer, and now consider Boston one of the dozen or so cities that we’ll never be finished revisiting).

After all, there’s no chance of us running out of incredible things to do in Boston!

Even this very long rundown of Boston bucket list ideas doesn’t cover it all–no one post possibly could–but there’s more than enough here to fill up a first trip, second trip, and beyond.

Excited to hit the road soon and ready to keep planning your trip?

You can browse  our 100+ blog posts about traveling in the USA here , or check out these guides:

• How to Spend One Perfect Day in Boston, MA (Itinerary + Tips!)
• 25 Best Christmas Vacations in the USA
• New York in 2 Days: The Perfect Weekend in NYC Itinerary
• 17 Fun Weekend Getaways from Boston
• 15 Cool Cities Perfect for Weekend Getaways in the USA

About Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

27 thoughts on “55 Best Things to Do in Boston (+ Travel Tips!)”

Such a detailed description!! USA is on my list to visit soon. I’ve heard nice things about Boston from my friends, would love to cross all the things you mentioned in the post!!

I think Boston is a great city for a first-time visit to the USA! So much of our Revolutionary War history is here, and Boston is a great jumping off point for the rest of New England, NYC, Niagara Falls, and more.

I’ve wanted to go to Boston for a while. That skyline is pretty spectacular and I would love to tour Harvard. I’m a huge baseball fan and grew up going to games, so I’d be down for a trip to Fenway to see the Green Monster in person, and hopefully catch a game while I’m there, even though I’m no Red Sox fan. Plus, I’m a huge history buff, so taking a historical tour would be super awesome as well!

Sounds like Boston would definitely be right up your alley! Hope you get the chance to visit soon. :-)

Wow. 39 things to do in Boston. I’m sure you were fulfilled exploring these sites

We definitely had an even bigger list than we could handle! :-)

Huge list of things to do in Boston. For me it was only for Harvard and MIT, but your post throws light on many other places which I did not went in my last month’s tour to Boston. Walking around the Beacon Hill might be my first choice to get a glimpse of oldest neighbourhood of US.

You would definitely enjoy a visit to Beacon Hill! It’s a gorgeous place.

My friend lives here and although I was never really partial to the New England States, I can say Boston is pretty amazing. I will say one thing you missed that you would totally love is the Mapparium in the Mary Baker Eddy Library! It’s a huge stained glass globe! Pretty neat actually. I want to go back and explore more of Boston though because I’m usually on there for a long layover. Great ideas!

It never would have occurred to me to plan a trip here, either, but I’m sure happy to sing its praises now! The Mapparium is one of my favorite under-the-radar exhibits I’ve seen in a long time.

We missed Boston on our last trip to America and reading this I am so gutted we did! I will definitely head back and visit this gorgeous city next time we are there ! Thanks for sharing!

All the more reason to plan another visit to the USA, right?!

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The top of my list for Boston would be to try a Wahlburger, I’ve seen Wahlburgers on TV and would love to try one. I visited Boston about 20 years ago and it didn’t exist then. The image you took of the Boston fireworks is spot on! I’m sure I’ve seen Arnold Arboretum is movies, maybe Legally Blonde?

There’s never a bad time for a burger!

Wow there is soo much to do! I think personally for me though I would want to do the freedom walk trail! Not only are you seeing amazing sites but learning about soo much history! Awesome write up!

Thanks, David! You definitely can’t go wrong with walking the Freedom Trail.

Oh my word, I had no idea there was so much to do in Boston! I’d only really heard of the big players such as MIT & Harvard and wanted to visit for those alone. It’s great to know there is so many other things to do there when I finally visit!

You definitely won’t run out of things to do, Vicki! :-)

I live in the Boston area and I loved this list. Sometimes I forget all the fun things there are to do here. Thanks! Glad you enjoyed our city!

It’s definitely easy to overlook our hometowns, right? You live in an amazing place!

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Hi Kate. We are driving into Boston for the day. Want to see as much as we can in one day. Where should be park our car for the day and do you recommend the hop on and off tour?? Thank you

For convenience, you can’t beat the Boston Common Garage–it’s located right under the park, and you’ll be in the heart of the city right after exiting the garage if you park there (the Common, Public Gardens, Downtown Crossing, several stops on the Freedom Trail, Beacon Hill, etc, are all right there).

I’d say the Hop On/Hop Off tour depends on your needs–we love to walk the city and don’t mind using the T (Boston’s subway system) to get around, so wouldn’t choose to use it with one day in Boston. However, if your goal is to see the most stops in the shortest amount of time it can be helpful. I’d recommend mapping out your top 5-10 things that you want to see in Boston and seeing how much walking that would be. If it looks untenable, consider the tour. :-)

I moved to Boston 5 years ago and have done everything on your list except two things. I just added those to my to-do list. Your list is spot on. Next time you visit, add walking the Rose Kennedy Greenway. It has a self guided tour . See the Seaport area too. Great views of the water, and lots of great restaurants. Lastly, for those who enjoy beer, there’s 4 breweries within walking distance. Night Shift, Harpoon, Trillium, and Commonwealth Brewery.

Great list, even for those of us who live in the Boston area. One of the best things about Boston is how well situated it is in the compact area of New England. Within an hour or two you can be in the mountains of NH, ME, or VT, the beaches of Cape Cod and the Islands, the splendor of Newport, RI, and its mansions and cliff walk, the rolling hills of the Berkshires in western Mass. with Tanglewood and other cultural attractions. There is so much to see and do – and easy to do a lot of it in a relatively short amount of time. And nobody beats our region of the country for breathtaking fall foliage!

Mt. Auburn Cemetery is a spectacularly pretty peaceful spot all year round. Great mix of history, great landscaping and even a fave with birders.

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