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Beyond Boston

16 breathtaking weekend getaways from boston in winter.

While there are plenty of magical winter things to do in Boston , sometimes you just want a weekend away from the city. Luckily, Boston is surrounded by quaint small towns, breathtaking mountain views, and cozy cabins.

Here are some of the prettiest winter getaways you make from Boston, split into two sections for skiing-focused destinations and those for non-skiiers. Stay till the end for a free, interactive map of all these spots!

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Table of Contents

Winter Weekend Getaways in Boston (Non-Skiing)

New hampshire ice castles.

Driving time: 2 hours

The New Hampshire Ice Castles are made entirely of thousands of hand-placed icicles. You’ll find this Instagram sensation in Woodstock, New Hampshire, which is a small town right in the White Mountains.

The Ice Castles aren’t the only attraction during your visit; there’s also a small tubing area and enchanted forest walk, which are free with your ticket, and sleigh rides for an extra fee.

While I wouldn’t recommend going out of your way just to see the Ice Castles, there’s plenty more to explore in the area, from hikes to skiing.

Where to stay: This dog-friendly riverfront condo  sleeps up to 8 and has access to a pool, sauna, weight room, and game room. It’s in North Woodstock, which is extremely close to the Ice Castles. The Notch Hostel is also a good budget option, with private and shared rooms in a classic New England home. There are two full kitchens that guests can share. The hostel is just down the road from the Ice Castles.

White Mountains, New Hampshire

Driving time: 2-3 hours

While the White Mountains are most popular for their fall foliage, they’re beautiful in the winter as well. If you’re not into hiking or skiing, you can still go on off-road tours, take the scenic Mt. Washington Cog Railway (that goes up the highest peak in the Northeast!), or wander the quaint small towns.

If you are into hiking, some popular trails in the winter include:

• Lonesome Lake  (3.1 mi, 1000 ft gain)
• Mt. Willard  (3.1mi, 900 ft gain)
• Arethusa Falls  (4.9mi, 1600 ft gain)

Just be sure to layer up and consider trekking poles or Yaktrax if the trails are icy.

Where to stay: The Inn at Jackson is the former summer home of the Baldwin piano family and is near Mt. Washington, the tallest mountain in the Northeastern US. For a more traditional option, try Comfort Inn & Suites North Conway , a charming town that’s a popular starting point for visits to the White Mountains.

Getaway House

Driving time: 1 hour 10 minutes

If you want to disconnect for the weekend, Getaway House has cozy cabins 1-2 hours outside of Boston, with the closest outpost at Bear Brook State Park in New Hampshire. Each cabin has 1-2 beds, a lockbox for your phones, running water, and a small kitchen.

The cabins have a large window next to the bed, where you can awaken to a stunning winter view.

Newport, Rhode Island

Driving time: 1 hour 20 minutes

Newport is a bustling seaside town with restaurants, local shops, and historic colorful houses. The shopfronts are especially quaint with the holiday decorations and a dusting of snow.

Just a short drive outside the town, you’ll find impressive late 1800s and early 1900s mansions along the coastline. One of the most popular to visit is The Breakers , the Vanderbilt family’s former summer residence. The interior feels like a European palace with columns, chandeliers, sculptures, and decorative ceilings.

If you’re a more active traveler, you’ll enjoy the Cliff Walk , a 3.5-mile path along the ocean that passes by famous attractions like The Breakers, Salve Regina University, and Ochre Court (another mansion). Keep in mind that while the trail is partly paved, there are rocky sections and places where you may need to scramble.

Where to stay:  This private suite is conveniently-located in the city center, or if you want a traditional hotel experience, try the top-rated Serenity Inn Newport in a Victorian home, also in the city center.

Kennebunkport, Maine

Driving time:  1 hour 30 minutes

Kennebunkport is a historic fishing village that’s now known for its beaches, lighthouses, seafood, and artist community. In the winter, stroll through the quaint town and browse through the local shops and artist studios.

In the winter, Kennebunkport puts on an event called the Christmas Prelude during the first two weeks of December. There are tree lighting ceremonies, caroling, and parades. With the Christmas decorations, the town looks like it’s straight from a New England storybook. In fact, Kennebunkport may be one of the best options if you’re looking for festive photo ops (it’s actually an Instagram favorite).

Where to stay:  There’s nothing that oozes those New England vibes more than this historic home with white siding and black shutters. The home is just a short walk from Dock Square, the center of Kennebunkport. For a more modern interior, stay at King’s Port Inn , also close to the town center.

The Berkshires, Massachusetts

Driving time: 3 hours

The Berkshires is a region in Western Massachusetts best known for its mountains, farmland, and quaint towns. In the wintertime, the mountains are perfect for snowy hikes or skiing, but you can also visit the many historic towns and their museums.

For hiking, consider Mt. Greylock, the tallest point in Massachusetts. Some of the trails on Mt. Greylock are actually part of the Appalachian Trail! If you don’t like hiking, you can also drive to the peak.

For small towns to visit, stop by Stockbridge and Lenox. Stockbridge is full of cute shops and restaurants, and it’s also home to the Norman Rockwell Museum . The main attraction in Lenox is Edith Wharton’s home, called  The Mount .

If you like contemporary art, you may also want to visit North Adams for Mass MoCA (Massachusetts Museum of Contemporary Art). It’s actually the largest center for contemporary visual and performing arts in the US.

For more Berkshires recommendations, check out my outdoorsy weekend itinerary .

Where to stay: This dog-friendly riverfront condo sleeps up to 8 and has access to a pool, sauna, weight room, and game room. You might also like The Notch Hostel , which has private and shared rooms in a classic New England home.

Burlington, Vermont

Driving time: 3 hours 15 minutes

Burlington is the largest city in Vermont, which says a lot as the population is under 45,000. This small city is located right on Lake Champlain, making for breathtaking sunsets with the mountains in the distance (stop by Battery Park for a great view).

The downtown area is quite bustling, featuring restaurants, boutiques, sporting goods stores, and more. The city was the first to run entirely on renewable energy, and you’ll notice an emphasis on sustainability throughout the town, especially with the many thrift stores and even used gear sections in sports stores. Besides that, you’ll find the original Ben & Jerry’s scoop shop, independent bookstores, breweries, and more.

Where to stay:  This private suite has free parking and is walking distance from the city center, or you might like the modern Hilton Burlington Lake Champlain with a stunning view of the water and mountains.

Montreal, Canada

Driving time: 4 hours 45 minutes

You can even leave the country for a weekend getaway! Montreal is less than a 5-hour drive away, and the Quebec province of Canada is stunning in the winter.

Enjoy winter sports like tubing, snowshoeing, ice skating, and skiing on Mont-Royal, the hill overlooking the city. To stay warm, you can explore RÉSO, the underground network that spans an impressive 20 miles and features metro stations, shops, restaurants, and more.

Foodies will appreciate poutine, a traditional dish of fries doused in gravy and sprinkled with cheese curds. Maple taffy is also a winter classic, which is frozen maple syrup wrapped on a popsicle stick. If you’re plant-based, there are a large number of amazing restaurants and adorable cafes as well.

For more activities in Montreal, check out my winter guide to Montreal .

Where to stay: Hotel Bonaventure is right next to the train station and is a short walk from the Old Town and downtown Montréal. They have a heated outdoor pool open year-round, plus a hot tub and sauna. For a more budget stay, try Auberge Alternative . This hostel is right in the Old Town and just a few blocks from the Notre-Dame Basilica. You can book a shared room, or a triple room as a group (or by yourself). Prices are pretty reasonable even if you book a triple room for one person.

Providence, Rhode Island

Driving time: 1 hour, or 30 minute to 1 hour train ride

Providence is a small city home to Brown University, a member of the Ivy League, and the Rhode Island College of Design. Brown’s campus is lovely and worth a stroll around, and you may also want to stop by the nearby Providence Athenaeum . This library basically screams “insta-worthy” and is full of cozy reading corners and study spaces. Afterwards, take a stroll along Benefit Street (right in front of the Athenaeum), which is known for its picturesque historic houses.

One of the most famous Providence attractions is  WaterFire , which runs until early December each year. There are many braziers along the river, which are basically metal containers used to burn firewood. WaterFire is an evening event where all these braziers are lit up. It’s a bit of a strange experience, and feels kind of creepy at times (almost like a satanic ritual haha). The music was spooky, and the people lighting the fires are often dressed in all black. Regardless, the riverfront is especially beautiful with the light of the fire.

Where to stay: You might like this historic apartment near Brown and RISD , or if you’re feeling extra adventurous, this yacht in a private marina .

Popular Skiing Destinations (non-skiiers, don’t skip these!)

The Northeast has plenty of ski resorts where you can go skiing, snowboarding, tubing, and more. Here are some local favorites.

Mt. Wachusett , Massachusetts

Driving time: 1 hour, or 2 hour train ride

While the Blue Hills are the closet ski area to Boston, they’re not much of a getaway at a 20-minute drive from the city. Mt. Wachusett strikes the balance of being just far enough away to feel like a change of scenery, but close enough that you can actually still access it from the Commuter Rail (there’s a weekend shuttle that runs between Wachusett Station and Wachusett Mountain Ski Area in the winter).

Where to stay: Even if you don’t like skiing, you might enjoy renting a cozy cabin a more rural part of Massachusetts, such as this lake house . Check out other apartment rentals near Wachsett Mountain .

Stowe, Vermont

Stowe is one of the most picturesque towns in New England in the winter, making you feel as if you’ve stepped into an alpine town. While Stowe is perhaps best-known for its ski resort , you’ll have plenty to do even if you don’t want to go skiing.

Wander downtown Stowe and admire the holiday decorations, shop small, and sample craft beer at brewery. If you’re an ice cream fan, you also can’t miss the Ben & Jerry’s factory only a 15-minute drive away.

Where to stay: If you loved The Sound of Music , don’t miss the chance to stay in the Trapp Family Lodge , owned by the actual von Trapp family. Featuring Austrian-style architecture, the lodge is nestled in the mountains and is a short drive away from Stowe Mountain Resort and the town of Stowe. Otherwise, enjoy this luxury studio with easy access to the ski slopes—in fact, the Over Easy Gondola is right at the property. There are many other amenities, including a heated pool, outdoor skating rink, and adventure center with climbing walls.

Bretton Woods , New Hampshire

Driving time: 2.5 hours

Also in the White Mountains, the Bretton Woods ski area is the largest in New Hampshire, and it offers a more all-inclusive experience with lodging on-site at the Omni Mt. Washington Resort (though you can always stay elsewhere). You can go skiing, snowboarding, Nordic skiing, and snowshoeing. There’s even a ski terrain park for you to practice some stunts.

If you’re not into skiing or snowboarding, or the trail conditions aren’t great, take a ride on a fat bike, which has thick enough tires to glide across the snow. Or, take a scenic gondola ride through the mountains.

Where to stay:  The Omni Mt. Washington Resort has a Renaissance-style hotel whose white and red architecture looks regal against the impressive mountains. Amenities include a spa, multiple restaurants and bars on-site, indoor pool and hot tub, and more.

Loon Mountain Resort , New Hampshire

Loon Mountain is in Lincoln, New Hampshire, a popular starting point for exploring Franconia Notch State Park and the White Mountains. Loon Mountain offers skiing, snowboarding, tubing, cross-country skiing, snowshoeing, sno-go (like bike-skiing), and gondola skyrides.

The nearby town is full of restaurants, breweries, sports stores, and more.

Where to stay: InnSeason Resorts Pollard Brook . This resort in Lincoln is near Loon Mountain and has a gym, indoor pool, and arcade room. You might also like this riverfront condo with mountain view . This condo sleeps up to 4 and is homey and comfortable. Located in Lincoln, you’ll get a view of the Loon Mountain ski slopes. The complex also has an indoor and outdoor swimming pool, hot tub, and arcade room.

Gunstock Mountain Resort , New Hampshire

Driving time: 1.75 hours

Located in central New Hampshire, Gunstock Mountain offers trails of all difficulties with a view of Lake Winnipesauke in the distance. You can go skiing, snowboarding, tubing, or cross country skiing.

Where to stay:  This condo with a view sleeps four and has a fully-equipped kitchen and access to a gym and game room. It’s a 20-minute drive to Gunstock mountain.

Pats Peak Ski Area , New Hampshire

Driving time: 1.5 hour drive

Pats Peak offers skiing, snowboarding, tubing, and snowshoeing in southern New Hampshire. The local town, Henniker, is small but charming.

Where to stay:  This lakeside home sleeps four and has everything you need for a relaxing weekend, including a kitchen, books to read by the fire, fishing poles, kayaks, and more. You’ll be just over 6 miles from Pats Peak.

Nashoba Valley Ski Area , Massachusetts

Driving time: 45 minute drive

Nashoba Valley Ski Area has a smaller mountain than what you’d find in New Hampshire, but it’s one of the closest to the Boston area. Go skiing, snowboarding, or tubing. This ski area is known as being great for families and beginners.

Where to stay:  Residence Inn in Westford is a 2-minute drive from the Nashoba Valley Ski Area. Each room has a kitchen, but there are also restaurants and diners within a few minutes walk of the inn.

Map of Winter Getaways from Boston

Let us know if there are any others you’d add to this list. Stay warm this winter season!

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9 Spectacular Must-Do Day Trips From Boston (2024 Guide)

• Last Updated: February 4, 2024

Looking for fun things to do near Boston? Here are some of the best day trips from Boston to experience more than just the city !

There are a plethora of reasons why Boston is so well-loved and frequently visited. From hosting the famous Boston Marathon to its rich history dating to 1630, Boston is a place of wealth and prosperity. 

Considered the birthplace of the American Revolution by many, Boston was the starting destination of the American Revolutionary War when the siege of Boston began in 1775.

As a result, it is one of the most historic cities in the nation, the perfect place for history buffs to learn more about the rich history of America and the city known as the “Cradle of Modern America.” 

Though its historical features lure in many visitors every year, there is more to Boston that makes it such a prevalent travel destination.

People come to taste its famous New England clam chowder, walk its cobblestone streets surrounded by historic architecture, and sit down for a Boston Red Sox ballgame at Fenway Park, the oldest ballpark in the United States. 

And only a short trip from lovely Boston are some of the best attractions and unique cities to explore while in town. Give our list of the best day trips from Boston a read to see some of the nation’s most eye-catching sights and enriching activities! 

Check out our ultimate 3 days in Boston itinerary for fun things to do in the city.

Table of Contents

What Is There To See and Do?

Getting there and away, best time of year to visit, the 9 best day trips from boston.

While in Boston, take the time for a day trip to some of the most noteworthy attractions and locations nearby.

Though some of these places are also perfect for full weekend getaways, they can also be done as day trips if you’re short on time or would rather relax at your accommodation in Boston .

From sinking into the New England charm of Rhode Island to hiking one of the United States’ most popular parks at Acadia National Park, our curated list of day trips from Boston is sure to pack on the memories you’ll cherish forever! 

The best way to get around is to rent a car and explore on your own! We recommend Rental Cars , which has the largest range of vehicles for the best value on the market.

Rhode Island

• Distance from Boston: 71 miles/114 km
• How Long it Takes: 1½ hours

Rhode Island is a popular travel destination with 400+ miles of scenic coastline, fresh seafood, and New England charm. Though known as the Ocean State, Rhode Island is one of the world’s leading jewelry manufacturers. It produces 80% of America’s costume jewelry. 

The state’s allure continues to attract visitors to explore its enchanting villages, scenic hiking trails, and local shops.

Others travel to Rhode Island to taste the official state drink of coffee milk, a delicious combination of sugar, milk, and hot coffee. The drink dates back to the 19th century when Italian immigrants introduced their culture to Rhode Island. 

Full of historical sites, impressive art galleries, and local stores and breweries, there are plenty of top things to do in Rhode Island!

Top activities in the state include:

• The Breakers
• Rogers Williams Park Zoo
• Fort Adams State Park
• Providence Performing Arts Center
• Walking tour in Downtown Providence

Popular walking and hiking trails:

• Castle Hill Lighthouse (Newport)
• Cliff Walk (Newport)
• Beavertail State Park (Jamestown)
• Carr’s Pond & Tarbox Pond Trail (Coventry)

Take a direct route by train from Boston to Providence on the Amtrak Acela. Bus rides are available at South Station in Boston that head to the Convention Center in Providence, Rhode Island. 

Another option, though much more expensive than the others, is grabbing a taxi. A rental car is also a great way to do this day trip!

Fall is considered the best season to visit Rhode Island to avoid crowds and relish the fantastic fall foliage. During this time, the weather is favorable, expenses are cheaper outside of tourist season, and the crowds are much smaller. 

Mystic, Connecticut

• Distance from Boston: 100 miles/160 km
• How Long it Takes: 2½ Hours

Founded in 1654, this quintessential New England town of Mystic, Connecticut, is one of the most fantastic day trips or weekend trips from Boston!

Mystic features two of Connecticut’s most visited attractions: the Mystic Aquarium and the Mystic Seaport Museum. The Mystic Aquarium is one of two aquariums in the United States that exhibits Steller sea lions. It is the only aquarium with beluga whales in New England.

The Mystic Seaport Museum is the largest maritime museum in the nation, touted for its impressive collection of artifacts of boats and sailing ships. 

Mystic is one of Connecticut’s most charming, historic towns. Its downtown area full of historic buildings, museums, and nautical village ambiance was used for the locale of Mystic Pizza , a film featuring Julia Roberts. 

There is a wide selection of activities to enjoy in Mystic, but here are some of the most popular to check out when you visit! 

Top sights include:

• Mystic Aquarium
• Olde Mistick Village
• Mystic Seaport Museum
• Mystic Museum of Art

The best option for getting to Mystic on a day trip from Boston is taking the train to the Mystic Amtrak. The only other option is renting a car and driving yourself.

The recommended time to visit Mystic to avoid the raised costs of tourist season is from March to May. The most expensive time to travel to Mystic is in the summer and fall when tourism to the village is high.

This is also the best time to participate in many of Mystic’s outdoor activities, so if you’re looking to spend your time outdoors, we recommend the fall from September to October when the weather is ideal. 

Read next: The 21 Best Things To Do In Boston, Massachusetts

White Mountain National Forest

• Distance from Boston: 128 miles/206 km

Part of the northeastern United States in New Hampshire, the White Mountain National Forest is one of two national forests in New England. If you love hiking and nature, this is an epic day trip from Boston to try!

Or if you have more time to spare, it’s the perfect place for a lovely weekend getaway. The undeveloped expanse of land is thriving with hardwood forests, wildlife, and breathtaking alpine lakes and peaks.

The White Mountains, named after its frequently snow-tipped peaks, within the national forest, are home to the highest point in New Hampshire, Mount Washington.  

The most popular activities in the White Mountain National Forest are hiking and camping. The untainted flux of nature is the ultimate rejuvenation from the hustle and bustle of city life, making it one of the best day trips from Boston.

Top sights in the White Mountains, New Hampshire:

• Kancamagus Highway
• Ice Castles (in the winter)
• Mount Washington Cog Railway
• White water rafting
• Flume Gorge

The best hiking trails include:

• Elephant Head
• Boulder Loop
• Arethusa Falls
• Mount Willard
• Mount Washington

Driving is the easiest and cheapest way to reach the White Mountains from Boston. The next best option is taking a bus from Boston South Buses to Conway, New Hampshire. From there, hitch a ride on a taxi to the mountains.

As a pretty remote area of New Hampshire, there is no public transportation directly in the mountains. So you’re best off hiring a car for this day trip from Boston.

People travel from all over to visit White Mountain National Forest year-round. The forest has seasonal activities, including winter sports like snowshoeing and skiing.

Others specifically come in the fall season to hike amongst the trails as the leaves change colors. Most popularly, people visit White Mountain National Forest in the summer. 

Watch Hill, Rhode Island

• Distance (miles/km): 99 miles/156 km

Out of all the places to visit on the East Coast from Boston, Watch Hill, Rhode Island, is one of the most serene and historic destinations.

The village is home to numerous historic sites and attractions. One such attraction is the Flying Horse Carousel, a National Historic Landmark. The carousel is the oldest operating suspended-horse carousel in the nation. 

One of the most iconic landmarks in the village is the Watch Hill Lighthouse. The lighthouse has acted as a nautical beacon since 1745. There’s also the famous historic Ocean House, a luxury hotel brought back to life.

From its location are stunning vistas of the Atlantic, the hotel once having acted as the summer home for distinguished guests in the 1900s. 

Among the many historical attractions of Watch Hill are other popular activities to consider. The Napatree Point Conservation Area features some of the state’s rarest habitats. Hiking, spending time at the beach, and birdwatching are popular activities here.

Watch Hill Beach is a favored summertime spot for many looking to soak in the sun’s rays with scenic coastline views. 

Examples of popular things to see include:

• Watch Hill Lighthouse
• Ocean House
• Olympia Tea Room
• Napatree Point Conservation Area
• Watch Hill Beach 

The most convenient way to reach Watch Hill from Boston is by train to the Westerly Amtrak Station. The only other cost-effective way to head to Watch Hill is by car, as a taxi will be quite costly. 

We recommend visiting anywhere from June to September to savor Watch Hill’s beauty. The summer will be more touristy and costly, but these months the weather is more comfortable to walk around while enjoying the many unique attractions of the village. 

Heading to the Big Apple next? Here is our 3 days in New York City itinerary !

Martha’s Vineyard, Massachusetts

• Distance from Boston: 91 miles/146 km
• How Long it Takes: 3 Hours 15 Minutes 

Adored for its natural beauty, Martha’s Vineyard is lush with activities and charm, making it one of Boston’s top weekend getaways. It’s a bit of a long journey to squeeze into a day trip, but if you leave early enough you can easily get back to Boston by the end of the day.

Throughout Martha’s Vineyard are a total of five lighthouses that were established to protect ships from the rocky shorelines of the island.

While in town, grab fresh seafood at Larsen’s Fish Market or a seafood-based dish at the numerous restaurants in the area for an exceptional taste of lobster or local Bay scallops. 

The island exudes an appealing charm of white picket fences, flower-speckled gardens, and New England-style architecture with historic homes. A stop in here guarantees plenty of homey and memorable activities to enjoy while visiting. 

Fun things to see on the island include:

• Martha’s Vineyard Museum
• Joseph Sylvia State Beach
• Aquinnah Cliffs Overlook
• East Chop Lighthouse

The most affordable way to reach Martha’s Vineyard is by taking the bus from Boston South Buses to New Bedford. You must ride the New Bedford Ferry to Oak Bluffs in Martha’s Vineyard from there. Driving to the ferry is another affordable option to consider. 

There are flights from Boston to the island. However, this option can be a little more inconvenient to maneuver through TSA and be at the airport early, especially if you’re trying to save time for your Martha’s Vineyard day trip. 

The easiest way to get there is on a guided tour that covers all your transport and includes an optional island tour if you want to learn more from a local guide.

Beautiful year-round, Martha’s Vineyard’s peak tourist season is summer. However, the crowds tend to thin out in the spring and fall, with shorter wait times at stores and restaurants. 

If you decide to stay for a weekend, there are some amazing hotels in Martha’s Vineyard !

Plymouth, Massachusetts

• Distance from Boston: 41 miles/65 km
• How Long it Takes : 1 Hour

Plymouth was the first permanent colony in Massachusetts, settled in 1620. It was also one of the British’s first successful colonies in North America. If you want to learn about the local history, this is one of the best places for a day trip from Boston.

Commonly known as America’s Hometown, Plymouth is rich in history and culture. It is one of the oldest towns in the nation, teeming with historic sites and attractions.

The Plimoth Patuxet Museum is a reputable living history museum that revives the history of the Plymouth Colony and its indigenous homeland. 

One of the top Boston day trips for history buffs, Plymouth is full of historical, family-friendly attractions. And that’s not all! Plymouth prevails with other attractive activities, including the Brewster Gardens.

The maintained garden is set in the heart of Plymouth for a peaceful stroll speckled with memorials and scenic views. To really learn about the history during your exploration, try a self-guided walking tour !

• Plimoth Patuxet Museums
• Pilgrim Hall Museum 
• Brewster Gardens
• Plymouth Rock
• National Monument to the Forefathers

There are a few accommodating methods of reaching Plymouth from Boston, as it’s just over an hour away. The first is taking the bus from Boston South Buses to Plymouth, and the second is renting a car or taking a taxi.

This guided day trip picks tour-goers up from downtown Boston. On this fun and informative tour, the guide will take passengers to the birthplace of two U.S. Presidents, to Plymouth to see multiple attractions such as the Mayflower II, and to the coastal town of Scituate. 

Avoid heading to Plymouth in the winter, as the weather is frigid. Unfortunately, this is also the rainy season in Plymouth, including October and November.

For more comfortable temperatures, visit Plymouth anywhere from June to September. The summer will be more crowded and warmer but perfect for exploring the historical town outdoors. 

Looking for more historic US destinations? Check out our guide to Washington DC !

Cape Cod National Seashore

• Distance from Boston: 93 miles/150 km
• How Long it Takes : 2 Hours

A serene escape from city life is within a few hours reach from Boston at Cape Cod, the iconic peninsula that juts out into the Atlantic from Massachusetts. 

The Cape Cod National Seashore protects habitats of uplands, marshlands, and more located on the outer islands of Chatham. Many people come to the seashore to bask in its tranquil embrace of scenic coastline, stretch out on the beach, and visit the historic lighthouses. 

Cape Cod National Seashore’s Coast Guard Beach is a popular seaside town to visit in the summer for sun tanning and swimming. There are many rewarding hikes to try here, including the Atlantic White Cedar Swamp Trail that maneuvers along a boardwalk surrounded by white cedar and swamplands. 

Top activities here include:

• Salt Pond Visitor Center
• America’s National Parks store
• Coast Guard Beach

Examples of popular walking trails:

• Nauset Marsh Trail
• Doane Trail
• Buttonbush Trail
• Atlantic White Cedar Swamp Trail 

To get to the Cape Cod National Seashore from Boston, take the ferry from the World Trade Center Pier to the MacMillan Pier in Provincetown, Massachusetts. From there, hail a taxi for a twenty-minute trip to the seashore.

A more convenient option is to drive to avoid switchovers and extended layover times. This Cape Cod and Provincetown private day tour departs from Boston Harbor. Tour Goers are led by a local guide to learn about the area’s history with opportunities to shop from local shops. 

If you’re looking for a rejuvenating escape surrounded by the beauty of untamed nature, we recommend visiting Cape Cod National Seashore in the summer.

Savor the sun’s embrace on your skin, but expect a crowd, as the area can get busy. If you want to experience fewer crowds during your visit, the spring and fall are ideal. 

Washington, Connecticut

• Distance from Boston: 150 miles/242 km
• How Long it Takes: 3 Hours

The small town of Washington, Connecticut, is a day trip worth taking from Boston, especially for art lovers!

Washington has a vibrant cultural and social scene surrounded by a stunning backdrop of the Berkshire Mountains and rolling hills backdrop.

Writers, artists, and musicians travel to Washington for inspiration, while others come to present their skills at one of the many different zones, such as the refined art galleries. 

The Hollister House Garden is a classic garden nestled on the grounds of a historic English manor. The manor was built in 1770 and is a prominent example of Georgian architecture. The garden is a stunning presentation of the class and elegance of life back in the day. 

Another popular option to consider when in Washington is the Hopkins Vineyard . The heritage farm offers a breathtaking setting overlooking Lake Waramaug. The vineyard produces award-winning wines that can be tried in the tasting room or after a tour of the prosperous vineyard. 

• Hollister House Garden
• Hopkins Vineyard
• Steep Rock Preserve
• Hidden Valley Preserve
• Hickory Stick Bookshop

The cheapest option for getting to Washington from Boston is public transportation. Take the bus from South Station to Union Station. From there, take the bus at Bushnell Park to Waterbury RR Station. Once you reach this station, hail a taxi to Washington. 

The most accommodating transportation alternatives are to drive or take the train from Boston to New Haven and then grab a taxi to Washington.  

July is the hottest month in Washington, Connecticut, so if you’re looking to stay out of the heat, this isn’t the month to travel to this small town. Instead, we recommend visiting in late spring, May, June, and September for more comfortable weather. 

Read next: The Perfect 3 Days in Washington DC Itinerary

Acadia National Park

• Distance from Boston: 280 miles/451 km
• How Long it Takes: 4 Hours 40 Minutes

Renowned for its breathtaking fall foliage season, Acadia National Park is a unique destination that will be a magical day trip from Boston!

Located in Maine, the park was the first to be established east of the Mississippi River. It stretches from Maine to encompass half of Mount Desert Island, the largest island off the coast of Maine.

As a result, Acadia is one of the first locations to see the sun in the United States at the cusp of each day. 

Acadia National Park is a breathtaking place of natural wonder waiting to be adventured for one of the best day trips from Boston!

Take your pick of scenic drives winding along the coast and through lush forests. Then, go hiking through the park called the “Crown Jewel of the North Atlantic Coast.”

There are so many fun things to do in the nation’s fifth most-visited national park, which welcomes millions of visitors annually.

Top things to see in the park:

• Bass Harbor Head Light Station
• Cadillac Mountain
• Bubble Rock
• Jordan Pond

Popular trails to hike:

• Precipice Trail
• Gorham Mountain Trail
• Ocean Path Trail

The cheapest and most convenient method of reaching Acadia National Park from Boston is by car. The other options, by bus or train, would require too much time to access the park within a day. 

Though Acadia National Park is more known as the perfect fall season spot, it’s also great for visiting other times of the year.

During the winter, the park is a winter wonderland blanketed in snow. As a result, it’s a popular spot for winter sports, including snowshoeing, cross-country skiing, and ice fishing.

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

Alesha and Jarryd

Hi, We’re Alesha and Jarryd!

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35+ Amazing Day Trips From Boston Massachusetts

Wondering where to go on a day trip from Boston? Boston has always been my most frequent city of travel. I’ve lived there too. Based on my own experience exploring the region, here’s my list of 35 great day trips from Boston.

Boston is perfectly situated in the northeastern region of the United States . This area of New England boasts gorgeous beaches, charming Colonial towns, seaside ports, and destinations steeped in history.

These destinations are all less than 2 hours away from Boston. Any more than 2 hours is just too far afield for a proper day trip.

Because of its central location, Boston makes a great launchpad for day tripping in New England. Boston is well-connected to other towns and cities. Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

On a day trip from Boston, you can escape the city’s adoring (and sometimes maddeningly intense) crowds.

Best Day Trips From Boston

Here are my picks for the best day trips from Boston. I’ve given you a whopping 36 options, along with expected drive times. I’ve listed them in alphabetical order for ease of reference.

The options for Boston day trips are endless and incredibly varied. There’s something of interest for everyone, from culture vultures to history buffs to nature lovers.

You can pick what suits you most, whether you want to relax on the beach or explore a cozy New England town.

If pressed to choose, I’d have to say my top three picks for Boston day trips are Portland Maine (cool foodie city), Stockbridge Massachusetts (quintessential New England town), and Portsmouth New Hampshire (adorable arty village).

1. Bristol Rhode Island (1:10 Drive)

Bristol is a beautiful New England town that’s full of history and charm. With a red-white-and-blue painted stripe down Hope Street, it exudes Americana. 

Bristol has everything you need for a relaxing break from Boston — fine dining, bike trails, art galleries, and ocean views. A highlight of Bristol is its well preserved historic architecture. In Bristol, you’ll find Colonial, Federal, and Gilded Age buildings. 

Linden Place Museum features a stunning spiral staircase and movie memorabilia. Blithewold Mansion has immaculately curated gardens, hosts concerts in the summer, and offers dramatic harbor views.

If you like to hike or bike, the East Bay Bike Path will suit. It’s a 14.5 mile paved path connecting Providence and Bristol, which gives you panoramic views of Narragansett Bay.

2. Cambridge Massachusetts (5 minute drive)

The easiest day trip from Boston is to its next door neighbor, Cambridge. Historic Cambridge is a lively university enclave, with the Charles River as its playground and backyard.

Cambridge is home to the renowned Harvard University (where you’ll be wrapped in red brick) and the Massachusetts Institute of Technology (where you can admire eclectic modern architecture). You can book a walking tour of Harvard here and a tour of MIT here .

And it’s not just the universities that dazzle. In Cambridge, visitors can enjoy outstanding museums, a vibrant performing arts scene, and delicious haute cuisine restaurants.

The  Harvard Art Museums  are the best art spot, with a range of works from antiquity to present, including a prized Van Gogh .

Be sure to hang out in Harvard Square, the iconic center of Cambridge. It’s a triangular plaza located at the intersection of Battle Street, John F. Kennedy Street, and Massachusetts Avenue.

You’ll find all manner of humanity — students, tourists, political activists, buskers, chess players, and other street creatures.

You can also visit  Longfellow House . It’s located on Brattle Street, the historic road connecting old Cambridge and Watertown.

The house museum is famous as the one time home of Henry Wadsworth Longfellow. He was a novelist and poet who wrote stirring tales that thrilled 19th century America, including the  Midnight Ride of Paul Revere .

3. Cape Elizabeth Maine (2 Hour Drive)

Cape Elizabeth is gorgeous little town just south of the city of Portland. The town faces out into Casco Bay.

People have lived in Cape Elizabeth for thousands of years. In 1765, Cape Elizabeth officially became a town. For a glimpse of those early days, stop by the  Spurwink Meeting House . The austere white clapboard church was built in 1802.

The town’s stretch of coastline is stunning, dotted with lighthouses. The cliff walk is a lovely must do experience in Maine.

The 19th century Fort Williams Park in Cape Elizabeth guards the entrance to Portland. It’s home to the Portland Head Light. You can walk the park’s Arboretum trails, enjoy a picnic, or explore the fort’s old batteries.

3. Charlestown Massachusetts (5 minute drive)

Charlestown is Boston’s oldest neighborhood. It’s just across the river from the North End.

If you’ve walked the Freedom Trail in Boston, you’ve already been to Charlestown. The town is home to the Bunker Hill Monument and the USS Constitution, which are must visit landmarks in Boston .

In 1775, Charlestown was the site of one of the most important battles of the Revolutionary War. American patriots defeated the British in the Battle of Bunker Hill. Nearly the entire town was destroyed during the battle and it wasn’t rebuilt until after the war ended.

Nowadays, Charlestown is a pretty place that’s well worth a stroll. A sense of Colonial charm permeates the streets and parks of Charlestown. The town has a classic main street, town square, and pretty clapboard homes.

4. Chatham Massachusetts

A visit to Cape Cod is a no-brainer day trip from Boston. But where to stake your claim?

Try the inimitable charms of Chatham, a tony New England town. In Chatham, the homes induce jaw drops, the historic center is walkable, and the seafood is hauled in just offshore.

Chatham’s curving Main Street conjures up low key elegance and old world charm. Chatham is the only Cape Code town bounded on three sides by water. It’s consistently ranked as one of the US’ best beach towns.

Chatham Lighthouse Beach is considered the most scenic public beach. It’s set beneath Chatham’s iconic lighthouse. This wild stretch of the Atlantic is the place for long walks and sunbathing (the surf is rough).

If you need a dose of culture with your beach retreat, head to the Orpheum. It’s a restored vintage theater showing first run movies and classics.

Or, take in a play or musical at the Monomoy Theater, after browsing the casual to high end shops.

5. Concord Massachusetts (35 Minute Drive)

Just 15 miles north of Boston is the small town of Concord. It’s the perfect Boston day trip for literary buffs. Concord is a steeple-studded town home to pretty  Walden Pond . Walden Pond is a nature preserve that’s home to countless local flora and fauna.

Walden Pond is forever linked to novelist Henry David Thoreau. From 1845 to 1847, he lived in a one room cabin , the property of his friend and mentor Ralph Waldo Emerson. A replica of the original cabin is about half a mile from Concord.

There, he wrote one of America’s most famous novels,  Walden  or  Life in the Woods.   Walden  explored simplistic living, solitude, and harmony with nature.

In Concord, you can also visit Emerson’s House and Louisa May Alcott’s Orchard House . The novelist based  Little Women  on her experiences growing up in this house with her sisters.

Today, the historic home is a museum. It has 80% of its original period furniture.

You can tour the kitchen, dining room, parlor, art studio, and the bedrooms. Louisa’s bedroom has the small white desk where she penned  Little Women  and other books.

If you want to learn about Concord’s Revolutionary War and literary legacy, visit the Concord Museum . On display, you’ll find Native American artifacts, Thoreau’s snowshoes and furniture, Ralph Waldo Emerson’s study, Paul Revere’s original signaling lantern, and period collections of decorative arts and furniture.

If you want to pay homage to Concord’s famous authors, visit Sleepy Hollow Cemetery. You’ll find the final resting places of Thoreau, Emerson, Alcott, and William Ellery Channing.

6. Concord New Hampshire (1:10 Drive)

Concord is the capital of New Hampshire. It’s a sleepy New England town that I used to spend parts of the summer in. Founded in 1734, Concord embodies the American spirit. There are a fair number of things to do in Concord.

You can visit the New Hampshire State House, built in 1819. It sports a gleaming eagle topped gold dome, reminiscent of Boston’s own state house. The New Hampshire legislature still uses the original chambers.

Just steps from the capitol is the New Hampshire Historical Society. It boasts a sculpture by the famous Daniel Chester French.

You can also visit Pierce Manse, the former home of President Franklin Pierce. Via a guided tour, you can see period artifacts. Franklin’s grave is also in town.

7. Essex Connecticut (2 Hour Drive)

Essex just exudes small town charm. It has a bucolic setting on the banks of the Connecticut River. The town is consistently rated as one of America’s best small towns.

Essex seems halted in time, looking much as it did during the height of its ship building prosperity. Essex has a picture perfect harbor. It’s scattered with charming inns and historic architecture.

On Main Street, whitewashed houses jostle side by side, in early Colonial and Federal styles. Pop into the Griswold Inn, especially for its vaunted Sunday breakfast. The cute shop Good and Curiosities sells gifts with a historical theme.

Essex is famed for its riverboat tour, the Essex Steam Train & Riverboat. On a 2.5 hour tour, you can travel by train and boat through the countryside. By boat, you’ll glide by farms, inlets, coves.

8. Exeter New Hampshire (1 Hour Drive)

Exeter was founded in 1638 by Reverend John Wheelwright. This pretty new England town brims with charm at every turn. The beauty of Exeter will appeal to everyone from art lovers to history buffs to recreational seekers.

You can take a leisurely stroll in the quaint and historic downtown. You’ll find elegant buildings with shops, restaurants, art galleries, and more.

Or, walk down tree-lined streets to discover historic homes, including the Ladd-Gilman House that’s now the  American Independence Museum .

If you want to experience the great outdoors, Essex has hiking, biking, and water sports. During New England’s fall foliage season , the colors are truly breathtaking.

9. Hanover New Hampshire (2 Hour Drive)

As a graduate of Dartmouth College, Hanover is a sentimental favorite of mine. And it clocks in at 2 hours, my limit for day trips from Boston.

Forbes named Hanover one of America’s Prettiest Towns. For a remote rural town, Hanover packs a surprising cultural punch.

The best place to get your art fix is the wonderful Hood Museum of Art . It’s one of the oldest teaching museums in the country. It has a large collection of artifacts and art dating back to Assyrian culture in 900 BC.

But it’s not all ancient. The museum has a surprisingly good collection of contemporary art, with works by Rothko and Ed Ruscha. It also showcases contemporary African and Native American art.

You should also pop into Baker Library. You’ll find eye catching murals by Jose Clemente Orozco in the reading room.

Hanover is also home to the Hopkins Center for Performing Arts (the “HOP”). There, you’ll find a wide variety of performing arts — plays, shows, concerts, special events, movies, etc.

Here’s my itinerary for spending  one day in Hanover . In addition to just driving to Hanover, you can take the Dartmouth Coach from Logan Airport.

10. Hartford Connecticut (1:35 Drive)

Hartford is one of the oldest cities in the United States. It makes a great day trip from Boston if you want to visit another city. The capital of Connecticut is home to historic sites, art museums, and beautiful parks.

It’s also the birthplace of Mark Twain, a culinary powerhouse, and home to one of the best “little downtowns” in New England.

The Mark Twain House & Museum is a national historic landmark. The museum has it all: inspiring architecture, gorgeous interior design, lovely grounds, and fascinating stories about its owners. It offers visitors an opportunity to learn about the novelist Mark Twain, his family, and his legacy.

Another good reason to visit Hartford on a day trip from Boston is to visit the magnificent Wadsworth Atheneum Museum of Art . The castle-like museum is one of the best museums in New England .

The Wadsworth first opened its doors in 1844. It’s since grown to a collection of over 50,000 works of art from over 5,000 years. There are significant works of modern and contemporary art.

You’ll find works by Frans Hals,  Caravaggio , Orazio Gentileschi, and Bernardo Strozzi. There’s a beautiful painting by pre-Raphaelite artist William Holman Hunt called  The Lady of Shallot . There’s also an American art collection, with works by John Singleton Copley and Charles Wilson Peal.

11. Keene New Hampshire

Keene is a beautiful hidden gem in New England’s Monadnock Region. A lively college town, Keene combines culture and the great outdoors.

Keene offers stunning brick streets, charming maple farms, and quaint specialty shops. Keene even has a white clapboard church with a soaring steeple, the United Church of Christ.

Keene is also home to one of the loveliest and widest main streets in New Hampshire. The historic downtown area is centered on Central Square. It’s an eclectic mix of old time shops, bookstores, and funky craft stores.

Keene is also home to covered bridges and museums. The Horatio Colony House and Nature Preserve is housed in a 1806 Federal style building. The museum houses historical artifacts for the history buff. The nature preserve offers miles of hiking trails for the nature lover.

12. Kennebunkport Maine (1.5 Hour Drive)

Kennebunkport is a classic beauty, one of the most beautiful towns in New England . It’s effectively the Hamptons of the Pine Tree State, known for its dramatic mansions. To see them, take a drive between Kennebunkport and its sister town Kennebunk.

Kennebunkport has a lively downtown, the epicenter of which is called Dock Square. It’s chock full of restaurants, boutiques, and art galleries.

There are plenty of patio cafes for people watching perches. The Clam Shack serves up fried claims and lobster rolls.

For a walking tour of Kennebunkport’s historic buildings, start at the Brick Store Museum on Main Street. Head south and you’ll see several extraordinary structures from the 18th and 19th centuries, including Lexington Elms, Horace Porter House, and Benjamin Brown House.

Summer Street is also an architectural showcase, with an array of Federal and Colonial buildings. To get the complete scoop, you can take a guided 90 minute tour of Kennebunkport’s National Historic District. Buy tickets at the Brick Store Museum.

If you want to hit the beach, try Gooch’s Beach along the Victorian-lined Beach Avenue. Or drive 10 minutes north to the beautiful 3 mile long Goose Rocks Beach.

If you’d like to take a day tour from Boston, this excellent tour combines history and lobster. If you’d just like a guided walking tour once you’ve arrived in Kennebunkport, click here for a 2 hour historic tour.

13. Kittery Maine (1 Hour Drive)

The small town of Kittery is just a short drive from Boston. It’s located on the border between Maine and New Hampshire and is linked by bridges across the Piscataqua River.

Kittery was once known for its shipbuilding. Nowadays, people day trip to Kittery from Boston mostly for its shopping. Kittery has both outlet malls and boutique craft shops. You’ll find stores like Crate and Barrel, Le Creuset, Lululemon, Under Armour, and Nike.

If the weather is warm, head to the beach for a swim. Seapoint Beach is a picturesque shoreline perfect for a dip or a stroll.

You can also visit Fort McClary State Park . It’s a unique historic site that was formerly a defensive military fortification. It has stood for over 275 years protecting the mouth of the Piscataqua River at the entrance to Kittery.

14. Lenox Massachusetts (2 Hour Drive)

Lenox is the perfect day trip from Boston for art lovers. It’s a pretty town of art galleries and upscale boutiques housed in historic buildings.

You’ll find iconic properties like Blantyre, Wheatleigh, Canyon Ranch, and The Mount. At one point, there were so many lavish summer homes that Lenox was known as “the inland Newport.”

In 1902, Edith Wharton, the first woman to win the Pulitzer Prize in Literature, built  The Mount . It was a stately country retreat for the literary lioness and her then-husband. The Mount was modeled after European mansions, but lacked without their ostentatious excesses.

The Mount is home to a summer lecture series, weekly bird walks, concerts, theater performances, and outdoor sculpture exhibits. Edith Wharton’s library has been returned to the house, with 22 first editions of her work.

Lenox is also home to  Tanglewood , the summer home of the Boston Symphony Orchestra. Tanglewood is a must do for music lovers. You can hear symphony orchestras, solo performances, and world class musicians.

15. Lexington (30 Minute Drive)

If you’re a student of U.S. History, Lexington should ring a bell. In 1775, the American Revolutionary War started in Lexington and nearby Concord. Lexungtin is the best day trip from Boston to immerse yourself in Revolutionary war history.

Lexington has more than 10 historic battle sites, cemeteries, and memorials that you can tour. You can see the site of the first battle of the Revolutionary War.

A renowned statue by sculptor Henry Hudson Kitson marks  Battle Green , where the Colonial Minutemen clashed with British troops. In Minuteman National Historical Park, you can see a multimedia exhibit on the Road to Revolution .

While waiting for the British, the Minutemen and their commander, Captain Parker, gathered in the  Buckman Tavern . The interior is preserved exactly as it appeared in the 18th century, complete with the original seven foot wide open fireplace. The old front door still contains British musket-ball holes.

Wrap up your tour of Lexington by seeing the Lexington Depot historic train.

16. Madison Connecticut (2 Hour Drive)

Madison is a shoreline town only East Coasters know about. This beautiful New England day trip from Boston proves the adage that good things come in small packages.

With a population of only 18,000+ residents, Madison delivers a major dose of quintessential New England charm. During his time at Yale, Bill Clinton was so taken with Madison that he mentioned it in his memoir,  My Life , calling it “especially old and beautiful.”

One of the main draws of Madison is Hammonasset Beach State Park . There you’ll find two miles of beaches, wetlands, woodlands, and a nice boardwalk.

The town itself is charming and pedestrianized, full of shops and cafes. A popular haunt is RJ Julis Booksellers, one of the nation’s finest independent shops for book nerds looking for the perfect read.

Madison is also a culture-filled hamlet. A fun outdoor activity is walking the Sculpture Mile . Created by the Hollycroft Foundation, it offers a unique museum-like exhibition that features art work by some of the nation’s most significant sculptors.

17. Manchester New Hampshire (1 Hour Drive)

You might think New Hampshire is all mountains and lakes. But it also boasts a rich cultural history. In particular, Manchester has some fine art offerings that merit a day trip from Boston.

Manchester is home to the state’s only fine art college, the New Hampshire Institute of Art. It also has an internationally acclaimed museum, the  Currier Museum   of Art .

The museum’s permanent collection includes works by Picasso, Monet, Rothko, Wyeth, and O’Keefe. It hosts touring exhibitions. The museum also manages Zimmerman House, designed by architected  Frank Lloyd Wright . It’s the only Wright house open to the public in New England.

Manchester also has a premiere contemporary arts gallery, the Gallery of the New Hampshire Art Institute. It’s multi-functional, serving as an art center, lecture hall, and performance theater. On display you’ll find a diverse mix of traditional and modern art forms, from photography to installation art.

18. Mystic Connecticut (2 Hour Drive)

Mystic is calm and exquisite, a charming waterfront town set on the shores of the Mystic River. It’s quaint downtown is filled with boutiques, galleries, and eateries.

On Main Street, you’ll find Mystic Pizza , made famous by a kitschy 1980s movie. Mystic’s main landmark is Bascule Bridge, the most photographed bridge in Connecticut and a perfect spot for river views.

Mystic Seaport is Connecticut’s #1 attraction, an example of “living history.” It covers 19 acres along the Mystic River.

There are indoor and outdoor exhibits, including four vessels that are National Historic Landmarks. You can climb aboard or peruse the recreated village.

19. Newburyport Massachusetts (1 Hour Drive)

First settled in 1635, Newburyport is an immaculate seaside town. It has a classic New England feel — with red brick streets, lobster shacks, and cobbled lanes. Plus, “the Port” is only 35 miles from Boston, making it the perfect day trip or weekend getaway.

State Street is the heart of Newburyport. You’ll find an eclectic treasure trove of shops — clothing boutiques, bookstores, cafes, and vintage shops. The Firehouse Center for the Arts is Newburyport’s cultural hotspot, offering concerts, musicals, and plays.

When you tire of shopping, surf and sand lovers can hit the beach. Plum Island is only a 20 minute drive from Newburyport.

Plum Island has beautiful and beloved sandy beaches and dunes. And it’s home to the Parker River National Wildlife Refuge, a hidden gem sanctuary with prime bird watching opportunities.

20. Newport Rhode Island (1.5 Hour Drive)

Just two hours south of Boston lies the tony coastal town of Newport. Founded in 1639, Newport is a treasure trove of historic European-style mansions set against ocean views.

Think the Gilded Age’s Astors, Vanderbilts, and Kennedys — families who built the first palatial mansions in the US. Newport is a fancy place.

Most of the mansions are on Bellevue Avenue and a few are on the waterfront. Built by Cornelius Vanderbilt, Breakers Mansion is Rhode Island’s #1 attraction. It’s located on the scenic 3.5 mile Newport Cliff Walk .

If you’d like to tour the magnificent mansions of Newport, this is an excellent day tour from Boston .

The Newport Art Museum is the core of the creative community. The Artists’ Open Space serves up local and regional shows year round.

There’s a dozen commercial galleries in town as well. Island Art is the best, noted for its contemporary pieces.

On the performance arts side, Newport really excels. It offers up everything from Shakespeare plays in Queen Ann Square to musical festivals dedicated to jazz, classical, and folk music in July and August. There’s also the Newport Fine Arts Festival in September.

21. Old Sturbridge Village Massachusetts (1 Hour Drive)

Old Sturbridge Village is a living history museum located in Sturbridge Massachusetts. The museum recreates life in rural New England as it was during the 1790s through 1830s. 

There’s a working farm with heritage breed animals, historic buildings, and horse drawn sleighs. Costumed historians are very engaging and will regale you with historic tales.

You can walk the village and meet the skilled craftsmen who still practice their trade. You can also take a wagon ride. The Village offers several events throughout the year — Winter Photo Walk, Sunday Brunch, and Dinner in a Country Village.

22. Ogunquit Maine (1:30 Hour Drive)

Feeling like a beach day? Nestled along the coast, tiny Ogunquit has been a resort village since the 19th century.

The word Ogunquit translates to “beautiful place by the sea.” You can see why immediately. Ogunquit is like a mini Provincetown. 

The town is a popular summer beach destination in New England, and I came here often as a child. Ogunquit has two beautiful long beaches, Ogunquit Beach and Footbridge Beach. Footbridge is the quieter of the two beaches.

Ogunquit is most renowned for its coastal path, the Marginal Way . It’s a paved 3 mile seaside stroll, starting at Ogunquit Beach and meandering to Perkins Cove.

Perkins Cove is a tiny artisans village, filled with sea-weathered buildings, where you’ll find some art galleries and seafood eateries.

23. Northampton (2 Hour Drive)

Just under 2 hours from Boston, the rural town of Northampton is a cultural nerve center in New England. It’s a pretty town, ringed by 5 colleges and college museums.

Grand mansions line tree-shaded streets. The beautiful Main Street is filled with with shops, art galleries, bookshops, etc.

In downtown Northampton, there are more than a dozen visual arts venues. The Northampton Center for the Arts offers poetry readings, film screenings, and concerts. The Calvin Theater is the premiere concert venue, hosing major touring music and comedy acts.

Four of the five colleges near Northampton offer theater and visual arts. Smack in the middle of Northampton is Smith College. Its beautiful  Smith College Museum of Art  just received a $35 million makeover. The museum offers a year round series of art lectures, contemporary art exhibitions, and films.

Just down the road is  Mount Holyoke College Art Museum . It offers contemporary and traditional exhibitions year round.

You can also admire contemporary work at Amherst’s Mead Art Museum or check out national and international exhibits at Amherst’s University Gallery.

Northampton has a good foodie scene too, with both great pizzerias and haute cuisine. There are two dairies nearby, so the town’s cheese and ice cream options are among the best in New England.

24. Peterborough New Hampshire (1:30 Hour Drive)

Peterborough is a charming New Hampshire hamlet set along the Contoocook River. Peterborough is rich in art and culture, with a charming downtown centered on Depot Square. Thornton Wilder’s Pulitzer Prize winning play,  Our Town , was based on Peterborough.

Peterborough has two theater groups and a renowned artist colony, The MacDowell Colony. The colony is the oldest artist’s retreat in the US, hosting many exhibitions. 

In 1997, it was awarded the National Medal of Arts. Peterborough is also known for its antique shops and galleries.

Nature lovers can head to Miller State Park , which has several trails (and a road) leading to the summit of Mount Monadnock. Edward MacDowell Lake has trails as well, in addition to a beach and boat ramp.

25. Plymouth (45 minutes)

Situated at the mouth of Cape Cod Bay, Plymouth is a historical haven for Boston day trippers. The town was the very first permanent settlement by Europeans north of Virginia. Today, it’s a thriving small town with a lovely historic district, perfect for history buffs.

After parking, first head to the  Mayflower II . It’s is a full scale replica of the original 17th century Mayflower.

The Mayflower is famous as the ship that brought pilgrims to the US in 1620. You can even take a tour of the ship itself, which is docked in Plymouth Harbor

Also, to learn the pilgrims’ tale, stop in the state’s oldest museum,  Pilgrim Hall . There, you’ll find an unmatched collection of ancient artifacts and possessions of the pilgrims. Afterwards, you’ll get to wander around historic  Howland House  and visit the 18th century Court House.

If you want to really step back in time, head to  Plimoth Plantation . It’s a living museum that aims to explore the daily lives of the Colonial Americans. The village has been carefully recreated, with thatched roofs and giant open fireplaces.

The actors in the museum are in period costume and never step out of character. You can watch them performing 17th century tasks including building, gardening, and military exercises.

26. Portland Maine (1:45 Hour Drive)

 Located on a peninsula jutting into Casco Bay, Portland is a rare metropolis in a state filled with small hamlets. It’s a hip and laid back place that almost seems too cool for one of  New England’s most beautiful towns . Portland is a great day trip from Boston for foodies.

Portland has myriad cultural offerings and is a bastion of historical preservation. The restored Old Port is a warren of cobbled streets with a movie set feel. This area is filled with vibrant Victorian buildings and buzzing farm to table eateries.

Start on Commericial Street, the main drag, and work your way inward. The Old Port is known for its cobblestone streets, 19th century brick buildings, and fishing piers. It’s also a hive of activity.

In downtown Portland, there’s a thriving art school, infusing the city streets with creative types. And there are 24 commercial art galleries.

Opened in 1983, Portland’s crown jewel and premiere art destination is the  Portland Museum of Art , an architectural masterpiece designed by I.M. Pei of  Louvre  fame. Its innovative architecture allowed curators to redefine the art viewing experience.

Restaurants and coffee bars are filled with visual art. In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

Portland is also a hot spot for restaurants, coffee shops, and entertainment. Did I mention breweries? Beer lovers will be happy to know that Portland has 18 breweries all its own. It’s the Craft Bew Capital of America.

If you want to delve more deeply into Portland’s foodie culture, there are some awesome tours.

This tour takes you on a culinary walking tour of the Old Port and this tour lets you feast on seafood in the Old Port. If you’re a fan of craft beer, this tour gives you a taste of Portland’s amazing brew pubs.

27. Portsmouth New Hampshire (1 Hour + Drive)

The New Hampshire town of Portsmouth has also made an appearance on Forbe’s list of America’s Prettiest Towns. Portsmouth is a small town in southern New Hampshire along the Piscataqua River. 

Portsmouth is a great Boston day trip destination for art lovers and foodies. It’s known for its upscale farm to table eateries and art galleries.

Portsmouth’s funky downtown is adorable, with activity centered on Market Square. You’ll find classic white steepled churches, rustic brick shops, and sidewalk cafes. Portsmouth Book & Bar combines books, coffee, and live events.

History lovers should check out the Strawbery Banke Museum . It’s a 10 acre outdoor museum featuring period gardens, preserved historic buildings and detailing the story of how the Portsmouth settlement was founded. 

There are 39 historic buildings dating from 1695 to 1820. The Goodwin Mansion is the most impressive.

Prescott Park is a waterfront park near Strawberry Banke, which is great place to picnic. Enjoy the gardens and the Prescott Park Arts Festival, featuring concerts and foodie events.

in 2017, Travel & Leisure called Portsmouth the “Christmas Capital of North America.” It’s a wonderful New England Christmas destination. “Vintage Christmas” is a month long celebration kicking off December 1. A trolley does a loop of the downtown and a candlelight stroll is held on weekends.

Here’s my guide to the best things to do in Portsmouth in one day .

28. Providence Rhode Island (1 Hour Drive)

Nicknamed the “cooler city” by GQ, Providence is one of the  best towns on the East Coast . Providence is home to an Ivy League college, design schools, and a culinary institute. 

The city is a hodgepodge. It combines big city sophistication with small town charm. It has a vibrant local culture, celebrated restaurants, and sparkling waterfront parks. Providence is full of historic Yankee monuments, but also has a young and funky vibe.

Providence is an easy day trip from  Boston , less than an hour away. But this little jewel box of a city is often overlooked by travelers and definitely underrated. So much the better for its admiring visitors.

Be sure to explore Providence’s Little Italy on Federal Hill. Then, head to the East Side to encounter Providence’s Colonial past. Benefit Street is a bucolic 1.2 mile walk that’s an architectural showcase.

You’ll see some of the most beautiful Federal era architecture in the United States. You’ll also find the lovely campus of Brown University.

And you can’t leave Providence without visiting the fabulous  Rhode Island School of Design Museum . A major cultural institution in the United States, RISD houses over 100,000 works. It’s one of the best small museums in the world .

READ: 1 Day Itinerary For Providence

29. Provincetown Massachusetts (2 Hour Drive Or Ferry)

Do you want to combine a day at the beach with great art? head to Provincetown. The pretty town is tucked away on the far end of Cape Cod.

It’s been attracting artists and creative types for more than a century. Eugene O’Neill wrote his first play here. Modern art luminaries like Helen Frankenthaler, Marsden Hartley, and Hans Hofmann had studios here.

Nowadays, there are 60 art galleries scattered down Provincetown’s picturesque streets. It’s the perfect place for art lovers on the East Coast.

The town’s premiere art venue is the Provincetown Art Association and Museum on Commercial Street. The museum highlights local and New England artists with single artist and themed shows.

The Schoolhouse Center for Art & Design is home to several galleries as well. The Silas-Kenyon Gallery focuses on contemporary art. If you like vintage photography, head to the Driskel Gallery.

The big ticket art festivals you should have on your radar are the Spring Arts Showcase Weekend in May and the Fall Arts Festival in September and October. There’s also an International Film Festival in June.

Don’t forget to eat some lobster, preferably at the Lobster Pot . You can go wine tasting at  Truro Vineyards  or sip craft beers at the  Provincetown Brewing Company .

If you visit Provincetown in the summer, you could spend hours in traffic at the Sagamore Bridge if you drive. But you can also take the Providence Ferry . The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October. It’s only 95 minutes each way.

30. Rockport Massachusetts (55 Minute Drive)

I f a stunning seaside town is on your Boston day trip agenda, head to Rockport. This little town is on Cape Ann, the “other” cape in northeast Massachusetts. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

There are plenty of things to do in Rockport. Stroll around and admire all the fishing boats and painted cottages. Check out the shops and art galleries on Bearskin Neck, a cute area perched on the edge of town.

Sample some fudge at Rockport Fudgery , eat lobster rolls, relax on the beaches, or take a walk along the rocky coastline at  Halibut Point State Park . You can even go on a  Cape Ann whale watch .

31. Rye New Hampshire (1:10 Hour Drive)

Another good beach option is Rye. The picturesque town of Rye is home to the best beach on the 18 mile long New Hampshire shoreline.

First settled in 1623 on Odiorne Point, Rye is the birthplace of New Hampshire. Rye is largely undeveloped because it’s subject to strict zoning laws.

Rye is a serene contrast to the more frenzied Hampton Beach down the road. In Rye, the tide is small and rolling. It’s a perfect place for a beginner surfer.

You can also take a scenic drive down Route 1A past Millionaire’s Row and ogle at Rye’s breathing early 20th century mansions.

32. Salem Massachusetts (45 Minute Drive)

Even if you haven’t traveled in Massachusetts , you’ve probably heard of Salem. Known as the “Witch City,” Salem is a beautiful seaside town and an easy day trip from Boston.

In Salem, you can learn about Salem’s creepy past as the “witch capital” of the United States. Salem embraces its notorious past, when the infamous 17th century Witch Trials defined the town.

Salem is replete with whimsical magic shops, all things haunted horror, and ghostly tour options. Many of Salem’s top attractions are devoted to its witchy history. This means that the best time to visit Salem in during Halloween.

Salem is also famous for its beautiful 17th century Colonial and Georgian architecture and delicious seafood. Essex Street is the historic cobblestoned district, with the original brick  Old Town Hall .

Old Town Hall dates from 1816. The second floor still stands as a public hall and the first floor is used as a public art space.

If you’re a literary fan, you should visit the  House of the Seven Gables . Built in 1668, it’s one of the oldest Colonial mansions still standing in the United States. Nathaniel Hawthorne immortalized the house in his 1851 novel of the same name.

Inside, you’ll find a recreation of the secret staircase from the novel. The house where Nathaniel Hawthorne was born is also on the property.

Click here to buy ferry tickets to Salem.

There are some excellent guided tours in Salem. If you’re a history buff and want to take a witchcraft trials walking tour, this is an excellent guide . If you’re staying overnight in Salem, you can also take this haunted history nighttime tour or this ghosts of Salem walking tour .

33. Stellwagen Bank National Marine Park (30 Minute Drive)

Want to view some of the most massive animals on the planet? The  Stellwagen Bank National Marine Park  is one of the best whale watching spots in the entire world. It’s a wild ocean destination not far from Boston, just 37 miles away.

The sancturay has an extremely productive and diverse environment, which encourages a wide mix of marine wildlife.

Each summer, around 50 recognized humpbacks return. You can also spot dolphins and seals. There are plenty of whale spotting tours available in the area departing from Gloucester or Provincetown. Click  here  for a list of boat tour operators.

34. Stockbridge Massachusetts (2 Hour Drive)

Stockbridge is the quintessential New England town. It’s one of my favorite day trips from Boston.

Stockbridge was settled in 1734 by British missionaries. It’s blessed with simple charm and a fabulous line up of cultural attractions.

Three of the greatest American artists and authors called Stockbridge their home — Edna St. Vincent Millay, Herman Melville, and Norman Rockwell. One of America’s greatest treasures is the  Norman Rockwell Museum .

Rockwell was one of the greatest artists and illustrators in American history. Stockbridge was Rockwell’s long time residence and what he called his “best studio yet.”

You can also visit  Chesterwood , the home of Daniel Chester. It’s a 1920s Colonial Revival house.

It comes complete with the soaring studio of the legendary sculptor and landscape architect. Chester created the statue of President Lincoln seated in the Lincoln Memorial in Washington D.C., and you’ll see plaster models in the museum.

Every summer, Stockbridge (along with Lenox) hosts the Tanglewood Music Festival. It’s a series of concerts across all musical disciplines.

Stockbridge is also home to one of the Berkshires Gilded Age “cottages,”  Naumkeag . You can tour this quirky 44 room mansion designed by Stanford White, a famed starchitect of the time.

 35. White Mountains, New Hampshire (2 Hour Drive)

It’s a hike to get to the White Mountains from Boston. But it’s worth the long drive to spend a day immersed in nature.

The White Mountains are New Hampshire’s premiere attraction. It’s the best day trip from Boston for fall foliage .

The White Mountains are incredibly beautiful, with plenty of natural wonders. They’ve long attracted vacationers, photographers, and adventurous hikers and skiiers. Mount Washington is the Northeast USA’s peak of superlatives. 

The sinuous Kancamagus Highway in the White Mountains is the granddaddy of New England drives. It’s a scenic 35 mile stretch of highway. You’ll be dazzled by the incredibly unspoiled scenic views along the way.

There a few pullouts for trailheads, providing great photo and hiking opportunities. Continue east until you hit the Rocky Gorge Parking Lot. Here, you can take a walk along the Swift River and get views of the beautiful Falls Pond.

 In Crawford Notch State Park , you can explore the backroads and revel in the beautiful fall colors. If you’d like to do some hiking, there are 35 hiking trails of varying difficulty.

Don’t leave without experiencing the  Mt Washington Cog Railway . It’s a historic train ride up to the summit of Mt. Washington. The mountain is the tallest one in the northeastern United States at 6,289 feet.

Aside from driving around soaking up the scenery, you can explore the cute downtown of North Conway, relax at  White Lake  in Tamworth, do a canopy tour at  Bretton Woods , go on a  waterfall hunt  near Conway. 

36. Worcester (1 Hour Drive)

Right in the heart of Massachusetts, Worcester is one of the best day trips from Boston. Worcester is the second largest city in Massachusetts after Boston. It’s just an hour away from Beantown.

Once in Worcester, take a gander through the huge exhibitions at the  Worcester Art Museum . You can easily spend a good few hours inside. The museum has works of Impressionism, Roman mosaics on the Renaissance Court floor, medieval armor, and Paul Revere’s silver collection.

Be sure to visit the  Bancroft Tower . On the National Register of Historical Places, it’s been around in Worcester since 1900. This fantasy medieval castle was built on a whim to honor a US Navy pioneer. It’s a miniaturized castle in the middle of a park.

At night, you can take in a theater or music performance at the elegant Hanover Inn, Mechanics Hall, or Tuckerman Hall.

I hop you’ve enjoyed my guide to the best day trips from Boston. You may enjoy these other New England travel guides:

• 3 day itinerary for Boston
• 1 day in Hanover New Hampshire
• 35 Landmarks in Boston
• 10 day itinerary for New Hampshire
• Berkshires Road Trip Destinations
• Hidden Gem Towns on the East Coast
• 10 day itinerary for coastal Maine
• 7-10 day itinerary for Vermont
• One week itinerary for southern New England
• Fall foliage road trip in New England

If you’d like to take some day trips from Boston, pin it for later.

4 thoughts on “35+ Amazing Day Trips From Boston Massachusetts”

Nice collection of day trips, but with the review of Salem, MA I can’t believe you left off both the Peabody Essex Museum (one of the best art and culture museums in New England) and no mention of any of the NPS sites and all the maritime history this city has.

I know the Peabody Essex Museum is amazing. I’ve written about it in my Salem article and in my article on the best museums in New England. I will add something here. But with a round up post, you can only write so much for each town.

This was definitely a trip down memory lane. I lived in New England for 23yrs and visited many of these destinations. You certainly did a great job on the history. I especially enjoyed the colorful pictures. I am drooling over just the thought of the lobster rolls on the Maine and New Hampshire coast.

I would love a lobster roll right now!

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Last Updated on July 4, 2023 by Leslie Livingston

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The Best Winter Weekend Getaways from Boston

Boston is no newbie when it comes to blizzards—but after nonstop snowstorms and freezing cold temps, we’d want an easy weekend getaway, too. From Burlington to the Berkshires, these are our favorite New England towns to visit this winter.

Chelsea is Brooklyn-based travel writer, editor, and photographer. When not home eating her way through NYC, she's gallivanting across the globe, sailing the coast of Croatia or hiking the peaks of Peru. Her superpowers include booking flight deals and sleeping in small plane seats.

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Kennebunkport, ME

Although Kennebunkport is a summer staple for its lobster shacks, quaint lighthouses, and windswept beaches, come winter, this coastal town is the perfect quiet escape for seclusion-seekers. In January and February, Kennebunkport celebrates Paint the Town Red, when Dock Square is covered in red twinkly lights and an eight-foot-tall heart made of lobster traps is erected in the town center. Hotels, stores, and restaurants also host a month of romantic events, wine tastings, and more. Don’t miss the Bubbles & Truffles chocolate-making class at Ocean , an upscale Mediterranean eatery at the waterfront Cape Arundel Inn and Resort , or dinner à deux at The Burleigh , where you can feast on Maine mussels and braised short ribs.

Burlington, VT

This Green Mountain State enclave, known for its hippie-meets-hipster vibe, is a great winter getaway. Bed down at the Hotel Vermont , which has rooms done up with throw blankets by local artisans, reclaimed wood furniture, and, in some, gas fireplaces. Start the day off with a decadent brunch at Butch + Babes , a Old North End newcomer that serves mac and cheese pancakes as well as a veggie bowl with cheddar grits and poached eggs. Afternoons can be spent exploring the contemporary art galleries and studios at Burlington City Arts and browsing the boutiques along Church Street. (JS Tip: Stop at Burlington Records for some vintage vinyl finds.) Thirsty? Foam Brewery  pours farmhouse ales and IPAs—our favorite is Let the Funk Flow, a golden sour beer fermented in 200 pounds of pineapple. For dinner, Juniper Bar & Restaurant cooks crowd-pleasing dishes such as Grilled Starbird wild salmon with cranberry glaze and cassis beurre blanc; mole-braised spaghetti squash; and Northeast cioppino with sautéed hook and line pollack and mussels.

RELATED: 8 Adorable Towns for Your Next Vermont Getaway

Explore More: See hotel details | See all Burlington, VT hotels

Providence, RI

Rhode Island’s cool-kid capital mixes a creative culinary scene with historic charm. Drop your bags at The Dean —the 1912 church house has been transformed into a stylish 52-room hotel with vintage European artwork, a sultry cocktail bar, and a karaoke lounge—then take a tour of Brown University’s meticulous campus to learn about the city’s collegiate roots. A few blocks is the Rhode Island School of Design (RISD) Museum , which is home to 100,000 objects from ancient art to designer textiles. History buffs will want to check out the area’s historic houses—see Stephen Hopkins , John Brown , and Henry Lippitt —which date back to the 18th century. When hunger strikes, Oberlin is the place to go. Celebrated chef Benjamin Sukle is at the helm of this wine bar and raw bar combo, which serves yellowtail flounder, Nantucket Bay scallops, and gnocchi with shellfish.

Explore More: See hotel details | See all Providence, RI hotels

Woodstock, VT

This whimsical Vermont hamlet may be small but it has a mighty art and culinary scene. Fuel up for the day at Mon Vert , a cute coffee shop and café that makes a mean maple latte and panini—opt for the Devil on Horseback topped with bacon, Vermont Creamery goat cheese, and walnut date spread. On a sunny afternoon, stroll by the covered bridges in the Marsh-Billings-Rockefeller National Historical Park , the state’s only national park, or head to the Billings Farm and Museum for a festive sleigh ride around the snowy landscape. Culture vultures will want to pop into the Simon Pearce glassblowing studio , just up the road in Quechee. After dinner at The Prince and The Pauper , a hidden gem that dishes up mouthwatering meals like cedar-planked arctic char or pork schnitzel, retreat back to the Woodstock Inn & Resort , a sprawling property with an award-winning spa, access to the Suicide Six slopes, and a nordic adventure center with 25 miles of on-site nature trails.

Explore More: See hotel details | See all Woodstock, VT hotels

Berkshires, MA

The bucolic Berkshire Mountains have long attracted Boston’s city-slickers. This picturesque region in Western Massachusetts is known for its famous resident Norman Rockwell, who lived in Stockbridge for 25 years and is now commemorated with his own museum of roughly 1,000 original paintings and drawings—the artist’s largest collection in the world. You can also tour Arrowhead farm, Herman Melville’s former home, or Wheatleigh , a 19th-century Italianate mansion set on 22 acres of manicured gardens designed by Frederick Law Olmsted. For your own royal digs, check into Canyon Ranch in Lenox, a wellness retreat featuring healthy gourmet restaurants, personalized fitness experiences, and a 100,000-square-foot spa. On cold nights, head to the cozy Lion’s Den pub to listen to live bands and sip mulled cider by the fire.

RELATED: Your Perfect Guide to the Berkshires: Where to Stay and What to See

Mont-Tremblant, Canada

Just 90 minutes northwest of Montreal, Mont-Tremblant makes an easy long weekend trip from Beantown. This Canadian ski resort is like a quick trip to Europe, complete with a pedestrians-only village covered in twinkling lights at the base of the slopes. Stroll along the snow-covered streets and try a maple syrup popsicle, which locals make by pouring syrup on frozen ice-topped oak casks. After a day of schussing down the 100 nearby trails, kick your feet up at the Fairmont Tremblant , a gorgeous mountain chalet with one of the region’s best restaurants, Choux Gras Brasserie . Here, you can tuck into French favorites such as roasted bone marrow, bouillabaisse, and duck confit. As for late-night activities, ride the gondola to the cliff-top casino to try your hand at cards or dance the night away during one of Bar Café d'Epoque ’s legendary ragers.

Explore More: See hotel details | See all Mont Tremblant, Canada hotels

Andover, NH

Andover may not look like much at first glance, but this New Hampshire nabe has a strong arts program and family-friendly ski areas. A sweet German couple welcomes guests to the Highland Lake Inn , a charming B&B in a renovated 1767 farmhouse, and is happy to recommend local activities such as seeing a show at the New London Barn Playhouse or catching a film, concert, and comedy show at the Capitol Center for the Arts . Meanwhile, adventure-seekers can go dog-sledding with Valley Snow Dogz , skiing at Ragged Mountain Resort , or snowmobiling with the Andover Snowmobile Club .

• The Best Long Weekend Winter Getaways in the U.S.
• How to Do a Girls’ Weekend Getaway in Boston
• 10 Underrated East Coast Getaways

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The 16 best day trips from Boston

Take a break from city life and visit these nearby New England destinations—no packing required

While many of us could easily spend every waking moment in Boston, it can be refreshing to escape the city for 24 hours or so. Fortunately, this picturesque New England region offers an array of potential day trips from Boston, including quaint seaside villages, historic towns and stunning mountain vistas. So grab your pals or significant other, and hop on a ferry, train or automobile to one of these lovely destinations. Once you're back in town, you'll once again feel ready to take advantage of the  best Boston attractions ,  best free things to do in Boston  and  best museums in Boston . And when you need a little longer time away check out our list of the best weekend getaways in New England . RECOMMENDED: The Best Hotels in Boston

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Best day trips from Boston

1.  Newport, RI

The Newport mansions of the Gilded Age still impress with their grandeur—just as they were built to do. If you have time to only tour one estate, check out The Breakers . Near the International Tennis Hall of Fame , the Audrain Auto Museum houses a seasonally rotating display of incredible cars inside a gorgeous Art Deco building.

Take the Cliff Walk, which has stunning views of the ocean, or relax at the public Easton’s Beach . Stroll past cool shops and eateries on narrow Thames Street. On Marlborough Street, dine at the White Horse Tavern , which claims to be America’s oldest restaurant, or duck over to The Reef at Howard Wharf for dinner and drinks with a view. Near the harbor, Bowen’s Wharf’s buildings date back to the 1700s, now offering an inviting maze of restaurants and shops. Stroll over the causeway to Goat Island where the Newport Harbor Lighthouse is overlooked by the upscale Gurney’s Resort.

2.  Portland, ME

​​Maine's largest city, located about a two-hour drive north of Boston, attracts epicureans from around the country to its cobblestone streets. Wander the charming, hilly Old Port district, where every kind of boutique imaginable touts colorful wares. Pop into one of the many quaint pubs and dimly lit cocktail bars, like the excellent Jewel Box or Blyth & Burrows —the latter of which pairs the best in innovative mixology with equally scrumptious small plates. In the West End arts district, enjoy the I.M. Pei-designed Portland Museum of Art and the State Theatre , which hosts national acts, both musical, comedic and theatrical.

The food scene here lives up to the hype:   Cong Tu Bot for nationally celebrated Vietnamese fare;  Green Elephant for an inventive vegetarian meal;   Evo Kitchen + Bar for progressive twists on Mediterranean cooking; or  Union , a vibrant locavore haunt located at  The Press Hotel , whose historic building was formerly the home of the Portland Press Herald.

3.  Newburyport, MA

The Newburyport Historic District, which encompasses most of the downtown, is listed in the National Register of Historic Places. This treasure trove of well-preserved, Federal-period architecture includes the notable Cushing House Museum & Garden , home of statesman Caleb Cushing, and the Custom House Maritime Museum , which also unravels local history. The beautiful Waterfront Park and boardwalk has regular concerts during warmer months.

Catch a play or see a show at the Firehouse Center for the Arts , grab a gourmet sandwich and bottle of wine at Joppa Fine Foods ,  relax with excellent cocktails and modern Middle Eastern bites at Bar25 ,  dine on classic seafood at The Black Cow  or head to the Newburyport Brewing Company ,  offering a friendly tap room and beer garden.

Newburyport includes part of neighboring, sedate Plum Island , a barrier island overlooking salt marshes.

4.  Gloucester, MA

Shipbuilders and fishermen put Gloucester on the map, and both industries still exist there today —just  on a smaller scale. The Fishermen’s Memorial on Gloucester Harbor honors all those lost at sea, including the Andrea Gale and its crew, the real-life victims of The Perfect Storm . Check out the Cape Ann Museum , which has an amazing collection of art and artifacts specific to Gloucester and its surroundings.

Across narrow Main Street, you can savor straight-off-the boat seafood at the chic basement restaurant  Tonno . Oak to Ember  will impress with its menu of hearty, wood-fire-cooked dishes and thoughtful cocktails. Or, if you're more about ocean views, head to the Beauport Hotel , whose 1606 Restaurant has a great deck overlooking the water. Next door to the hotel, Beauport Cruise Lines offers seasonal jaunts around the harbor.

5.  Salem, MA

Salem is forever linked to its horrifying and fascinating 1692 Witch Trials. The curious flock to the home of presiding Judge Corwin, which today is a museum known as The Witch House . Halloween is a big thing here—so are new age and cult shops. On a less spooky note, the Peabody Essex Museum houses a wonderful art collection, and Salem is the birthplace of Nathaniel Hawthorne, author of The House of the Seven Gables. You can even tour the house he may have been writing about, the 350-year-old Turner-Ingersoll Mansion.

Though it only dates back to 1930, Pioneer Village —a 10-minute drive from downtown, in Forest River Park—reenacts early 17th-century colonial life. Eat like a local at Ledger or Settler , or nerd out with old school arcade games and pinball machines at Bit Bar . 

6.  Provincetown, MA

Creative, sassy P-Town—located only a 90-minute ferry ride from Boston—is an artsy LGBT hotspot. It’s got a great mix of galleries, restaurants and nightlife hangouts. Lined with dozens of colorful shops, friendly eateries and local businesses, Commercial Street is the bustling heart of the town. Seek out one of the many events and festivals that fuel the thriving arts scene.

The famous and seasonal  Lobster Pot is the biggest name in town for classic lobster rolls and fresh seafood treats. Climb the 252-foot granite Pilgrim Monument for dramatic harbor views, then escape to Race Point Beach to enjoy the sights, sounds and smells of the open ocean.

Eat innovative seasonal dishes at Strangers & Saints and great seafood at Mac’s Fish House , which has crispy fish and chips and Happy Hour dollar oysters. Explore the beautifully barren Outer Cape’s stretch of the Cape Cod National Seashore , including Truro’s picturesque Highland Light .

7.  Ogunquit, ME

Set on the breathtaking Maine coast, Ogunquit is a popular, classic beach town with a quiet ambiance, particularly in the cooler months when crowds disappear. But it’s also a historic arts community; the Ogunquit Museum of American Art was started in the 1950s by native artist Henry Strater, a student of Ogunquit’s Perkins Cove artists colony.

Wander the galleries around town, explore the Barn Gallery on Shore Road and get tickets to a show at the Ogunquit Playhouse —which boasts eight decades of professional theatre and summertime children’s productions—or another summer stock theater.

8.  Watch Hill, RI

A coastal village that’s part of the town of Westerly, Watch Hill has one of the best beaches on the East Coast, and celebrity glamour to spare. Get to town early and take a walk out on the Napatree Point Conservation Area , where  you’ll find the remains of Fort Mansfield and lots of beautiful birds like osprey and piping plovers.

After your nature walk, head into the charming town for a stroll and some shopping. The kids will love the vintage carousel, and be sure to have lunch at the Olympia Tea Room (supposedly Taylor Swift’s fave—you can take a peek at her house from afar, too, because it’s hard to miss). Finish the day with cocktails at the gorgeous Ocean House , where you can have a drink and a bite to eat.

9.  Concord, MA

Stroll to the Old North Bridge and explore the Minute Man National Historical Park’s five-mile Battle Road Trail, dedicated to the Battle of Concord (April 19, 1775), where militia engaged with British troops and ignited the Revolutionary War. The 19th-century Transcendentalist movement and its influential authors and thinkers—Ralph Waldo Emerson, Henry David Thoreau and Bronson Alcott—were rooted in Concord, and the Concord Museum is a good place to connect the dots. Located just outside of Concord Center are Walden Pond , which honors Thoreau’s famed naturalist journal, and Orchard House , where Louisa May Alcott wrote Little Women 150 years ago.

Pick up a picnic lunch at The Concord Cheese Shop . The Saltbox Kitchen’s tasty dishes and small-batch brewery are both fueled by produce from its nearby Saltbox Farm. For dinner, Woods Hill Table  also sources from their own farm at Woods Hill in Bath, NH, and the sleek, seasonally-focused 80 Thoreau is worth the day trip alone.

10.  Providence, RI

Providence is a foodie’s dream. Why does this small capital city have so much kitchen talent? Nearby Johnson & Wales University’s College of Culinary Arts is a major factor. Hemenway’s downtown is the grand dame of area seafood restaurants;  Waterman Grille is a vibrant jewel on the East Side near Brown University; and Aleppo Sweets is a lauded Syrian bakery and cafe—just to name a few spots. Federal Hill, the city’s impressive Italian neighborhood, is also loaded with Italian eateries and shops. 

Waterplace Park is a lovely gathering spot, and it anchors the city’s annual WaterFire program, which runs from spring through late fall; braziers along the Providence River are lit at sunset and stoked with aromatic wood by black-clad figures on boats, while themed music plays.

Providence is home to the notable Trinity Repertory Company , and The Strand Ballroom & Theatre, one of the nation’s best rock venues. The Rhode Island School of Design’s museum includes one the country’s finest university art collections.

11.  Mystic, CT

Settled in 1654, Mystic was once a shipbuilding seaport village. Now, it's a quintessential New England town, packed with mom-and-pop shops and activities for the whole family to do. 

During warm weather, spend a few hours on the sea with a day sail or sunset cruise from Argia Mystic Cruises , or visit the famous Mystic Aquarium or the Mystic Seaport Museum .  

After working up an appetite, stroll through the village to see the famous weighted Bascule bridge . P ick up a sweet treat from award winning Sift Bake Shop  and  splurge on a Connecticut lobster roll at the The Shipwright's Daughter  or a hearty, grass-fed burger at the Engine Room .  And, if you must eat pizza in Mystic, head to Nana’s Bakery and Pizza for inventive takes on personal pies.

12.  Falmouth, MA

Falmouth is nestled on the southwestern part of Cape Cod, 20 miles south of the Sagamore Bridge. Lined with great beaches, cool boutiques and relaxing spots to eat and drink, it's also one of The Cape’s easiest towns to get to. Do breakfast or lunch like a local at The Pickle Jar Kitchen .

The Falmouth Museums on the Green brings 1700s Cape Cod to life; the Federalist home of Dr. Francis Wicks is wonderfully preserved and packed with original artifacts. The Shining Sea Bike Trail ,  which hugs the coast and brings you past lovely views of both the Vineyard Sound and Buzzards Bay, runs from Falmouth to Woods Hole. The trail’s name comes from “America the Beautiful,” the famous poem by Katherine Lee Bates, a Falmouth native. (Though once a railroad, the path follows ancient Wampanoag Indian trails.) One more highlight: the Woods Hole Oceanographic Institution Ocean Science Discovery Center .

13.  Lexington, MA

The best part of taking a day trip to Lexington? You can easily do it by bicycle by traveling down the Minuteman Bikeway , which begins in North Cambridge and runs right through the leafy suburb, some 15 miles northwest of Boston. This posh town is most famous for its historic Battle Green , where the bloody Battle of Lexington took place and patriotic Minute Men engaged the British Army on Lexington Common. Many of the original homes flanking the battleground are preserved, including one that serves as a visitor’s center.

Stroll Lexington Center’s mom-and-pop shops, enjoy homemade ice cream at Rancatore’s or dine at il Casale   from local chef Dante de Magistris, who draws from his family’s roots to make handmade pastas, delicious sfizis and classic dishes, all in a rustic-chic atmosphere. For an elegant Sunday brunch or dinner, The Inn at Hastings Park’s Town Meeting Bistro  is a modern pleasure involving sleek, seasonal dishes.

14.  Kittery, ME

Kittery, while most famous for its shopping, has so much more to offer. First stop: Bob’s Clam Hut , a 60-year-old roadside diner that serves incredible fried clams, sustainable local fish and amazing milkshakes. Next stop? Yes, shopping at the adjacent Kittery Premium Outlets , whose stores include everything from discounted Calvin Klein to Lindt chocolate.

Also known for the historic Portsmouth Naval Yard —which is in Kittery, not neighboring Portsmouth, NH—this sleepy town includes Tributary Brewing Company , which has a cool tasting room and live music on weekends.

The heart of Kittery Foreside, which is the downtown area, is Wallingford Square and it's dotted with all kinds of restaurants including the sleek bistro Anneke Jans  and casual asian eatery  Anju Noodle Bar . Or  stop by Lil’s Café , a quaint spot set in a former bank whose old walk-in safe is now its Vinyl Vault, a small alcove with used records for sale. Lil’s bakery downstairs turns out some of the best pastries in New England and excellent chai, too.

15.  Washington, CT

For a small town in rural Connecticut, Washington has a big reputation for its arts and architecture. The Judy Black Memorial Park and Gardens is set in a once-abandoned gas station and boasts lovely landscaping and revolving art exhibits.

Every July, the Litchfield Jazz Festival takes place at venues around town and world-renowned modern dance company Pilobolus holds its Five Senses Festival . In September, Gilmore Girls fans take over—the town inspired the beloved TV program’s fictional Stars Hollow. Surrounded by colonial architecture, you can shop at unique boutiques and treat yourself to dinner (and a room, for a real spurge) at the historic, luxurious Mayflower Inn .

16.  Stockbridge, MA

Just off I-90, Stockbridge is the gateway to the beautiful Berkshires, part of the Taconic Mountains. Main Street is home to the venerable Red Lion Inn , a one-time frontier town tavern that maintains a casual eatery called Widow Bingham’s Tavern, as well as a gorgeously original main dining room with traditional favorites and an award-winning wine list.

Nature and art dominate the area: Just off Park Street, behind Main Street, take the wooden footbridge and walk the Laurel Hill Association’s beautiful trails. Visit the Norman Rockwell Museum and see where the renowned illustrator and artist lived and worked. Nearby, visit Chesterwood , the home of the Lincoln Memorial sculptor Daniel Chester French, and Naumkeag , a Gilded Age architectural masterpiece. A few miles away in Lenox is the Tanglewood Music Center , the Boston Symphony Orchestra’s summer home. Nearby, you can take a guided tour of Edith Wharton’s home, The Mount , and learn about the woman behind the building and the books.

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Skiing Near Boston

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Day Trips From Boston

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 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 

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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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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22+ Best Things To Do In Boston In The Winter From A Local

Boston in winter is a magical experience. The city comes alive with holiday decorations, seasonal events, and plenty of indoor and outdoor activities. Whether you’re a local or a visitor, you’ll find no shortage of ways to embrace the chilly weather.

Today I’m sharing everything you need to know about visiting Boston in the winter from a local perspective, as well as 22+ best things to do in Boston during the winter season!

Why Visit Boston In Winter?

Visiting Boston in the winter is an experience. And while Boston is beautiful during all four seasons, there are plenty of reasons to go in the winter specifically.

One of the best things about visiting Boston in winter is that you’ll encounter fewer tourists. This means shorter lines at popular attractions and a generally less crowded experience as you explore the city. Boston can get  pretty packed in the summer, making it hard to actually experience history.

Plus, winter is generally considered the low season for tourism in Boston, so you’re more likely to find better deals on flights and accommodations. Many attractions also offer off-season pricing . The price differences can be huge.

Boston in winter is not short on things to do. From ice skating at Frog Pond to holiday markets and seasonal concerts, the city offers a host of winter-specific activities that you won’t find during other times of the year. Because we’re used to winter up here, we have  tons of activities that you can  only do during the winter. Hey, we need to get through the cold months somehow. And Boston has a rich array of indoor activities, from museums to historic sites and theaters . Winter is a great time to explore these options without feeling like you’re missing out on outdoor activities.

If you come during the holiday season , Boston is something to behold. With tree lighting ceremonies, holiday markets, and decorations all around, the city becomes a winter wonderland. If you love the holidays, Boston in winter is a perfect fit.

And if you’re a fan of winter sports like skiing, snowboarding, or sledding, there are several places within a short drive from Boston where you can hit the slopes or find a good hill for some classic winter fun. I  love how close Boston is to all New England winter sports because you can experience the winter city magic and do the rural New England thing all in one trip.

Lastly, Boston is a walkable city, and its public transportation system is efficient. Even in winter, the city is easy to get around, whether by foot or by using the T (subway). One of the perks of being a smaller city is that it’s not hard to get somewhere, even during chilly winter days.

Best Things To Do In Boston In The Winter:

Here are some of my favorite Boston winter activities that you’ll  definitely want to schedule in.

22. Ice Skating

Ice skating is one of those activities that epitomizes Boston in winter. Whether you’re a local looking for a seasonal activity or a visitor wanting to embrace the winter chill, strapping on a pair of skates is an ideal way to do it. Here’s the scoop on ice skating in Boston, including some top spots to check out.

No discussion about ice skating in Boston would be complete without mentioning Frog Pond. Situated in Boston Common, the city’s historic park, Frog Pond is transformed into an outdoor skating rink every winter. It’s perfect for skaters of all ages and skill levels. Rentals are available, and there’s a café where you can grab some hot cocoa or a snack.

This is my #1 recommended area to ice skate in Boston. Everyone should go to Frog Pond once!

Frog Pond generally opens for the winter season from late November or early December through March, weather permitting. The rink has specific hours for public skating, which can vary depending on the day of the week and whether there are any special events or private bookings.

Kendall Square Community Ice Skating:

Located in Cambridge, not too far from downtown Boston, the Kendall Square rink offers another outdoor skating experience. This rink is less crowded than Frog Pond, making it a good option if you’re looking for a more relaxed environment. They also offer skate rentals and lessons if you’re a beginner.

Steriti Memorial Rink:

Located in Boston’s North End, the Steriti Memorial Rink is an indoor option that offers free public skating. It’s particularly popular among locals and offers a view of the Boston Harbor. It’s a good alternative if you’re looking for a place to skate without braving the outdoor chill.

Warrior Ice Arena:

If you’re a hockey fan, you might want to check out Warrior Ice Arena , the practice facility for the Boston Bruins. The arena is open to the public for skating at certain times and offers a high-quality ice surface. It’s located in the Boston Landing area, which has restaurants and shops to explore before or after your skate.

21. Visit Faneuil Hall Marketplace

Faneuil Hall Marketplace is one of the prime spots to visit in Boston in winter. The historic area is transformed with twinkling lights and holiday decorations. Street performers often brave the cold, providing free entertainment as you stroll around. Don’t forget to grab some hot cocoa or mulled wine from one of the many vendors.

Shopping:   Faneuil Hall Marketplace is also a shopping destination. The area is dotted with a variety of shops, from major retail chains to quirky, independent boutiques. Whether you’re looking for souvenirs, fashion, or unique crafts, you’re likely to find it here.

Food: One of the main attractions of visiting Faneuil Hall is the food. Quincy Market , located just behind Faneuil Hall, is home to a bustling food court that offers an extensive range of options, from classic New England dishes like clam chowder and lobster rolls to international cuisine. It’s a fantastic place to grab a quick, affordable meal in the heart of the city. Outside, in the North and South Markets, you’ll find even more dining options, including sit-down restaurants and pubs where you can take a breather and soak in the atmosphere.

Winter events: Faneuil Hall is not just a summer attraction; it has a year-round appeal. In winter, it transforms into a festive wonderland complete with holiday decorations and seasonal events like the “Blink!” light and sound show. There’s often a large Christmas tree, making it a focal point for holiday celebrations in Boston.

20. Catch a Celtics Game

Sports are a big deal in Boston, and winter is basketball season. Catching a Celtics game at TD Garden is an electrifying experience and a perfect way to escape the winter chill. The crowd is passionate, and the energy is high, making it one of the best indoor activities in Boston in winter.

The Celtics play right at TD Garden , which is super centrally located and is also North Station (perfect if you’re taking the train in or out). So you can catch a game and do a few other activities if you plan right!

If you’re not from the Massachusetts area, then I  highly recommend seeing a Celtics game . There’s nothing like the New England sports atmosphere (we’re pretty intense) and the whole thing is a wild experience.

19. See The Nutcracker Ballet

When it comes to cultural activities that capture the magic of Boston in winter, seeing a performance of “The Nutcracker” ballet is near the top of the list. Performed annually by the esteemed Boston Ballet and various other local companies, this classic Tchaikovsky ballet has become a cherished holiday tradition for many Bostonians and visitors alike.

The primary venue for the Boston Ballet’s rendition of “The Nutcracker” is the historic Boston Opera House , located in the heart of the Theater District . The Opera House itself is worth a visit, boasting grand architecture and opulent interiors that set the stage for a night of elegance and enchantment. It’s one of the fanciest spots in Boston!

Tickets for “The Nutcracker” typically go on sale in the late summer or early fall and can sell out quickly, especially for popular dates close to Christmas. It’s advisable to book your tickets well in advance. The ballet usually runs from late November through December, offering multiple performances each week, including matinees that are perfect for families. Even if you’re not a huge fan of the ballet, I highly recommend going to see the Nutcracker just to experience the Opera House atmosphere! Plus, you get to dress up, which you won’t find many other places in Boston (it’s a casual city, especially in the chilly winter months).

18. Walk The Freedom Trail

Boston in winter offers a unique opportunity to walk the Freedom Trail with fewer crowds. The 2.5-mile trail takes you through 16 historical sites, offering a glimpse into America’s past. While it may be chilly, a winter walk along this route offers a quieter, more reflective experience.

Many of the sites, like the Massachusetts State House , Paul Revere’s House , and the Old North Church , are just as captivating in winter. Some of them have indoor areas where you can escape the cold for a bit while learning about the American Revolution and Boston’s role in it.

To enjoy the Freedom Trail in winter, it’s essential to dress warmly. Layering is key, as are waterproof boots, gloves, and a hat. Boston winters can be quite cold, with temperatures often dropping below freezing, especially in the evenings. I recommend insulated snow boots that are easy to walk in and a puffer coat, or at the very least a heavy wool coat with layers. But make sure to check the weather before you go: Boston in the winter fluctuates like crazy!

You can do the trail yourself since it’s pretty easy, but you won’t get much info about the history of the buildings. If you’re a history buff, I recommend doing a guided tour , which in my mind is worth it, but then again I’m obsessed with Boston History!

Check out some of the top tours here.

17. Go Museum Hopping

Boston is home to a wide range of museums that cater to all kinds of interests, from art and history to science and technology. If you’re looking to engage in a cultural exploration of the city, museum hopping is a great way to do it. Here’s a brief rundown of some must-visit museums and what you can expect at each.

Museum of Fine Arts (MFA)

What to Expect : The MFA is one of the largest and most comprehensive art museums in the U.S. It boasts an extensive collection that spans multiple continents and centuries, from Ancient Egypt to modern American art.

Details : Located in the Fenway-Kenmore neighborhood, it’s accessible via the Green Line’s Museum of Fine Arts stop. General admission is $25 for adults, but there are discounts for seniors, students, and youth.

Isabella Stewart Gardner Museum

What to Expect : This museum offers a unique blend of art, architecture, and horticulture. The Venetian-style palace surrounds a beautiful courtyard garden.

Details : It’s a short walk from the MFA, so you can easily visit both in one day. Admission is $20 for adults, and if your name happens to be Isabella, you get in for free!

The New England Aquarium

What to Expect : This is a must-visit for marine life enthusiasts. Highlights include a giant ocean tank, a penguin exhibit, and a variety of hands-on activities.

Details : Located on the Central Wharf, it’s easily accessible from the Blue Line’s Aquarium station. Tickets are around $32 for adults and $23 for children.

Museum of Science

What to Expect : A perfect destination for families or anyone interested in science and technology. The museum offers interactive exhibits on topics like physics, biology, and astronomy.

Details : Situated near the Charles River, you can get there via the Green Line’s Science Park/West End station. General admission starts at $29 for adults and $24 for children.

The USS Constitution Museum

What to Expect : This maritime museum offers an in-depth look at the history of the USS Constitution, the world’s oldest commissioned naval vessel still afloat.

Details : Located in the Charlestown Navy Yard, it’s a bit of a trek but worth it for history buffs. Admission is by donation, so you pay what you can.

The Institute of Contemporary Art (ICA)

What to Expect : If modern art is more your style, the ICA is the place to go. The museum features rotating exhibits of contemporary artists and offers stunning harbor views.

Details : Situated in the Seaport District, it’s accessible via the Silver Line’s Courthouse station. Admission is $15 for adults, and free for everyone on Thursdays from 5 to 9 p.m.

Boston Children’s Museum

What to Expect : This is an ideal spot if you’re museum-hopping with younger kids. The museum is designed to be interactive and educational, with exhibits on everything from science and culture to environmental awareness.

Details : Located on Children’s Wharf along Fort Point Channel, it’s close to the Red Line’s South Station. Admission is $18 per person, but they offer $1 admission every Friday from 5 to 9 p.m.

16. Winter Food Tour

When it comes to experiencing Boston in winter, food is an essential part of the journey. The city’s culinary scene offers a blend of traditional New England fare and innovative cuisine that can warm you up on the coldest winter days. Here’s how to go on a winter food tour in Boston, featuring some iconic foods and where to find them.

New England Clam Chowder

What to Expect : A creamy, hearty soup filled with clams, potatoes, and onions. It’s a quintessential comfort food for Boston in winter.

Where to Go : Legal Sea Foods in the Seaport District or Quincy Market is a popular choice for an authentic bowl of clam chowder.

Lobster Roll

What to Expect : Fresh lobster meat served in a grilled, buttered roll. It’s a luxurious treat that’s delicious year-round.

Where to Go : Neptune Oyster in the North End is well-known for its high-quality lobster rolls, albeit at a premium price.

Boston Cream Pie

What to Expect : A two-layer sponge cake filled with cream and topped with chocolate glaze. It’s so iconic, it’s the official dessert of Massachusetts.

Where to Go : The Omni Parker House in Downtown Boston is where this dessert was invented, so it’s a must-visit for the real deal.

Baked Beans

What to Expect : Navy beans slow-cooked with molasses and pork. It’s an old-school dish that’s rich in flavor and history.

Where to Go : Durgin-Park in Faneuil Hall used to be the go-to, but since it’s closed, you can head to places like Union Oyster House for a traditional take on this dish.

What to Expect : A crispy pastry tube filled with sweet ricotta cheese, often garnished with chocolate chips or pistachios.

Where to Go : Mike’s Pastry or Modern Pastry in the North End are both famous for their cannolis and usually have lines out the door, even in winter.

Roast Beef Sandwich

What to Expect : Thinly sliced roast beef piled high on an onion roll, usually accompanied by BBQ sauce, mayonnaise, and cheese.

Where to Go : Kelly’s Roast Beef in Revere Beach is an institution for this local favorite.

Sam Adams Beer

What to Expect : While not a food, no trip to Boston is complete without trying a locally brewed Sam Adams.

Where to Go : The Sam Adams Brewery in Jamaica Plain offers tours and tastings, perfect for warming up on a cold winter day.

If you want to get going on your food tour earlier in the day, then try out a classic Boston brunch . There are tons of breakfast spots in Boston and this is a huge event during weekend winter days!

15. Harbor Cruise

Believe it or not, harbor cruises aren’t just for summer. Some operators offer winter wildlife cruises, a unique way to experience Boston in winter. You’ll have the opportunity to see seals, sea birds, and the breathtaking skyline, all while bundled up and sipping hot tea or coffee.

Several companies offer a variety of harbor cruises , even during winter. Whether you’re interested in history, sightseeing, or just enjoying the sea air, there’s likely a cruise for you. Some popular options include:

• Sunset Cruises : Catch the early winter sunset over the harbor.
• Historical Cruises : Learn about Boston’s maritime history.
• Dinner Cruises : Enjoy a meal as you take in the city skyline.

Most of the winter cruises leave from Long Wharf or Rowes Wharf, both of which are easily accessible via public transportation. If you’re driving, parking is available but can be pricey.

During the holiday season, some companies offer special-themed cruises, such as New Year’s Eve cruises with fireworks or Valentine’s Day cruises for couples. These tend to sell out quickly, so booking well in advance is recommended.

14. Visit the Boston Tea Party Ships & Museum

The Boston Tea Party Ships & Museum is not your typical museum experience. You’ll have the opportunity to participate in reenactments, explore authentically restored tea ships, and even throw replica tea crates into the harbor just like the Sons of Liberty did back in 1773.

The museum has a series of exhibits and interactive displays that offer insights into the events, people, and ramifications of the Boston Tea Party. One highlight is the “Eleanor,” one of the museum’s restored ships where you can experience firsthand what it was like to be part of the protest.

The museum is located on Congress Street Bridge in Boston, just a short walk from the South Station, making it easily accessible via subway, bus, or even a leisurely stroll if you’re already downtown.

While the museum is indoors, the ship exhibits can get chilly in winter, so dress warmly. But the wintertime also tends to be less crowded, so you can explore at a more relaxed pace.

Adult tickets are around $30, and discounts are available for children, seniors, and military personnel . Operating hours can vary by season, so it’s best to check the official website for the most current information.

13. Brewery Hopping

Boston isn’t just famous for its historic sites and seafood; it’s also a burgeoning hub for craft beer enthusiasts. Brewery hopping is an excellent way to get a feel for the local scene, and doing it in winter gives you an excuse to sample some of the darker, richer brews that pair well with chilly weather.

Boston breweries offer a wide range of beers, from hoppy IPAs to robust stouts. In winter, you’ll find seasonal offerings with flavors like cinnamon, ginger, and chocolate. Many breweries also have indoor taprooms and even fire pits to help you shake off the cold.

Samuel Adams Brewery

What It’s Known For : Being one of the pioneers of the American craft beer movement.

Winter Specials : Look out for winter lagers and seasonal ales.

Location : The brewery is located in Jamaica Plain, and they offer tours and tastings.

Harpoon Brewery

What It’s Known For : Their flagship Harpoon IPA and a wide variety of other styles.

Winter Specials : Try their Winter Warmer, a spiced ale that’s perfect for the season.

Location : Located in the Seaport District, they also have a beer hall where you can pair a fresh pretzel with your brew.

Trillium Brewing Company

What It’s Known For : Innovative, high-quality beers, including hop-forward and experimental brews.

Winter Specials : Seasonal stouts and barrel-aged offerings.

Location : They have multiple locations, but the Fort Point location is a popular choice.

Dorchester Brewing Company

What It’s Known For : A focus on traditional styles, as well as some fun experimental brews.

Winter Specials : Expect darker, richer brews during winter.

Location : Located in Dorchester, this brewery also has a spacious taproom.

Night Shift Brewing

What It’s Known For : A wide range of unique and flavorful beers.

Winter Specials : They often release special brews during the holiday season.

Location : Their taproom is in Everett, a short drive from downtown Boston.

12. Beacon Hill Exploration

Beacon Hill , with its gas-lit streets and Federal-style row houses, is one of Boston’s most iconic neighborhoods. Exploring it in winter adds a layer of charm that makes it feel like you’ve stepped into a real-life snow globe.

In winter, the snow adds a picture-perfect touch, especially in the evenings when the gas lamps are lit. You’ll feel like you’ve stepped back in time.

Start your exploration with a visit to the Massachusetts State House , recognizable by its gleaming golden dome. While the exterior is impressive in its own right, the interior is open to the public and offers historical and architectural intrigue.

One of the most photographed streets in the U.S., Acorn Street is particularly enchanting in winter. The cobblestones and historic homes take on a magical quality when dusted with snow.

This is Beacon Hill’s main thoroughfare, filled with boutique shops, cafes, and antique stores. It’s a great place to grab a hot chocolate or a warm meal. In winter, many of the shops have festive window displays.

Lastly, Beacon Hill is adjacent to Boston Common , the oldest public park in the U.S. In winter, the park is transformed into a winter wonderland, complete with ice skating at Frog Pond.

11. Attend a Boston Pops Concert

When it comes to cultural experiences in Boston, attending a Boston Pops concert ranks high on the list. The Pops are renowned for their blend of classical music and popular tunes, and there’s no better time to experience their magic than during the winter season, especially around the holidays.

The Boston Pops Orchestra , usually just called the “Pops,” is famous for making orchestral music accessible to the general public. In winter, their repertoire often includes holiday classics, traditional pieces, and even some contemporary hits. It’s not uncommon to hear Tchaikovsky’s “Nutcracker Suite” one moment and a jazzy rendition of a holiday pop song the next.

Conducted in the historic Symphony Hall , decorated to the hilt with festive ornaments and lights, the atmosphere is nothing short of magical. The Holiday Pops concerts often feature sing-alongs, special guest appearances, and even a visit from Santa Claus.

Located in Boston’s Back Bay area, Symphony Hall is considered one of the world’s best concert halls, acclaimed for its superb acoustics. The grand interior, with its intricate moldings and chandeliers, adds a sense of occasion to any concert. This is one of the must-see shows in Boston during winter!

10. Hot Chocolate Tour

What’s better than hot chocolate in winter? Not much! Boston has several cafes known for their delicious hot cocoa. Take a self-guided tour or just visit a few places to find your favorite hot chocolate in Boston in winter. Some of my personal favorite spots include:

L.A. Burdick Chocolate

What It’s Known For : Their “Drinking Chocolate” is made from shavings of real chocolate rather than cocoa powder.

Location : Located in the heart of Harvard Square in Cambridge, it’s easily accessible via the Red Line.

Tip : This place is often busy, especially on weekends, but the wait is worth it.

Flour Bakery + Cafe

What It’s Known For : A traditional hot chocolate that hits all the right notes—rich, creamy, and perfectly sweet.

Location : They have multiple locations, but the one in the South End is particularly cozy.

Tip : Pair your hot chocolate with one of their mouth-watering pastries.

What It’s Known For : Italian-style hot chocolate, which is on the thicker side and can be customized with flavored syrups.

Location : Multiple locations throughout Boston, including Back Bay and Downtown Crossing.

Tip : Opt for the whipped cream on top; you won’t regret it.

Tatte Bakery & Café

What It’s Known For : Offering a decadent “Nutella Hot Chocolate.”

Location : With locations in Beacon Hill and Kendall Square among others, it’s easy to incorporate into your Boston itinerary.

Tip : This spot is also known for its pastries, so consider a combo for the ultimate treat in a French-style cafe.

Thinking Cup

What It’s Known For : Their Valrhona Hot Chocolate is made from Valrhona chocolate and steamed milk.

Location : Conveniently situated along the Freedom Trail, near Boston Common.

Tip : This café also specializes in coffee, so it’s a good option if your group is split between coffee and hot chocolate lovers.

Max Brenner

What It’s Known For : A chocolate-focused restaurant offering an entire menu of hot chocolate variations.

Location : Located in the Back Bay area.

Tip : Try their “Mexican Spicy Hot Chocolate” for something a little different.

9. Boston Winter Village

This seasonal pop-up features a mix of shopping, dining, and entertainment, all designed to celebrate Boston in winter. Think of it as a winter fair with a variety of activities, from ice maze explorations to shopping for winter apparel.

Imagine twinkling lights, holiday decorations, and the buzz of holiday shoppers all set to the soundtrack of classic winter songs. That’s Boston Winter Village for you. A mix of local artisans, food vendors, and various activities make this a one-stop destination for winter fun.

The village is populated by a variety of kiosks and small pop-up shops, many of which feature local artisans and makers. From handcrafted jewelry to unique Boston souvenirs, there’s a little something for everyone on your gift list. And winter treats are aplenty here. From hot chocolate and mulled wine to food trucks serving up seasonal favorites like roasted chestnuts, the Boston Winter Village is a foodie’s paradise.

One of the highlights is usually an outdoor skating rink. Even if you’re not a skater, it’s fun to watch others take to the ice. Rentals are available, so you don’t have to lug your own skates around the city.

Weekends often feature live entertainment, ranging from local school choirs to professional musicians. The vibe is festive, adding an extra layer of holiday cheer to your visit.

Boston Winter Village is usually set up in a central downtown location, often near City Hall Plaza, making it easily accessible by public transportation. If you’re already downtown for other activities, it’s a convenient stop.

8. Check Out One of Boston’s Famous Speakeasies

Boston has a rich history that stretches back to the days of Prohibition, and its modern-day speakeasies pay homage to this clandestine era. These speakeasies are all the rage in Boston right now, and are super popular (and cozy!) spots in the winter.

What It’s Known For : Despite its simple name, Drink offers a complex cocktail experience with bartenders who are more like mixologists.

Location : Situated in the Fort Point neighborhood, near the Seaport.

Tip : There’s no menu here; you tell the bartender what you like, and they whip up a custom cocktail for you.

Yvonne’s

What It’s Known For : Yvonne’s offers an opulent experience with a modern twist on the classic supper club. The atmosphere is a mix of vintage and trendy, featuring intricate chandeliers and plush seating, making it a stylish take on the speakeasy concept.

Location : Situated in Downtown Crossing, just a short walk from the T station.

Tip : Don’t just stick to drinks; their small plates menu is well worth exploring. The “Grilled Lollipop Lamb Chops” and the “Baked Oysters” are must-tries.

What It’s Known For : This place is famous for its creative cocktails and laid-back atmosphere.

Location : Tucked away in Union Square in Somerville, just a short trip from downtown Boston.

Tip : The entrance is a bit hidden, situated at the back of a hallway behind a café. Look for the door marked “Backbar.”

Wink & Nod

What It’s Known For : A sultry, underground lounge setting with plush seating and mood lighting.

Location : In the South End, accessible via the Orange Line at Back Bay Station.

Tip : They frequently rotate their food menu by hosting different chefs, making each visit unique.

The Hawthorne

What It’s Known For : An upscale speakeasy that feels like someone’s stylish living room, complete with bookshelves and comfy chairs.

Location : In Kenmore Square, easily accessible from the Green Line.

Tip : Their cocktail menu is extensive but don’t skip their small bites, which are just as impressive.

Brick & Mortar

What It’s Known For : This speakeasy focuses on classic cocktails with a modern twist.

Location : Located above Central Kitchen in Cambridge’s Central Square.

Tip : The entrance isn’t obvious; it’s an unmarked door next to a hardware store.

What It’s Known For : Not quite a speakeasy in the traditional sense, but its basement location and vintage vibe give it a hidden-away feel.

Location : Nestled in the downtown area, close to Park Street Station.

Tip : Try their signature comfort foods like mac and cheese.

7. Visit the Public Library

When people think about things to do in Boston in winter, visiting a library might not be the first thing that comes to mind. However, the Boston Public Library is no ordinary library; it’s a historic landmark, an architectural wonder, and a cozy sanctuary all rolled into one.

The Boston Public Library isn’t just a place to read or borrow books. It’s home to stunning architecture, historical collections, rotating exhibits, and even a café . The library offers a tranquil escape from the bustling city outside, making it a perfect spot for a quiet afternoon.

Seriously, if you’re a fan of dark academia , then you’ll want to check out the Boston Public Library simply because it’s gorgeous! Boston is a collegiate historical city and that’s clearly reflected here.

The McKim Building, the older part of the library, is known for its grandeur and Renaissance Revival architecture. When you walk into Bates Hall, you’ll be stunned by the high, coffered ceiling, the rows of green-shaded lamps, and the sense of tranquility that pervades the room.

The modern counterpart to the McKim Building, the Johnson Building is all about contemporary comforts. It’s bright, open, and home to a variety of resources, including computers, an expansive children’s library, and popular fiction and non-fiction titles.

The Boston Public Library’s main branch is located in Copley Square, easily accessible by taking the Green Line to Copley Station.

6. Shop on Newbury Street

If you find yourself in Boston in winter and have a penchant for shopping, you absolutely must stroll down Newbury Street. Known as Boston’s most famous shopping street , Newbury has a little bit of everything—from high-end boutiques to popular chains, vintage stores, and even some cute cafés for when you need a shopping break.

Newbury Street is a shopper’s paradise. It’s home to a variety of retail experiences, ranging from luxury brands like Chanel and Gucci to local boutiques that offer something uniquely Bostonian . You’ll also find home decor shops, bookstores, and plenty of beauty and skincare options.

The atmosphere is part of what makes shopping on Newbury Street so enjoyable. Cobblestone sidewalks, historic brownstones, and trees strung with fairy lights make it a charming place to be, even more so when there’s a blanket of snow on the ground.

All that shopping can make you hungry. Luckily, Newbury Street has an array of food options. Grab a quick bite from a food truck, settle in for some fine dining, or warm up with a hot drink from one of its many cozy cafés.

Even if you’re not a big shopper, I recommend that you walk down Newbury Street and enjoy the atmosphere. This is one of the prettiest spots in Boston in the winter!

5. Take a Tour

Boston is a city rich in history, culture, and stunning sights that can be enjoyed all year round. If you’re visiting Boston in winter, taking a guided tour can provide you with a deeper understanding and appreciation of the city’s many attractions. Here are some of the best tours to consider when you’re in Boston during the colder months:

Freedom Trail Tour

What It Is : A guided tour along the 2.5-mile-long Freedom Trail that takes you through 16 historical sites.

Why It’s Great in Winter : The winter snow adds an extra layer of charm to this historic walk. Just bundle up and maybe grab a hot cocoa beforehand!

Trolley Tour

What It Is : A hop-on, hop-off trolley service that covers Boston’s major attractions.

Why It’s Great in Winter : It’s a quick way to see the sights without spending too much time in the cold. Some even have heated trolleys!

Harbor Cruise

What It Is : A boat tour that gives you fantastic views of the Boston skyline and harbor area.

Why It’s Great in Winter : While many harbor cruises run only in warmer months, some specialty winter cruises offer breathtaking views of the snowy cityscape.

Brewery Tour

What It Is : Visit some of Boston’s best breweries to learn about the beer-making process and sample some local brews.

Why It’s Great in Winter : A brewery tour is an indoor activity, making it perfect for a chilly day. Plus, many breweries offer seasonal winter ales.

Haunted Boston Ghost Tour

What It Is : This evening walking tour takes you through some of Boston’s most haunted sites while telling tales of the city’s eerie past.

Why It’s Great in Winter : The early sunset and chilly weather add to the spooky atmosphere.

Fenway Park Tour

What It Is : A behind-the-scenes tour of Boston’s iconic baseball stadium.

Why It’s Great in Winter : While there’s no baseball in winter, the stadium tour is still available and much less crowded.

Food Tour of the North End

What It Is : Sample some of Boston’s best Italian food as you stroll through its oldest neighborhood .

Why It’s Great in Winter : The hearty Italian fare will warm you up in no time.

4. See the Tree Lightings

One of the most festive activities to do in Boston in winter is attending one of the many tree-lighting ceremonies. The city is home to several grand trees that are illuminated in spectacular fashion. From the ceremony at Boston Common to others in different neighborhoods, it’s a twinkling way to ring in the holiday season.

3. Skiing and Snowboarding

If you’re a winter sports enthusiast, you’ll be thrilled to know that Boston in winter offers relatively easy access to a variety of skiing and snowboarding options. While the city itself doesn’t have ski slopes, there are several excellent resorts and mountains within a couple hours’ drive. Here are some of the best spots to consider:

Wachusett Mountain

Location : About an hour and a half from Boston.

What’s Special : A solid mix of beginner, intermediate, and advanced runs. They also have night skiing, so you can hit the slopes after the sun sets.

Loon Mountain

Location : Around two hours north in New Hampshire.

What’s Special : Known for its expansive terrain and excellent snow conditions. It’s bigger than many of the closer resorts, offering a broader range of trails.

Sunapee Mountain

Location : Also about two hours away, in New Hampshire.

What’s Special : Sunapee is great for families and offers a balanced variety of trails for skiers and snowboarders of all levels.

Blue Hills Ski Area

Location : Just 30 minutes from downtown Boston.

What’s Special : While it’s smaller and has less challenging runs, it’s the closest option for a quick day trip to scratch that skiing itch.

If you’d prefer to go for a weekend, there are plenty of awesome mountains in New Hampshire , Vermont , and Maine that are a few hours’ drive.

2. Go Sledding

When the first big snowfall hits, one of the simplest and most enjoyable winter activities in Boston is sledding. Grab your sled, or even a cafeteria tray if you’re a college student looking for a cheap thrill, and head to one of the city’s many parks that become sledding havens in the winter. Here are some top spots to consider:

Boston Common

Location : Central Boston

What’s Special : This iconic park offers multiple hills suitable for all age groups. The Frog Pond area is a popular sledding spot, offering easy slopes for younger kids.

Larz Anderson Park

Location : Brookline

What’s Special : Known for having one of the largest and steepest hills in the Boston area, it’s perfect for those looking for a little more speed and excitement.

Arnold Arboretum

Location : Jamaica Plain

What’s Special : This park is ideal for sledding among beautiful, snowy trees. The sloping terrain provides plenty of options for sledders of various skill levels.

Prospect Hill Park

Location : Waltham

What’s Special : With multiple hills and an incredible view of the Boston skyline, Prospect Hill offers a sledding experience that’s both fun and scenic.

1. Visit Nearby Small Towns

One of the cool things about being in Boston in winter is that you’re not far from some quintessentially New England small towns that look like they’re straight out of a holiday card. A quick drive can transport you to charming locales where you can experience a different, more relaxed vibe. Here are a few spots worth the trip:

Location : About 30 minutes north of Boston.

What’s Special : Known for its witch trials, Salem offers history, museums, and a charming downtown area. In winter, the crowds are smaller and the vibe is cozier. See the top things to do here , as well as some awesome Salem restaurants here .

Location : Roughly 30 minutes west of Boston.

What’s Special : The town is rich in literary history, being the home of authors like Thoreau and Emerson. Walden Pond is particularly peaceful in the winter months.

Newburyport

Location : About an hour north of Boston.

What’s Special : This coastal town is beautiful in winter. With fewer crowds, you can really enjoy the boutiques and seafood restaurants at a leisurely pace. Plus, Newburyport offers some cozy, historic hotels that you won’t want to leave!

Check out our favorite things to do in Newburyport here , and our top Newburyport restaurants here.

Location : An hour and a half north of Boston.

What’s Special : Known for its art galleries and Bearskin Neck , a scenic stretch of old fishermen’s shanties converted into shops, Rockport offers a serene oceanfront experience in winter with plenty of things to do and delicious restaurants.

FAQs About Visting Boston In Winter:

Just how cold does boston get in the winter.

Boston winters can vary, but they’re generally cold. Temperatures can range from mild to quite chilly. Here’s a general idea:

• Average High: Around 41°F (5°C)
• Average Low: Around 28°F (-2°C)
• Average High: Around 36°F (2°C)
• Average Low: Around 22°F (-5°C)
• Average High: Around 39°F (4°C)
• Average Low: Around 25°F (-3°C)

Snowfall is also common, especially in January and February. The city can receive anywhere from a light dusting to several inches of snow in a single storm.

Wind chill can also be a factor, making it feel colder than the actual temperature. It’s not unusual to have days where the wind chill dips into the single digits or even below zero in Fahrenheit, particularly in January and February.

Basically, Boston in the winter is pretty chilly. It won’t be as cold as, say, Canada, but you  will want to bring tons of layers. Even for a night out at a bar, everyone will be dressed in sweaters.

What should I pack for Boston in the winter?

Boston in winter is chilly, often snowy, and sometimes downright freezing. But that doesn’t mean you have to sacrifice style for warmth. Here’s how you can look chic while braving the Boston cold:

Wool Coat : Go for a classic wool coat that reaches at least down to your thighs. Black, navy, or camel tones are versatile and timeless.

Puffer Jacket : For especially cold days, a sleek puffer jacket can be both warm and stylish. You’ll see a lot of  long puffer coats in Boston, usually in darker colors.

Leather or Suede Boots : Knee-high or ankle boots with a good grip are perfect for navigating the city streets.

Sneakers : A pair of stylish yet functional sneakers can be great for days when you’ll be doing a lot of walking but the weather is dry.

Snow Boots : Of course, you’ll see plenty of snow boots in Boston. I love a good low pair of snow boots that are cute and comfortable.

Sweaters : Pack a variety of knits, from chunky turtlenecks to slim cashmere pullovers. We pretty much wear sweaters everywhere in Boston in the winter, from museums to pubs.

Long-Sleeve Tees : These are great for layering under sweaters and jackets. Stick to neutral colors to maximize outfit combinations.

Accessories

Beanie or Fedora : A cute hat can keep you warm while also upping your style quotient. I personally wear a knit beanie everywhere I go – this is a staple.

Scarf : Go for a large, cozy scarf that can double as a wrap. Plaid or herringbone patterns can add some texture to your look and are pretty common.

Leather Gloves : They’re warmer than you think and way more stylish than chunky knit ones. This is the “upscale chic” city vibe for Boston in winter.

Lastly, you’ll want to bring nice sunglasses and simple jewelry. You’ll see most people wearing leggings or jeans tucked into boots just about everywhere, though you can get away with a tweed skirt and tights if the weather is more mild.

Guys tend to dress pretty casual and preppy, with simple jeans, workboots or snowboots, henleys, puffer coats, or wool coats (when they’re feeling fancy).

Is Boston walkable in the winter?

Boston is definitely a walkable city, even in the winter months. The compact layout of the city makes it convenient to go from one neighborhood to another on foot, and many attractions are clustered close together.

Boston gets its fair share of snow, and while the city is generally good at clearing main roads, you might find some smaller streets and sidewalks that are icy or slushy. Be careful when walking, and it’s advisable to wear boots with good grip.

Also, daylight is limited during winter; the sun sets as early as 4:30 p.m. in the deepest winter months. If you plan to walk around, either make the most of the daylight hours or stick to well-lit areas if you’ll be out in the evening.

Boston’s public transportation system, known as the “T,” is generally reliable and can be a great way to cover longer distances or to give yourself a break from the cold. Just be aware that inclement weather can sometimes cause delays. So plan in about 30 minutes anytime you want to take the T, even if it’s supposedly a short jump (there’s almost  always at least one delay).

While Boston is walkable, it’s worth noting that it’s also an old city with cobblestone streets, which can be a bit tricky to navigate in icy conditions. If you or someone in your group has mobility issues, extra caution will be needed. And you  won’t want to wear heels

Cozy Boston Hotels During The Winter:

When you’re visiting Boston in winter, a cozy hotel can make all the difference. Nothing beats returning to a warm, inviting space after a day of exploring the chilly city. Here are some hotels that offer that extra level of coziness you’ll crave during your winter getaway.

The Liberty Hotel

Location : Beacon Hill What’s Special : Situated in a converted jail, The Liberty offers a unique blend of historical charm and modern luxury. With warm fireplaces in the lobby and plush bedding, it’s a cozy spot to unwind.

Location : Beacon Hill What’s Special : This boutique hotel takes luxury to the next level. Each room features a fireplace, and you’ll have access to complimentary hot chocolate and warm cookies in the lobby.

Boston Harbor Hotel

Location : Waterfront What’s Special : Want to enjoy waterfront views without braving the cold? The Boston Harbor Hotel offers just that. Its rooms are designed to make the most of the views while keeping you snug and warm.

Omni Parker House

Location : Downtown What’s Special : Known as the longest continuously operating hotel in the U.S., Omni Parker House has a rich history and classic New England charm. It’s famous for its Parker House Rolls and Boston Cream Pie.

Location : Back Bay What’s Special : Sustainability meets luxury at The Lenox . The hotel features eco-friendly amenities, but what makes it a winter haven are the real wood-burning fireplaces in some rooms.

So, there you have it—a comprehensive guide to making the most out of Boston in winter. Despite the cold and snow, this historic city has a unique charm that truly comes alive during the winter months. From festive tree lightings and holiday markets to world-class museums and cozy hideaways, Boston offers a multitude of experiences that cater to all kinds of interests.

Visiting Boston in winter lets you see the city in a different light—literally and figuratively. The shorter days make the city lights glow brighter, and the snow-draped architecture turns familiar landmarks into postcard-worthy scenes. Yes, it’s cold, but with the right gear and a hearty New England spirit, you’ll find the city to be just as welcoming in winter as in any other season.

So, if you’re wondering whether to visit Boston in winter, the answer is a resounding yes. With a little preparation and an open mind, you’ll find that Boston’s winter offerings are as rich and rewarding as those of any other season. Get ready to layer up, step out, and dive into a winter wonderland like no other!

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12+ Best Day Trips from Boston

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What are the best day trips from Boston? Have I got the post for you! Boston is a brilliantly situated city, surrounded by seaside towns, cool beaches, and natural wonders. Whether you’re staying in downtown Boston or out in the suburbs, whether you’re traveling with kids or on your own, there’s so much to see throughout Massachusetts and beyond.

And if there’s anything I know like the back of my hand, it’s Boston day trips — the ones that are worth it (Newburyport! Providence! Portland!), and the ones that are bad ideas.

Planning your trip to Boston last minute?

Boston is very popular and books up quickly year-round. Book ahead to avoid disappointment!

🦞 Top Day Trips from Boston:

• Salem in a Day from Boston: Witches Tour (My top recommendation!)
• Martha’s Vineyard Day Trip from Boston (LONG trip, but great place)
• Boston to Newport, RI Day Trip (Elegant mansions!)

🛌  Top-Rated Hotels in Buenos Aires:

• The Liberty Hotel (Former jail and super trendy!)
• Boston Park Plaza (Super nice and not too $$)
• Oasis Guest House (Great budget option)

🚗 Renting a car in Boston? Find deals on car rental rates here.

I grew up 20 minutes outside Boston — Reading, specifically — and spent several years living in Boston as an adult. Today, I spend much of the year in the Boston area with my family. I feel very lucky to be from New England, which is filled with fabulous places to visit, from my beloved Portsmouth, New Hampshire, to Provincetown, the funky tip of Cape Cod.

While most of these Boston day trips require a car, several of them can be done with public transportation. Read on to see which day trips from Boston are best for you.

I would like to acknowledge and honor the Massa-adchu-es-et (Massachusett), Pawtucket, Pokanoket, Wôpanâak (Wampanoag), Nauset, Pentucket, Abenaki/Abénaquis, Wabanaki and Mohican people, the Indigenous stewards and traditional owners of the unceded land now known as the Greater Boston area.

This post was last updated in March 2024.

Table of Contents

Best Day Trips from Boston

There are lots of day trips from Boston — but which ones are best? It all depends on what you’re looking for as a traveler.

My top three Boston day trips are the seaside town of Newburyport ; Provincetown , the funky tip of Cape Cod; and one of my favorite small cities, Portsmouth, New Hampshire .

North of Boston, I recommend Crane’s Beach in Ipswich . South of Boston, I recommend Duxbury Beach in Duxbury .

If you want to do a day trip from Boston on public transportation, I recommend the seaside town of Newburyport by train, the foodie city of Portland, Maine , by train, and the fun Cape Cod town of Provincetown by ferry.

Check out the deCordova Sculpture Park in Lincoln , spend the day in York, Maine , or have a fun beach day in Duxbury .

In winter many smaller towns in New England are virtually closed down. I would bundle up and visit another busy, active city like Portland, Maine or Providence, Rhode Island .

There’s a lot to consider, so here are my four big tips:

Tip #1: Don’t go overboard with history-oriented day trips if you’re not into history.

Yep, we’ve got a lot of wonderful historic sites in New England, and most travel writers tend to disproportionally play them up, but not everyone is up for doing historic day trip after historic day trip. I know I’m not.

Tip #2: Don’t just visit other cities.

Portland, Portsmouth, and Providence are great, but if you’re in Boston, you’re already in a city, and you shouldn’t miss out on the other side of New England: small towns and areas of natural beauty.

Tip #3: Keep your destinations within a two-hour drive.

If not, you’ll be spending a huge chunk of your day driving. Each destination I’m listing here is within a two-hour drive of Boston, with the occasional exception noted.

Tip #4: Make sure you have the right train station.

Boston has two main train stations: North Station and South Station. Trains to northern destinations depart from North Station; trains to southern destinations depart from South Station. There is also Back Bay Station, which is the first stop after South Station, so if you’re staying around Back Bay, you can just hop on the train there. Buses depart from South Station Bus Terminal.

Newburyport, Massachusetts

If you’re looking for quintessential New England seaside towns, Newburyport is one of my absolute favorites. This is small town New England at its best. Located north of Boston on a convenient commuter rail line, Newbury has a lovely waterfront, a beautiful downtown area with lots of fun shops, and easy access to the beach and wildlife at Plum Island.

Best things to do in Newburyport: This is a nice town for just walking around, and I encourage you to go in without too big of an agenda. Walk along the waterfront, browse the treasures at Oldies Marketplace , visit the Custom House Maritime Museum or Cushing House (the Museum of Old Newbury) , or even go on a food tour with Taste Newburyport .

Plum Island, a barrier island along the coast, is technically split between the towns of Newburyport, Newbury, Rowley, and Ipswich. You can stake out a nice spot on the beach — but Plum Island really excels at wildlife. Check out the bird life at Parker River National Wildlife Refuge , go kayaking, ride your bike along the trails, and enjoy the atmosphere.

There are plenty of dining options in Newburyport, but if you want a really local spot, head to The Grog . There’s nowhere else I go in town. This hole-in-the-wall pub has dollar oysters (you need to ask for them!), lots of interesting beers on tap, and delicious appetizers, including a nice chowder.

How to get from Boston to Newburyport: Newburyport is about a 45-minute drive from Boston. The train from Boston (North Station) to Newburyport takes one hour. If you’re heading to Plum Island, you’ll want to have a car.

Provincetown, Massachusetts

If you’re looking for a summertime day trip that combines a nice beach and an active town, both classic New England style and modern hotspot, Provincetown is the perfect choice! P-Town, a popular summer destination and legendary LGBTQ summer getaway, is at the very tip of Cape Cod.

Normally, I don’t recommend doing a day trip to Cape Cod during the summer because you’ll inevitably be sitting in hours of traffic at the Sagamore Bridge. But Provincetown is the one exception — because you take the ferry! The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October, and it only takes 95 minutes each way. You can check the ferry schedule here.

In Provincetown, you can have a beach day or an exploration day — or a little bit of both!

Best things to do in Provincetown: Enjoy relaxing at Racepoint Beach, check out the Pilgrim Monument and Provincetown Museum (the only permanent exhibition that tells the story of the Pilgrims’ arrival from the point of view of the Wampanoag), explore the shops and galleries on Commercial Street, go wine tasting at Truro Vineyards (just south of Provincetown in North Truro), try beers at the Provincetown Brewing Company , see a Zoe Lewis show .

See the full list of things to do in Provincetown here .

If you’re going to eat, check out The Lobster Pot — check out their Portuguese soup with red beans, kale, linguica, and chorizo, featured by Anthony Bourdain on Parts Unknown . Southeast Massachusetts is home to a big Portuguese community, so take advantage!

How to get from Boston to Provincetown: The fast ferry takes 95 minutes and departs from the World Trade Center in Boston’s Seaport District. That’s the only way I’d recommend doing a day trip, as the drive to Provincetown takes 2.5 hours without factoring in the bottleneck at the Sagamore Bridge.

Want more? See my full Provincetown guide here!

Martha’s Vineyard

Is it possible to do a day trip from Boston to Martha’s Vineyard? Yes, it is, but it’s best done as a tour from Boston . Honestly, I highly recommend staying at least overnight, or for a few days, but if all you have is a day, you can absolutely make it happen.

I absolutely love Martha’s Vineyard and especially love exploring it by car. Just keep in mind that if you visit during the summer months, there can be a TON of traffic heading down the Cape. I would not do this from Friday through Sunday during the summer months.

Best things to do in Martha’s Vineyard: Start in the beautiful town of Oak Bluffs and visit all the colorful gingerbread houses, followed by a spin on the carousel. If you don’t have a car, I recommend renting a bike and riding down to Edgartown , which is SUCH a beautiful town. From Edgartown you can take the Chappy Ferry to Chappaquiddick Island , which is perfect to explore by bike.

And if you have time in the evening, I highly recommend checking out the stunning Aquinnah Cliffs and/or Moshup Beach, my favorite beach in Martha’s Vineyard, late in the afternoon, followed by sunset in the fishing village of Menemsha. And another lovely town to explore is Vineyard Haven , with lots of cute shops and the Black Dog.

How to get from Boston to Martha’s Vineyard: If you’re doing a day trip from Boston to Martha’s Vineyard, I strongly suggest you book this tour . With limited time, it will be far easier if you have professionals taking you directly.

Otherwise, you can drive to Woods Hole on Cape Cod (80 minutes, but longer during the summer), and take the Steamship Authority ferry to either Vineyard Haven or Oak Bluffs on Martha’s Vineyard (one hour). This ferry allows cars.

Portsmouth, New Hampshire

Portsmouth is one of my favorite places to take people visiting New England for the first time. It simultaneously has the feeling of a small town and a medium-sized city, all perched on New Hampshire’s brief sliver of coastline, a stone’s throw from Maine. It has a funky, almost bohemian feel in some parts. Throw in fresh seafood and surprisingly few tourists and you’ve got a great spot for a day trip from Boston.

Portsmouth is on a lovely stretch of waterfront, just across the water from Kittery, Maine , so it pairs well with the south coast of Maine. I often pair a day trip to Portsmouth with a visit to The Maine Diner in nearby Wells, Maine, one of my favorite restaurants on the planet.

Best things to do in Portsmouth: Portsmouth, like Newburyport, is the kind of destination that lends itself to walking around and exploring. Browse the Portsmouth Book & Bar bookstore while enjoying a coffee or beer, explore the shops on Market Square, check out the Strawbery Banke Museum and its historic homes, take a self-guided tour of the Black Heritage Trail of New Hampshire , try some beers at the Portsmouth Brewery , and walk across the bridge into Maine (fun if you’ve never walked into another state before!).

As for where to eat, there are tons of spots! My favorite is The Friendly Toast , a joyful diner-like spot serving up creative dishes. River House is a great spot for dining right on the water. Portsmouth Brewery has a great menu of American comfort classics.

How to get from Boston to Portsmouth: Portsmouth is about an hourlong drive from Boston. There are also buses that take an hour and 20 minutes from South Station Bus Terminal.

See more on my sister site, New Hampshire Way:

• 27 Fun Things to Do in Portsmouth, NH
• Best Portsmouth NH Restaurants
• Best Bars in Portsmouth, NH
• Best Portsmouth, NH Hotels and B&Bs

South Coast of Maine

Ever wanted to visit Maine? You can absolutely do that on a day trip from Boston! Maine’s south coast is closer to Boston than you’d think. (So close, in fact, that some people refer to the south coast as “North Massachusetts.” Hehe.) Even so, you’ll see that Maine has a personality all its own, where life is slower, houses are brighter, and relationships are strong.

Ideally, I recommend visiting a few destinations in a single day trip. Morning in Kennebunkport, late lunch at the Maine Diner in Wells, and an afternoon and evening in Ogunquit would be lovely! Here are destinations in southern Maine worth visiting, from north to south:

Kennebunkport — Most famous for its longtime summer residents, George and Barbara Bush, Kennebunkport is one of the classic beauties of southern Maine. The town is beautiful on its own; it’s also home to Gooch’s Beach, a few nice museums, food tours , and trolley tours .

Wells — Home to a lovely stretch of beach and one of my favorite restaurants on the planet, The Maine Diner . They make the best seafood chowder IN THE WORLD, a fantastic lobster pie, a hot lobster roll with butter, blueberry pie, and a dish my friends and I swear we’re going to order someday, the Clam-o-Rama. Everything here is good, even if you don’t eat seafood.

Ogunquit — An artsy, colorful village and popular LGBTQ vacation spot, home to nice beaches and a rocky cove, Ogunquit is one of the most photogenic spots in a very photogenic state. Come here to enjoy the beach, hang out at the bars, explore the shops, or catch a show at the Ogunquit Playhouse. You can see my full guide to Ogunquit here.

York — Home to a large, calm beach, a picture-perfect lighthouse, a carnival-like fun park, and one of the coolest candy stores around, York makes an especially good choice for families with young kids. It’s good for a brief drop-in or a lazy day away. You can see my full guide on York, Maine here .

Kittery — At the southern edge of Maine, Kittery is most famous for its outlet shopping and pretty waterfront. It’s right next door to Portsmouth, New Hampshire, so these destinations pair well together. You can see my full guide to Kittery here.

Portland, Maine, is just north of Kennebunkport but it’s more of a standalone destination. See more on that below .

How to get from Boston to Maine: Kennebunkport is about a 90-minute drive from Boston; the other towns are closer. This is one Boston day trip I recommend doing by car as there are lots of small towns to see and the public transport connections aren’t the best.

Read More: My Guide to Ogunquit, Maine

Salem, Massachusetts

The city of witches. The city of history. The city that welcomed my 12-year-old great-grandfather when he arrived on a boat from Sicily at age 12, alone. Salem is a very popular day trip from Boston, especially for people looking for historic and/or educational day trips. And the Salem Witch Trials of 1692 have led to a community of witches, Wiccans, and those interested in the occult today, making it a strange blend with the maritime history!

I’ve written a full guide to visiting Salem if you’d like more in-depth information!

I think Salem is worth visiting if you’re really into history or you’re visiting during October, when Haunted Happenings brings a full month of celebrations. And Halloween night in Salem is a TON of fun! Beyond that, I would go with somewhere else on this list. On the North Shore, Newburyport and Rockport are much nicer. Even Marblehead, next door to Salem, is nicer.

Best Things to Do in Salem: Check out the Salem Witch Museum , visit the House of the Seven Gables , get a tarot or palm reading , visit the Peabody Essex Museum , go on a ghost tour .

How to get from Boston to Salem: If you want a guided tour, I highly recommend this Salem day trip from Boston from Walks . Salem is about 30 minutes from Boston, either by driving or by train from North Station. You can also get there by ferry on Boston Harbor Cruises. Check the ferry schedule here.

25 Spooky, Historic Things to Do in Salem, Massachusetts

Lexington and Concord, Massachusetts

Yes, the shot heard ’round the world was first fired from Lexington and Concord, starting the American Revolution. Massachusetts bleeds Revolutionary War history, and Lexington and Concord are great towns to explore that time period — as well as literary history. These towns were home to Louisa May Alcott, Ralph Waldo Emerson, Henry David Thoreau, and more.

If you’re into history of this time period — or craving a break from Boston’s crowds and skyscrapers — Lexington and Concord, two historic towns side by side, make a lovely Boston day trip.

Best things to do in Lexington and Concord: Check out Walden Pond , a natural escape where Thoreau wrote Walden ; dive into American Revolution history at Minuteman Historic Park ; see Louisa May Alcott’s home at Orchard House ; tour the Battle Green , where the shot heard ’round the world was fired; check out Lexington’s historic buildings like Buckman Tavern and Hancock-Clarke House.

For food, continue the historic theme at Concord’s Colonial Inn , which dates back to 1716 and has two restaurants serving classic Yankee dishes alongside more modern offerings.

How to get from Boston to Lexington: Lexington is about a 20-minute drive from Boston; there are public transportation connections that take closer to an hour. I recommend doing Lexington and Concord by car because the attractions are pretty spread out.

Rockport, Massachusetts

If you’re looking for a visually stunning small seaside town in Massachusetts, you’re going to love Rockport . This little town on Cape Ann, the “other” cape in northeast Massachusetts, makes a beautiful day trip. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

My favorite fun fact about Rockport is that it was the filming location for Sandra Bullock and Betty White’s small Alaskan village in the movie The Proposal ! Seriously! It’s worth watching before you go to Rockport. Bearskin Neck, a tiny neighborhood of shops perched on the edge of town, could surprisingly look like a fishing village anywhere.

Best things to do in Rockport: Photograph all the fishing boats and painted cottages; check out the shops and art galleries on Bearskin Neck, sample all the fudges of Rockport Fudgery , relax on the beaches, take a walk along the rocky coastline at Halibut Point State Park , go on a Cape Ann whale watch . Also, don’t overlook Gloucester, the town next door and a short drive away!

As for where to eat in Rockport, the quintessential experience is getting a lobster roll at Roy Moore Lobster Co . and eat it while looking over the water. Alternatively, head to the Azorean Restaurant and Bar in nearby Gloucester to enjoy flavors of Portugal’s Atlantic archipelago.

How to get from Boston to Rockport: Rockport is about a 50-minute drive from Boston. You can also take the train from Boston (North Station) to Manchester (50 minutes) and from there take the connecting shuttle to Rockport (28 minutes).

Read More: 27 Fun Things To Do in Rockport, MA

Newport, Rhode Island

Newport may be another seaside New England town — but this one is a hell of a lot fancier. Newport is famous for its mansions, sailing, and history as one of the see-and-be-seen destinations among the American elite. During the Gilded Age, Newport became THE summer destination of America’s greatest thinkers, with a party scene to match.

But is a destination for famous rich people in the 1900s worth visiting today? Absolutely. Newport today has lots of historical sites to explore, but at its heart it’s a modern city. You come here for beaches and breweries, donut shops and Instagrammable cliff walks. And, of course, mansions that make you want to sing, “My God, this house is freakin’ sweet!”

Best things to do in Newport: Go on the Cliff Walk , a 3.5-mile journey along the coastline, passing some of the biggest mansions; visit The Breakers , the most insane mansion in all of Newport; chill out on the beaches; try beers at Newport Brewing Company or wines at Newport Vineyards ; explore the (much smaller!) colonial-era homes of The Point; visit the Newport Art Museum ; watch the sunset over Naragansett Bay.

For eating, Jo’s American Bistro does a fabulous lobster carbonara and features a $20.95 prix fixe menu Sunday to Thursday — great value if you’re doing a day trip from Boston during the week.

How to get from Boston to Newport: Newport is about a 1.5-hour drive from Boston. I highly recommend this day trip from Boston , which includes transportation and the mansions.

There is a bus departing South Station that takes 2.5 hours. You can also take the train from South Station to Providence, then a bus to Newport, but I think that’s too much of a hassle for a day trip.

White Mountains, New Hampshire

If you’re looking for a fall foliage day trip from Boston, the White Mountains are my top recommendation. This is one of the most gorgeous fall getaways in New England, but most outsiders haven’t even heard of it. But it also makes a great trip in late spring or summer, with tons of great outdoor activities.

(If you’re visiting the White Mountains for fall colors, keep in mind that the White Mountains are further north and at a higher altitude than Boston, so the leaves change earlier. Peak foliage tends to be the first week of October. See more on that in my Best Time to Visit Boston post.)

I grew up camping in the White Mountains every summer — specifically, at White Lake State Park in Tamworth. If you want to go chill out at a lake for a day, this is a great spot! It gets busy on summer weekends but it’s mostly quiet the rest of the time.

Note that the White Mountains are the only day trip I recommend that is more than two hours from Boston. If you’re up for a BIG day in beautiful nature, I think it’s worth it. If that’s a bit far for you for a day trip, consider staying overnight.

Best things to do in the White Mountains: Explore the cute downtown of North Conway ( Zebs General Store is a must), drive the Kancamagus Highway and explore the stops, hike through the Flume Gorge or Lost River Gorge , do a canopy tour at Alpine Adventures , take the Mount Washington Cog Railway up Mount Washington. Or just drive around, listening to music and admiring the scenery.

How to get from Boston to the White Mountains: North Conway is about a 2.5-hour drive from Boston; Lincoln is about a two-hour drive (and literally right on route 93). Though there are some buses to North Conway, this is one day trip that is best done by car.

• 30 Unforgettable Things to Do in the White Mountains
• 31 Fun Things to Do in North Conway, NH
• Hiking the Appalachian Trail in New Hampshire
• Complete Guide to Driving the Kancamagus Highway, NH

Portland, Maine

It’s far more than just “the other Portland” — Portland, Maine, is one of the emerging foodie destinations of the United States. If you love cities but feel like Boston is a bit overwhelming and large, Portland might be more your speed! Especially if you love to taste the local libations. It’s the best of a small city and a fishing village, all rolled into one.

My friends and I decided to plan our friend’s bachelorette in Portland on a whim — none of us were too familiar with the city. It turned out to be a fabulous idea and became one of our favorite getaways. You can read about that trip here.

Best things to do in Portland, Maine: Go mead tasting at Maine Meadworks , spirit tasting at Maine Craft Distilling , and kombucha tasting at Urban Farm Fermentory ; check out the Portland Head Light lighthouse; explore the Old Port, downtown Portland’s quirky shops and boutiques; go on a lobstering tour by boat; visit the Portland Museum of Art ; go on a Portland food tour.

As for where to eat in Portland — well, you’ve got plenty of choices. I especially recommend Duckfat for sandwiches and fries and the Holy Donut for potato donuts (trust me, they’re great). If you’re looking for a truly special dinner, Fore Street serves hyper-local fine cuisine and serves especially good seafood. Book early.

How to get from Boston to Portland: Portland is a 1-hour and 45-minute drive from Boston. There are also trains (two hours, departing from North Station) and buses (2.5 hours, departing from South Station Bus Terminal).

Providence, Rhode Island

Yet another fabulous New England city in a smaller package — one with a distinctive artistic flair. Providence, home to the Rhode Island School of Design, is a great place to visit and an underrated gem of New England. Sure, it’s got history, pretty neighborhoods, interesting restaurants and some memorable celebrations. But it stays firmly under the radar — and likes it that way.

If you’re visiting Providence in the summer, see if you can time your visit to see Waterfire , a festival in downtown Providence where artistic fire installations erupt over the water and local businesses open for celebration. This takes place several times during the summer months, so double-check the datess before you go!

Best things to do in Providence: Visit the RISD Museum , the Museum of the Rhode Island School of Design; fall in love with the Providence Athenaeum , a stunning library straight out of Beauty and the Beast ; go on a Providence brewery crawl ( see a map of local breweries here ); go Italian food-hopping in the Federal Hill neighborhood; take a long walk through Roger Williams Park, the largest and best maintained park in town.

Food-wise, don’t forget to try Rhode Island-style calamari and coffee milk (yes, it’s like chocolate milk, but with coffee-flavored syrup), my two Rhode Island favorites! If you want to go fancy, I recommend Persimmon ; if you want to go funky, I recommend the Peruvian and Bolivian Los Andes ; if you want to go cheap and fun, go for Korean food at Den Den .

How to get from Boston to Providence: Providence is about an hour’s drive from Boston, but the train from South Station takes closer to 38 minutes. There are also hourlong buses from South Station Bus Terminal.

Cape Cod, Massachusetts*

Should you do a day trip from Boston to Cape Cod — or down the Cape, as we Bostonians say? I actually don’t recommend doing so during the summer months.

Cape Cod is a summer destination, for obvious reasons. It’s all about beaches and ice cream stands and bike rides. And it is best explored by car, giving you the freedom to explore small towns at your own pace.

But what other guides don’t tell you is that summer traffic bottlenecks up at the Sagamore Bridge, which could add hours to your trip in either direction. It’s one of Boston’s dirty secrets. Do you want to be stuck in bumper-to-bumper traffic twice in a single day?

If you’re going to do a day trip to Cape Cod during the summer, I recommend the aforementioned day trip to Provincetown by boat. That’s a nice, traffic-free journey from Boston that won’t slice hours off your trip.

If you’re visiting more in the off-season — say, May through early June, or September or October — a Cape Cod day trip is much more doable, but know that it won’t be in full summer mode.

Best things to do in Cape Cod: The Cape is another place that lends itself to wandering and seeing what you find. Go find your perfect piece of beach on the Cape Cod National Seashore ; go on a catamaran sailing trip , rent a bike and head down the Cape Cod Rail Trail , catch a Cape Cod Baseball League game, see a movie at the Wellfleet Drive-In , check out the Sandwich Glass Museum .

Food-wise, why not try out some fabulous Wellfleet oysters right at the source? Check out The Impudent Oyster in Chatham, The Wicked Oyster in Wellfleet, and The Naked Oyster in Hyannis.

How to Get from Boston to Cape Cod: Hyannis is about a 1.5-hour drive from Boston if there’s no bridge traffic. There is also a two-hour, 20-minute train to Hyannis from South Station; it also stops at Buzzards Bay and Bourne.

Beach Day Trips From Boston

If you’re looking for a fun beach day trip, and somewhere nicer than Boston’s T-accessible beaches like Revere Beach or Carson Beach, consider taking a day trip to one of the NICE ones!

You don’t even have to go down the Cape — there are a lot of nice beaches on the North Shore (north of Boston) and the South Shore (south of Boston). Here are some worth considering:

Best Beaches North of Boston

Here they are, from south to north:

Singing Beach in Manchester-by-the-Sea — A gorgeous beach with “singing” sand that’s also accessible by train from Boston! No car necessary! (It’s about a half-mile walk from the station to the beach.)

Crane’s Beach in Ipswich — One of the most beloved beaches in New England, long and expansive with soft sand.

Wingaersheek Beach in Gloucester — One of my high school favorites, with fabulously clear water (by New England standards, at least) at low tide and lots of big rocks to climb.

Salisbury Beach in Salisbury — A long, endless-seaming beach with big waves, right next to the New Hampshire border.

Best Beaches South of Boston

Here they are, north to south:

Nantasket Beach in Hull — A narrow beach on a wispy peninsula near Boston Harbor, a really good choice if you want to pair your beach day with a lively boardwalk-type atmosphere.

Duxbury Beach in Duxbury — One of the most solid all-around beach options in the area, and if you’re there, you might as well try their trademark oysters!

Horseneck Beach State Reservation in Westport — Buzzards Bay is one of the big Massachusetts secrets — it’s the Cape, but before the Sagamore Bridge, so no bottleneck to get there! Soft white sand greets you here.

Museum Day Trips From Boston

Yes, Boston has some of the best museums in the United States — but there are plenty of excellent museums outside the city, too! Here are some of the notable ones that I recommend doing as a day trip from Boston:

New England Whaling Museum in New Bedford, Massachusetts — This is a surprisingly lovely museum that isn’t so much about hunting whales as about the entire seafaring industry over several centuries. (And a spectacular wedding venue! I was a bridesmaid in a wedding here.)

Norman Rockwell Museum in Stockbridge, Massachusetts — One of my personal favorite museums in Massachusetts, this museum is a monument to the quintessential New England illustrations and journey to activism of Norman Rockwell.

Plimoth Patuxet Museums in Plymouth, Massachusetts — Formerly Plimouth Plantation, this historic site brings to life Plymouth Colony and the Indigenous peoples who called this area home. (Nearby Plymouth Rock is often cited as the most underwhelming site in Massachusetts, so be prepared for that.)

Naismith Memorial Basketball Hall of Fame in Springfield, Massachusetts — If you’re a basketball fan in the least, come down to where basketball was invented! This museum has a massive collection of memorabilia.

deCordova Sculpture Park and Museum in Lincoln, Massachusetts — A really fun place to visit on a nice day, deCordova is the largest sculpture park in New England, featuring giant works of art over 30 acres.

Old Sturbridge Village in Sturbridge, Massachusetts — A living museum that brings the late 1800s to life, costumed historians showing you what life was like more than 100 years ago.

Peabody Essex Museum in Salem, Massachusetts — Whether you do the full Salem day trip or not, PEM is one of the hidden gems on the North Shore, with a lovely collection of global art, as well as local treasures.

Shopping Day Trips from Boston

Are you here to do some serious shopping? You’ve got options. A lot of people from Massachusetts customarily head to New Hampshire to make big purchases, as there’s no sales tax there. The Mall of New Hampshire and the Mall in Rockingham Park are popular for this reason. (The people at the Apple Store in Nashua practically know me by name at this point.)

But there are some destinations near Boston that work as day trips or half-day trips on their own.

Wrentham Village Premium Outlets — The Wrentham Outlets usually get all the attention, thanks to their high-end shops. Here you have designer outlets like Armani, Gucci, and Ferragamo as well as more mainstream outlets like Gap, Express, and Adidas.

Kittery Outlets — In Maine’s southernmost town, next door to Portsmouth, New Hampshire, this small outlets collection includes primarily mainstream shops like Nike, Ann Taylor, and Lululemon, with cool additions like Le Creuset. Not quite a standalone destination but it pairs well with a trip to Portsmouth or southern Maine.

Merrimack Premium Outlets — These outlets in Merrimack, New Hampshire, have the bonus of no sales tax! Mainstream stores include Bath and Body Works, J. Crew, Kate Spade, the Disney Store, and more.

Boston Day Trips to Avoid

Do not take a day trip to Acadia National Park in Maine. Not only is it WAY up north, way beyond a doable day trip, it also books out several months in advance. My suggestion? Plan a longer road trip up to Acadia and back.

Do not take a day trip to Burlington, Vermont. I love that little city, but it’s four hours away. If you go, go for the weekend, not a day trip.

Do not take a day trip to the Berkshires. Some people do it, but I think it’s a bit too far, with the POSSIBLE exception of Stockbridge , which is 2.5 hours by car and right off the Mass. Pike. Other destinations like North Adams, Williamstown, and Great Barrington are much further.

The Berkshires are wonderful — but it’s much better if you stay for a few days, or overnight. Be sure to check out my ultimate travel guide to the Berkshires , which will help you plan an awesome trip!

Do not plan a Connecticut casino day trip unless you know what you’re in for. Mohegan Sun and Foxwoods brand themselves as sexy resorts — but I find them depressing, smoky, and the furthest thing from sexy. If you’re expecting the party vibes of Las Vegas, you’ll be disappointed.

And be especially careful about planning trips in the winter. Some of these destinations get very quiet — especially the small seaside towns. And if it’s going to snow, don’t go anywhere ! You don’t want to be caught up in a nor’easter when you’re far from home.

Best of Boston:

• What NOT to Do in Boston
• Where to Stay in Boston: Best Neighborhoods & Hotels
• 40+ Fun Things to Do in Boston at Night
• Best Time to Visit Boston
• 24 Interesting Things to Do in Cambridge, Mass.
• 21 Best Museums in Boston

Cape Cod & the Islands:

• Which of the Towns of Cape Cod is Best for You?
• 24 Fab Things to Do in Cape Cod
• 22 Fabulous Things to Do in Provincetown, MA
• Which Of The 6 Martha’s Vineyard Towns Is Best For You?
• A Guide to Oak Bluffs, MA — Home of the Gingerbread Houses
• A Guide to Edgartown, MA — Prettiest Martha’s Vineyard Town
• A Guide to Vineyard Haven, MA — Authentic Town on Martha’s Vineyard

Western Massachusetts:

• 33 Best Things to Do in the Berkshires
• Best Towns in the Berkshires, Massachusetts
• 24 Cool Things to Do in Lenox, MA
• 12 Fun Things to Do in Stockbridge, MA

North Shore:

• 27 Fun Things to Do in Rockport, Mass.
• 25 Spooky, Haunted Things to Do in Salem, Mass.

Have you been to Boston? Do you have any day trip recommendations? Share away!

3 thoughts on “12+ Best Day Trips from Boston”

I’ve been living in Massachusetts for 25 yrs, traveled up & down New England & still haven’t seen everything there is to see! This area is so amazing with something for everyone. I love all the places you mention so much! I would also add Woodstock, Vermont to best day trip from Boston. It’s a 2 hour drive but so worth it. Maine & Vermont are my favorite states besides my home state of MA. I live in a small town smack in the middle of Lexington & Concord, both pretty towns with plenty of history & very charming town centers. This past year during the pandemic we drove around New England & doing the same this year. Spent a week in Kennebunkport last month & headed to the Berkshires next month. We’re so fortunate that we can be in the “big city” Boston in 25 minutes & the beaches & mountains within an hour or two.

As a lifelong New Englander, I must say you did a great job covering the do’s and don’ts of New England. Brava!

I scrolled all the way down just to leave this comment. What a well put-together post! Very helpful to plan a day trip next month without a car. Thank you!

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12 Incredible Day Trips from Boston

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Boston, Massachusetts, is an incredible city with so much to see, do, and discover. And although Boston is the most well-known city in New England for good reason—you’ll totally miss out if you don’t adventure outside the city at least once during your visit!

New England has hundreds of charming beach towns, rustic forest getaways, and small historic cities just outside of Boston that offer the perfect opportunities to escape the big, bustling city on a jam-packed day trip. In fact, there are tons of spectacular East Coast vacation spots you can reach right from Boston.

Keep reading to discover some of the best day trips from Boston for every type of traveler, so you can experience all the best that New England has to offer during your vacation.

Disclosure: Some of the links in this blog post are affiliate links, meaning that I earn a commission if you click through and make a purchase at no additional cost to you. This helps me keep the content on my website free for you to enjoy!

1. Newport, Rhode Island

• Distance from Boston: 71 miles
• Where to Stay: Marriott Newport

One of the best day trips from Boston is the quaint seaside town of Newport, Rhode Island. It’s one of the most romantic destinations in the USA for its quaint hotels, luxury mansions, and beautiful scenery. It’s about a 90-minute drive from Boston, or you can take a Peter Pan bus if you don’t have a car.

Newport is located on Aquidneck Island and is home to breathtaking sea cliffs on all sides. One of the  best things to do in Newport  is a stroll along the Cliff Walk . The 3.5-mile walk is a great way to take in the nature of the area and also see some of the famous Newport Mansions . You can start your walk at The Breakers , which also has tours available throughout the year.

Summer is peak season in Newport because of the variety of water-based activities available. Sailing is a common hobby, and boats line the water almost everywhere you look, especially near Long Wharf and Bowen’s Wharf, two great places to explore. The fall foliage in the area is lovely as well. 

CRU Café on Bellevue Avenue has delicious, locally-sourced food at the heart of their menu. The blueberry stuffed french toast is worth the drive to Newport itself! However, since you’re in New England, seafood is king. The Black Pearl , located on Bannister’s Wharf, has beautiful harbor views and fresh-caught seafood on the menu. Be sure to call ahead for reservations.  The Mooring Seafood Kitchen is another excellent seafood restaurant new Bowen’s Wharf!

If you have time to extend your time in Newport, stay at the Marriott Newport , located downtown near Bowen’s Wharf. It offers the perfect place to explore more of Newport’s nature, history, and great restaurants!

Recommended by Pam from The Directionally Challenged Traveler

• How to Spend a Charming Weekend in Newport, Rhode Island
• 10 Delicious Places to Eat in Newport, Rhode Island

2. Portland, Maine

• Distance from Boston: 112 miles
• Where to Stay: Westen Portland Harborview

It is hard to get more New England than Boston, but somehow Portland, Maine accomplishes the feat. For one of the best day trips from Boston, drive north for just about 2 hours to arrive in one of the most picturesque cities in New England. If you prefer not to drive, it’s easy to take a bus from Boston to Portland with tickets for less than $10.

Summer is peak tourist season, but for good reason! Temperatures don’t get too hot, and it’s ideal weather to explore the waterfront and enjoy a fresh lobster roll at Bite Into Maine . Duckfat offers poutine with duck gravy plus decadent milkshakes sure to impress if you prefer heartier fare.

Start your day at the Portland Head Light for iconic lighthouse photographs and a walk through its accompanying museum. Then head downtown to the surprisingly well-stocked Portland Museum of Art , where Warhol and Renoir’s pieces hang alongside local Maine artists. Then finish the day shopping and exploring Old Port , a bustling neighborhood with boutiques and bars nestled between cobblestone streets and wharf warehouses.

And if your day trip turns into an overnight, the Westin Portland Harborview is an excellent choice to stay in the heart of the city. Plus, it has a rooftop bar, Top of the East, with killer views. No matter how long you stay, Portland is an ideal destination within easy reach of Boston.

Recommended by Mary from Wanderu

• 10 Best Things to Do in Portland, Maine
• 4 Awesome Breweries to Visit in Portland, Maine

3. Plymouth, Massachusetts

• Distance from Boston: 41 miles
• Where to Stay: Holiday Inn Express – Plymouth, an IHG Hotel

Endearingly known as “America’s Hometown,” Plymouth, Massachusetts, is one of the best day trips from Boston for those who just can’t get enough history!

While you’re in Plymouth, don’t miss the chance to visit the Plimoth Patuxet Museums , consisting of four main attractions: the  Historic Patuxet ,  English Village ,  Mayflower II , and the  Plimoth Grist Mill . These sites will transport you back in time to when the Pilgrims first arrived in America, and you can learn tons of fascinating information about life in America during the 1600s.

You can also visit the Howland House , the oldest standing home that the Pilgrims actually lived in, and of course, you have to visit the famous (or, should I say, infamous) Plymouth Rock !

If you’re looking for a bite to eat, stop at Mamma Mia’s on the Plymouth Waterfront for beautiful views of the harbor. You can also go wine tasting at Plymouth Bay Winery to sample some local wines.

• 10+ Things to Do in Plymouth for History Lovers

4. North Conway, New Hampshire

• Distance from Boston: 140 miles
• Where to Stay: White Mountain Hotel and Resort

North Conway is one of New England’s most beloved mountain towns and the perfect remote escape from busy Boston life. One of the biggest calling cards of the area is the Kancamagus Highway , a spectacular scenic byway running from North Conway to Lincoln. During autumn, “The Kanc” bursts with vibrant foliage from the surrounding White Mountain National Forest , attracting leaf peepers near and far. Unsurprisingly, it’s considered one of the top places to see fall foliage in the United States, offering spectacular vistas such as the Sugar Hill Overlook . In fact, the White Mountains are one of the best places to go on a fall foliage weekend trip in New Hampshire .

While autumn draws a crowd,  winter in New Hampshire  is an excellent alternative for those seeking the quiet serenity of a snow-veiled Kanc. During this time, the White Mountain National Forest is a snow lover’s paradise, offering visitors a chance to hit the slopes or take an invigorating winter hike at Franconia Notch State Park in neighboring Lincoln. In fact, the gorgeous snowy scenery makes North Conway one of the most romantic winter getaways in New England .

Another area favorite is the Conway Scenic Railroad . Here, travelers can experience a taste of history by riding in a vintage railroad car from the 1874-Victorian-style station through the New Hampshire mountains. Passengers can choose from three popular excursions for an unforgettable scenic journey.

When it comes time to toast up with some belly-warming food, visitors can enjoy the cozy pub atmosphere and hearty dishes at May Kelly’s Cottage . Travelers will also relish a stay with a view at White Mountain Hotel and Resort . Alternatively, families can enjoy a fun stay at Adventure Suites , a theme hotel offering a one-of-a-kind lodging experience!

Recommended by Elena from The Carry-On Chronicles

5. Cape Cod, Massachusetts

• Distance from Boston: 70 miles
• Where to Stay: Chapter House

For those looking to escape the hustle and bustle of the city and enjoy a day of relaxation, sun, and sand, look no further than Cape Cod, with over 550 miles of coastline, for one of the best day trips from Boston! Start your day in Cape Cod with a visit to Heritage Museums and Gardens in Sandwich, where you can stroll through colorful gardens and view antique cars on display.

Next, head to one of the best beaches on the east coast. The options along the National Seashore are plentiful, with some iconic beaches like Marconi Beach or Coast Guard Beach . The Nauset Lighthouse is another site to see when visiting Cape Cod and is only about a mile from Coast Guard Beach.

The extra hour-long drive to  Provincetown  is well worth it if you have the time! In Provincetown, you can take a stroll on Commercial Street for shopping, go to the top of the Pilgrim Monument for incredible views, or go on an off-road adventure with a dunes tour. If you’re visiting Cape Cod with kids , you can check out the Cape Cod Aquarium or go mini-golfing at Pirate’s Cove.

If you are looking for a tasty meal after a long day of exploring, head over to Victor’s P Town , where you can enjoy some fresh seafood, a wide selection of salads, and some classic American dishes. For the best weather, you will want to visit in June through August.

Recommended by Melissa from Navigation Junkie

6. Northampton, Massachusetts

• Distance from Boston: 104 miles
• Where to Stay: Fairfield Inn & Suites by Marriott Springfield Northampton/Amherst 

One of the best day trips from Boston you can take is to what is considered the “other side of Massachusetts.” There are a lot of  fun things to do in Western Massachusetts . It is sprinkled with many cute towns with museums, galleries, gardens, and great restaurants.

Northampton is one such town. One top attraction is the Smith College Museum of Art . It is widely recognized as one of the leading academic museums in the country. The Lyman Plant House and Conservatory is another popular place to visit. Its main greenhouses date back to 1895, and the greenhouse houses 3,000 species of plants.

Northampton also has a lovely downtown area that is great for walking, shopping, and dining. Make sure to stop into The Dirty Truth. This fun beer hall has excellent drinks and delicious food!

Amherst is another cute town in Western Massachusetts. It’s home to the Emily Dickinson Museum , the birthplace of the famous poet that offers guided tours and exhibits to explore. If you’re traveling with kids, you should visit Atkins Farms . They are known for their cider donuts. Downtown Amherst itself is also very nice and has some great architecture.

Recommended by Vicky from Buddy The Traveling Monkey

7. Portsmouth, New Hampshire

• Distance from Boston: 62 miles
• Where to Stay: The Hotel Portsmouth

Portsmouth, New Hampshire, is one of the most overlooked hidden gems on New England’s historic coast! This charming city offers plenty to do, but it’s all very manageable in a short amount of time—making Portsmouth one of the best day trips from Boston!

If you miss everything else in Portsmouth, you absolutely have to visit the Strawberry Banke Museum . This museum is situated in what used to be the Puddle Dock neighborhood. Now, it’s a collection of homes, gardens, neighborhood stores, and taverns converted into an interactive museum that spans 300 years of history. It’s truly incredible—you could spend hours here!

If you have time, you should also visit the beautiful gardens in Prescott Park and explore the quaint shops, boutiques, and local restaurants in Market Square . While you’re here, you’ll also see the picturesque North Church of Portsmouth.

When you’re hungry, stop at the Thirsty Moose Taproom for a local brew or the Flatbread Company for a delicious pizza with locally-sourced ingredients.

• How to Spend the Perfect Day in Portsmouth, NH

8. Sandwich, New Hampshire

• Distance from Boston: 118 miles
• Where to Stay: Center Harbor Inn

For a four-season retreat from Boston, escape to Sandwich, New Hampshire, for one of the best day trips from Boston. You can enjoy a charming New England village and hike the  Mount Morgan & Mount Percival Loop Trail .

Once you arrive at the trailhead for the 5.2-mile Mount Morgan & Mount Percival hike , climb clockwise to Mount Morgan and then crossover to Mount Percival. The first two miles of the hike include a steady incline with giant boulders, fallen tree limbs, and wildflowers. At the summit, you will be able to see breathtaking views of Lake Winnipesaukee ringed by alpine forests. This is a great place to stop and enjoy a picnic! For the second part of the hike, you must cross the rugged ridge to arrive at the peak of Mount Percival before climbing back down.

When you’re finished with your hike, Sandwich offers visitors plenty to do, including other outdoor activities like biking and cross-country skiing. You can also explore historic galleries, bookstores, and antique shops, like the Sandwich Historical Society and Hill Country Books. If you’re looking for somewhere to eat, look no further than Foothills Café & Curio in Sandwich for small bites, artisanal ice cream, and coffee in a cozy country setting.

You can extend your stay at the luxury Center Harbor Inn just outside of Sandwich in Center Harbor for close access to Lake Winnipesaukee!

Recommended by Terri from Female Solo Trek

9. Salem, Massachusetts

• Distance from Boston: 20 miles
• Where to Stay: Daniel’s House Bed and Breakfast

Salem, Massachusetts, is best known as the site of the Salem Witch Trials of 1692, when locals were accused of witchcraft that resulted in the tragic death of 19 people. Since then, the town has become a popular setting for books and movies, like Hocus Pocus, and many of the popular tourist spots are connected to the town’s witchcraft history.

The best time to visit Salem is in October when the Halloween festivities are in full swing. Downtown Salem explodes with decorations and visitors and becomes extremely colorful as the leaves change.

During your time in Salem, some of the best things to do in Salem include taking a photo at The Witch House at Salem and visiting the Salem Witch Museum and Salem Witch Trials Memorial to learn about and pay your respects to the victims of the witch trials in the 1600s. Additionally, a Guided Nighttime Tour is a great way to learn about the town’s history and see famous sites.

When you’re hungry, visit Turner’s Seafood for a taste of New England. The long-standing restaurant boasts of freshly caught seafood, and the quality of the catch shines through with each dish. For those who want to extend their day trip from Boston, you’d love your experience at The Daniels House Bed and Breakfast , a historic building built in 1693 that has been serving travelers since 1963.

Recommended by Bernadette from Book Retreats

10. Nantucket, Massachusetts

• Distance from Boston: 100 miles
• Where to Stay: Jared Coffin House

The small island of Nantucket is certainly one of the best day trips from Boston. The drive from Boston to Nantucket involves a short ferry ride from Hyannis. This tiny island, 16 miles off the coast of Cape Cod, offers a picturesque setting for a fun day trip from Boston. 

As with many beach communities, from Memorial Day to Labor Day, the island bustles with tourists. Early May and mid-September may be best if you prefer a quieter visit.

Consider leaving your car in Hyannis as Nantucket is very small and walkable. Stroll around the quaint shops on Water Street , visit the Whaling Museum , or spend the day at Cisco Beach . For nature lovers, there’s Coskata-Coatue Wildlife Refuge with miles of trails and coastline to view the local critters like deer, shorebirds, seals, and horseshoe crabs. Make sure you check out the Great Point  Lighthouse for some beautiful views. 

When you’re hungry, stop in at the Nantucket Tap Room for a delicious lunch and a local brew – it is one of the best restaurants in Nantucket . The delicious fare is similar to the  food in Boston  with a few Nantucket twists. The Tap Room is part of the historic hotel, the Jared Coffin House , Nantucket’s first mansion, in 1845. 

Recommended by Denise from Chef Denise

11. Lexington & Concord, Massachusetts

• Where to Stay: Residence Inn by Marriott Boston Concord

If you’re looking for one of the shortest & best day trips from Boston, look no further than Lexington and Concord. These neighboring cities were made famous in the late 1700s because they were the starting point for the American Revolutionary War, but they offer plenty of exciting activities today!

While you’re in Lexington & Concord, you can’t miss the chance to explore the Minute Man National Historical Park . Here, you can walk (or drive!) along a pathway called the “ Battle Road Trail ” that includes important locations from the First Battle of the American Revolutionary War, like Paul Revere’s Capture Site, Buckman Tavern, Concord’s Old North Bridge, and more.

If you’re interested in literature, visit the Concord Museum to observe artifacts belonging to Ralph Waldo Emerson and Henry David Thoreau, as well as other important colonial-era documents. You can also visit the Louisa May Alcott Orchard House , where Little Women was written, to see famous family artifacts from this famous author’s life.

When you’re hungry, stop at 80 Thoreau in Downtown Concord for upscale New American fare at a rustic-chic local eatery.

12. Amesbury, Massachusetts

• Distance from Boston: 46 miles
• Where to Stay: Fairfield Inn by Marriott Amesbury

If you’re looking for one of the best day trips from Boston to take during the gorgeous autumn months, look no further than the quaint town of Amesbury, Massachusetts.

Amesbury is home to one of the most popular orchards in Massachusetts — Cider Hill Farm . Cider Hill is a great place to go apple picking, and on the weekends, they have food trucks and a hard cider bar! They also grow peaches, pumpkins, and berries during other times of the year. Plus, there’s an adorable Farm Store on-site where you can pick up local goods, including tasty cider doughnuts!

Although you could spend most of the day at Cider Hill, Amesbury offers plenty more for visitors to do. You can take a walk in the picturesque Maudslay State Park , try a local brew at Barewolf Brewing , or grab a bite to eat in Downtown Amesbury at Flatbread .

It’s Time to Hit the Road!

Which of these best day trips from Boston sounds the most appealing to you? Let me know in the comments below. If you can’t choose just one—I don’t blame you! I couldn’t either.

Pin the Best Day Trips from Boston for Your New England Vacation!

About the Author

Brittany Sawyer

Hi, I'm Brit! I'm a writer from Phoenix, AZ who loves coffee, golden retriever puppies, and obviously, travel! I help ordinary women (like me!) dream, plan, and do extraordinary travel experiences.

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37 Delightful Day Trips from Boston, MA

By Author Meg Frost

Posted on Last updated: November 19, 2023

Categories Massachusetts , United States of America (USA)

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As much as I love my home city of Boston, MA, getting out of the city is always welcome. Luckily there are TONS of fun day trips from Boston available.

Check out these 37 delightful day trips from Boston for ideas on what you can do when you want to explore the rest of New England.

Boston Harbor Islands National and State Park

Boston Harbor Islands National & State Park is comprised of over 30 islands and peninsulas.

While some of the islands are technically still part of Boston proper, it’s very much a step out of the city life, so I had to include it as a day trip from Boston!

Make your way to Georges Island to visit Fort Warren, a Civil War era fortress open to the public.

Or perhaps head to Brewster Island to tour the oldest lighthouse in the US.

Hiking, nature walks, boating, fishing, bird watching, and relaxing on the beach are popular activities for a day trip to Boston Harbor Islands National & State Park.

A few of the islands also offer camping (note: NOT glamping or modern camping!).

Ferry service to most islands is available at the dock next to the New England Aquarium from late Spring to mid Fall.

Fares are reasonable, ranging from free to less than $20, depending on whether you’re an adult, student, member of the military, and so on.

For more information about ferry service, check out the BHI website .

deCordova Sculpture Park and Museum

Location : 51 Sandy Pond Rd, Lincoln, MA Phone : (781) 259-8355

I have a special place in my heart for sculpture gardens because they combine my love of weird art and the great outdoors.

One of the best sculpture parks near Boston is the deCordova Sculpture Park and Museum, with more than 60 sculptures spread out over 30 acres. The museum itself holds over 3400 works of art.

The sculptures and artwork at the deCordova Sculpture Park rotate out, so chances are high that repeat visits will be a new experience each time.

Forest Park in Springfield, MA

Forest Park , one of the largest city parks in the US, is another fun place to hangout.

There are several playgrounds, a public pool, sports fields, a rose garden, duck ponds, easy hiking trails, and more.

During the Winter holiday season, Forest Park is transformed into Bright Nights , a nighttime drive-thru attraction with lights displays depicting pop culture figures, winter scenery, local companies, and pop culture icons.

Foxwoods Casino & Resort

Location : 350 Trolley Line Blvd, Mashantucket, CT Phone : 1-800-FOXWOODS

Foxwoods Casino is known for its nightlife options, but also has a softer side with a spa and a golf course.

The variety of activities available at Foxwoods makes it a great destination for group day trips from Boston for celebrations such as bachelorette parties or girls’ getaways.

Oh and before I forget – they have their own outlet mall. An entire outlet mall! Who doesn’t love shopping at a discount?

Freeport, Maine

Freeport has outlet shops set amid a quaint New England backdrop about 2 hours north of Boston.

It is also home to the flagship store for preppy outdoor brand, L.L. Bean, maker of the über popular duck boot gracing every New Englander’s feet in the colder months.

Gillette Stadium & Patriot Place

Location : 1 Patriot Pl, Foxborough, MA Phone : (508) 543-8200

Boston is NUTS for sports, especially when it comes to the New England Patriots, who play at Gillette Stadium.

Do yourself a favor and make it to at least one game if you’re here during NFL football season, which takes place between September and December. To see when the next game is, check out the New England Patriots schedule .

Not a football fan? Right next to Gillette Stadium is Patriot Place, which is packed with shopping, restaurants, and entertainment.

The fun also includes Splitsville Luxury Lanes bowling, Howl at the Moon piano bar, and a TopGolf Swing Suite.

Hampton Beach, NH

New Hampshire doesn’t have much coastline, but what little exists is a popular spot for day trips from Boston. Hampton Beach, about 1 hour north, is the most popular.

Aside from the obvious benefits (sand, sun & water), Hampton Beach holds 2 popular events each year, the Hampton Beach Seafood Festival and the Hampton Beach Sand Sculpture Competition.

Hampton Beach also has a fireworks display every Wednesday evening during the Summer months.

Crane Beach

Want to hit the beach but don’t want to deal with Boston-area traffic? Crane Beach in Ipswich, MA is easily accessible by public transport.

Take the MBTA Commuter Rail Newburyport line to Ipswich, then hop on board the Ipswich Essex Explorer shuttle to Crane Beach.

Getting to Crane Beach without a car is super convenient, not to mention cheap!

The Kittery Outlets

Growing up, I spent a lot of my school vacations in Bar Harbor, Maine.

The Kittery Outlets are located on the border of Maine and Massachusetts, so we’d often stop off on our way home to do some shopping.

The outlets are not in a single complex, which can be annoying since that makes it less walkable, but they are at least congregated to the same area.

Nonetheless, The Kittery Outlets always has good deals, so it’s worth the stop.

A few popular shops and outlets in Kittery include:

• Calvin Klein
• J.Crew Factory & Crew Cuts
• Kate Spade New York
• Lululemon athletica
• Nike Factory Store

For a complete list of shops, outlets, and restaurants in Kittery, check out this link .

Lake Winnipesaukee, NH

Lake Winnipesaukee is a popular vacation and day trip destination for families.

There are many towns surrounding the lake, located in central New Hampshire, but Gilford and Laconia are probably the easiest to get to from Boston.

Aside from the typical beach and lake recreation, there are tons of family-friendly activities available, such as go-karting, zip lining, a tie dye activity shop, and the NH Motor Speedway.

You might like : The Ultimate Guide to New Hampshire in the Fall

Lizzie Borden’s House

Location : 230 Second St, Fall River, MA Phone : (508) 675-7333

Fans of true life crime stories should hit up Fall River, MA, home of alleged murderer, Lizzie Borden.

Legend has it that Lizzie murdered her father and stepmother with an axe, but famously got away with it.

You can stay in the house where it all happened, as it now serves as a museum and bed and breakfast . Fall River is about 1 hour outside of Boston.

Singing Beach

Location : 121 Beach St, Manchester-by-the-Sea, MA Phone : (978) 526-2019

Singing Beach is a super family-friendly beach with sand that squeaks when you walk on it, hence its name. It is one of my favorite beaches in Massachusetts.

Accessing the beach can be a bit tricky, but works as follows:

During peak season (Memorial Day through Labor Day), parking is very limited for non-residents. In fact until about mid-June, non-residents can’t park in the official lot at all!

From mid-June through the end of peak season, non-residents can park in the official lot for $30 during the weekdays, except on holidays.

Non-residents can always park nearby the train station, where spots are sold by the local Boy Scouts for $25. That said, you still need to pay to enter the beach, which is $10 daily or $35 for a season pass. People over the age of 65 are free.

Prices based on 2023 rates .

Martha’s Vineyard, MA

Originally called Noepe by the Wampanoag indigenous people, this small island off the coast of Cape Cod is known today as a beach vacation destination.

If you’re coming from the Boston area, you can turn it into a day trip, though! Pop over for the day to lounge at one of the beaches, explore the small shops, and get homemade ice cream.

Martha’s Vineyard can be accessed by ferry or plane. You can find more info in my post about getting from Boston to Cape Cod and the islands.

Minute Man National Park

If you are interested in studying the Revolutionary War, head to Concord or Lexington, MA. Both towns, along with Lincoln, MA, are home to Minute Man National Historical Park .

Minute Man National Historical Park is a nationally protected park that includes the site of the Battle of Lexington.

You can also walk the 5-mile Battle Road Trail between Concord and Lexington. I recommend visiting between Spring and Fall to take advantage of the living history program to help learn the story of this important site of the Revolutionary War.

Also of interest in Concord are the tombs of many famous authors, such as Louisa May Alcott, Ralph Waldo Emerson, Nathaniel Hawthorne, and Henry David Thoreau. All of these authors are buried at Sleepy Hollow Cemetery in Concord.

You can also visit The Wayside , which was once home to Louisa May Alcott and Nathaniel Hawthorne, at separate times.

Interested in more military history travel? Check out these destinations , all in the USA.

MGM Springfield

Location : 1 MGM Way, Springfield, MA Phone : (413) 273-5000

In 2018, MGM opened its newest casino resort, MGM Springfield .

MGM Springfield is home to a casino, venue hall, bars, restaurants, bowling lanes, and a luxury movie theater. It also has a nice hotel attached, so you can make a weekend trip out of it!

Mohegan Sun Casino

Location : 1 Mohegan Sun Blvd, Uncasville, CT Phone : (888) 226-7711

Mohegan Sun is often rated by many as the top casino in the US. While I’m not a frequent traveler to casinos, I can definitely see why it tops many peoples’ list.

Mohegan Sun is known for its amazing entertainment schedule, with concerts featuring popular acts, a comedy club, and theater shows, such as Cirque du Soleil.

They also have a golf course, 2 arcades (including 1 for kids under 12), an indoor go kart track, and a trampoline park.

If that’s not all, they also own a WNBA team, the Connecticut Sun, which plays at their own sports arena. Connecticut’s professional lacrosse team, the Black Wolves, also plays at the Mohegan Sun Arena.

Another reason to love Mohegan Sun is its variety of restaurants, bars, nightclubs, and shops.

My top pick is Connecticut’s favorite pizza establishment, Frank Pepe’s, which serves the most amazing pizza with super fresh ingredients!

Mount Tom State Reservation

Location : 125 Reservation Rd, Holyoke, MA Phone : (413) 534-1186

During my childhood, Mount Tom was a local place to go skiing when you were too lazy to drive to Vermont.

These days the ski resort is permanently closed, but the broader area, Mount Tom State Reservation, is still a popular place for cross country skiing, hiking, and mountain biking.

Mount Tom State Reservation also includes a playground, picnic tables, grills, and covered pavilions.

Naismith Memorial Basketball Hall of Fame

Location : 100 Hall of Fame Ave, Springfield, MA Phone : (877) 446-6752

Did you know that basketball was invented in Springfield, MA?

Yep, it totally was! James Naismith, a Canadian teacher, invented it while teaching in this small New England city in western Massachusetts.

Given the history, the biggest year-round attraction in Springfield is the Naismith Memorial Basketball Hall of Fame , located right off of Interstate 91.

Nearby are a variety of restaurants, as well as several hotels if you’d like to stay the night.

Newport, RI

Newport is a small town on the coast of Rhode Island. It is well-known for its historic mansions, many of which are open to the public for a guided tour. They are absolutely astounding!

It also has several nice beaches, though some are quite loud thanks to the day clubs at a few of the on-shore bars. So if you’re looking for a beach day, I recommend other areas in New England if the club scene is not for you.

Northampton, MA

Northampton is a funky town in western Massachusetts known for its arts scene, as well as its thriving LGBT community.

It is home to the Northampton Independent Film Festival , the Calvin Coolidge Presidential Library & Museum , multiple art galleries, and indie music halls.

While you’re there, be sure to stop by Ben & Bill’s Chocolate Emporium , my favorite New England-based candy shop. I recommend the chocolate covered Oreos and chocolate covered fresh fruit (if they have ’em!).

Old Orchard Beach, ME

Old Orchard Beach is coastal town in southern Maine that is a popular spot for a beach day trip outside of Massachusetts.

The beaches in Old Orchard Beach can be quite busy during the summer, but there are lots of fun activities nearby, like Pirates Cove Adventure mini golf and a small amusement park.

Old Sturbridge Village

Sturbridge, MA is a teeny tiny town in Massachusetts, but it is a place I visited many times growing up.

This is thanks to Old Sturbridge Village , a living history museum that depicts life in New England in the 1830s.

At Old Sturbridge Village, you can see replicas of homes, businesses, churches, and even a farm from the early 1800s.

Live demonstrations are another highlight at Old Sturbridge Village. Demonstrations include shoemaking, cabinet making, printing, musket firing, and much more.

Lastly, Old Sturbridge Village has several pretty nature trails for exploring. River boat horse-drawn carriage rides are also available.

Plimouth Patuxet Museums

Location : 137 Warrent Ave, Plymouth, MA Phone : (508) 746-1622

Previously known as Plimoth Plantation, Plimoth Patuxet Museums is a Smithsonian-affiliated collection of living history museums that depict indigenous and early colonial life.

The museums include:

• 17th Century Craft Center
• 17th Century English Village
• Historic Patuxet
• Mayflower II
• Plimoth Grist Mill

At the 17th-Century Craft Center , you can learn about herbal remedies and crafts, such as pottery, from the early settlements.

The 17th-Century English Village is a recreation of Plymouth Colony that includes live actors who immerse you into the times.

Historic Patuxet is where you can learn about the indigenous people of the area, most notably the Wompanoag peoples. You can see a wetu , or house, canoe-making and cooking demonstrations, and more.

Mayflower II is a life-sized replica of the ship carrying English settlers in the 1600s. The replica was built in 1957, but restored in 2020. It was also added to the National Register of Historic Places in 2020.

Lastly, the Plimoth Grist Mill is a reconstruction of the original mill the Plymouth settlers used all the way back in 1636. The mill is still used today to create cornmeal, flour, grits, and other grains.

Admission is grouped into 3 options: Plimoth Patuxet (Craft Center, English Village, and Historic Patuxet), Mayflower II, and Plimoth Grist Mill.

A variety of ticket combos are available, so it is best to visit the Plimoth Patuxet Museums website for ticket info, including pricing.

NOTE : The Plimoth Patuxet Museums are closed during the winter season.

Plum Island’s Parker River National Wildlife Refuge

Plum Island is a small island off the coast of Newburyport, MA on the north shore area of metro Boston. Located on Plum Island is the Parker River National Wildlife Refuge, over 4600 acres of conservation land.

Parker River National Wildlife Refuge is a popular spot for birdwatching. Over 300 species of birds can be found there, such as piping plovers, saltmarsh sparrows, and blue herons.

As this is a national wildlife refuge, it is part of the US National Park network and your America the Beautiful Pass can be used for admission.

Otherwise, admission is $5 per car or $2 per bicycle. Season passes that cover entry for only the refuge are available for $20.

Portland, ME

Portland, ME has a thriving food scene that is well worth a visit. It’s doable in a day trip, but definitely makes for a great weekend getaway or even a longer trip.

One place you have to hit up at least once is The Holy Donut , which specializes in donuts made from potatoes. Yes, potatoes.

OTTO Pizza is another favorite of mine. They have a pizza made with mashed potatoes ( I swear I eat more than potatoes! ), scallions, and bacon that is to die for .

Another delicious combo OTTO Pizza serves up has butternut squash, ricotta, and cranberries. It’s like an American Thanksgiving dinner on a pizza. YUM!

For something a little more formal than pizza and donuts, check out Central Provisions . I’m a sucker for tapas because it’s a great way to try multiple dishes.

Central Provisions definitely knocks it out of the park with their tapas menu, which includes delicious ingredients like raw oysters, roasted peaches, and suckling pig ( not all together, obviously ).

Portsmouth, NH

Portsmouth, NH is another small New England coastal town with a bustling food scene.

Pop on over to Portsmouth Book & Bar for a new novel and a coffee or craft beer. Hungry? They have food too!

For food-baby worthy comfort food, check out Cure . Cure’s menu is filled with classic dishes with a fancy twist. Think mac n cheese with lobster or pork chops with a honey-chipotle glaze.

Another interesting twist? The kitchen at Cure is open, so you can watch the executive chef and her team cook up a storm.

Providence, RI

Providence, RI can be reached by car, MBTA, or coach bus. It has a growing foodie scene, as well as a fun arts scene.

Providence is well known for its waterfront entertainment and social district.

During the summer months, WaterFire Providence organizes tons of events, music, vendors, a fire sculpture installation, and more.

Lastly, Providence is also home to the International Tennis Hall of Fame. So stop by to meet Andy Roddick, not at all guaranteed .

Ok, but really, if you’re tennis fan, stop by to check out all the fun historical artifacts, as well as their immaculate indoor and outdoor (grass!) tennis courts.

Provincetown, MA

While Provincetown is part of Cape Cod, it deserves its own section. I couldn’t leave you hanging without telling you more about this adorable town.

Provincetown is so lovely that my paternal grandparents made it their home for many years, up until their passing.

Located at the tip of the Cape, P-town, as it is affectionately called, is a summer haven for the LGBT community. It also has a robust Portuguese community (read: mouthwatering fooooood).

Provincetown is full of tasty seafood restaurants, funky coffee shops, ice cream bars, locally owned gift shops, and beautiful art galleries.

And given its shore location, there are plenty of beaches for fun in the sun. Lastly, P-town is a prime spot for whale watching, as well.

If you’re looking for more things to do while in Provincetown, check out my post on things to do in Cape Cod .

Rocky Neck Art Colony

Location : 6 Wonson St, Gloucester, MA Phone : (978) 515-7004

Most people know Gloucester as a big fishing town, as it’s home to the reality show Wicked Tuna , as well as the inspiration for the movie The Perfect Storm .

Gloucester is an excellent day trip about 50 minutes north of Boston.

It’s great for families with many options for kid-friendly activities, such as whale watching, beach walks, an aquarium (Maritime Gloucester), and a medieval castle (Hammond Castle).

Gloucester, and the surrounding Cape Ann area, is also home to the oldest art colony in the USA. Yep, true story!

The Rocky Neck Art Colony was established in the mid-1800s and is still kicking today.

The quirky and quaint colony is located on a peninsula and is full of art galleries, several restaurants, and a theater.

Salem, MA is one of my favorite towns in all of Massachusetts. It’s a small suburb north of Boston, but it’s a ton of fun.

This quaint coastal town is full of fun shops (including those of the supernatural variety), museums, historical sites, and restaurants.

It’s also home to the famed House of Seven Gables, which you can learn more about in my post about the best things to do in Salem .

Lastly, Salem, along with nearby Danvers, is the site of the Salem Witch Trials. So naturally Salem is home to one badass month-long Halloween party. Just go!

Check out my itinerary for an October Weekend in Salem if you need ideas on how to make your trip the best.

Six Flags New England

Location : 1623 Main St, Agawam, MA Phone : (413) 786-9300

Previously known as Riverside Amusement Park during my childhood, Six Flags New England is a large theme park that sits along the Connecticut River.

Six Flags New England boasts 12 roller coasters and a huge water park. There are also several live shows, a dance party, and Looney Tunes characters and Gotham City villains meet-and-greets.

Six Flags New England is about 1 hour and 40 minutes southwest of Boston.

Springfield Museums

Location : 21 Edwards St, Springfield, MA Phone : (413) 263-6800

Tucked away in Western Massachusetts is Springfield Museums , a collection of 5 museums that surround a sculpture garden:

• The Amazing World of Dr. Seuss Museum
• Dr. Seuss National Memorial Sculpture Garden
• George Walter Vincent Smith Art Museum
• Lyman and Merrie Wood Museum of Springfield History
• Michele and Donald D’Amour Museum of Fine Arts
• Springfield Science Museum

Tickets include admission to all 5 museums. The Dr. Seuss National Memorial Sculpture Garden is free to visit.

Admission costs $25 for adults and $13 for kids 3-17. Kids under 3 and Springfield residents are free! Special pricing is also available for adults over 60 years and college students ($16.50).

Wachusett Mountain

Location : 499 Mountain Rd, Princeton, MA Phone : (978) 464-2300

If you’re jonesing to go skiing but don’t want to deal with the long drive to the ski resorts in Vermont, take a day trip to Wachusett Mountain .

Wachusett offers both day and night trails, and can create their own snow, so there’s no need to wait for a decent snowstorm to hit it up.

The best part? You can take the MBTA commuter rail Fitchburg line to get to Wachusett Mountain!

During the ski season, Wachusett Mountain also provides a free shuttle to the ski area on the weekends.

During the warmer months, Wachusett Mountain hosts a handful of fun events, such as a kids day camp, a food truck festival, and 2 craft beer festivals.

Walden Pond

Location : 915 Walden St, Concord, MA Phone : (978) 369-3254

For an enjoyable, quiet day in nature, take a short drive out to Walden Pond State Reservation .

American transcendentalist writer Henry David Thoreau famously spent 2 years, 2 months, and 2 days in a tiny cabin on Walden Pond and wrote a book about it: Walden .

Today, you can relax on the pond’s shore, go boating on the pond, and visit a replica of Thoreau’s cabin. Concord is about 30 minutes outside of Boston.

Wellfleet, MA

Wellfleet is known for its eponymous oysters, one of the most popular types of oysters unique to the east coast US.

Stop by The Wicked Oyster or one of the many seafood restaurants in town for a taste of these famous oysters.

Wellfleet is located in the Outer Cape, so if you’re not up for making the trek out there just for oysters, combine it with a day trip to another fun Outer Cape town, Provincetown, MA.

Wrentham Village Premium Outlets

Location : 1 Premium Outlet Blvd, Wrentham Phone : (508) 384-0600

Wrentham Village Premium Outlets is a popular outlet mall in Massachusetts. It can be a bit confusing to get to from Boston, so don’t rely on Google Maps to get there. I’m sure you can guess how I know.

Aside from that, the store selection is pretty good, so it’s still worth the trip out from Boston. Popular stores at the Wrentham Village Premium Outlets include:

• Marc Jacobs
• Ted Baker London
• Vineyard Vines

For a full list of shops at this outlet, check out the Wrentham Village Premium Outlets stores list .

Yankee Candle Village

Location : 25 Greenfield Rd, South Deerfield Phone : (877) 636-7707

Located in South Deerfield, Yankee Candle Village makes for a fun day trip from Boston.

Yankee Candle Village includes a super New England-y collection of shops, such as The Candle Emporium, a General Store, the Fudge Shop, and Local Fare.

There’s also a Christmas shop open year round that is jam-packed, top-to-bottom, with all things Christmas.

Aside from shopping, you can make your own candles or customize premade ones.

The also have Powder Hollow Brewery (originally started in my hometown of Enfield, CT!) and Hillside Pizza Café on site.

What are your favorite day trips from Boston?

So next time you visit Boston, which day trips will you work into your itinerary? Be sure to let me know below in the comments!

Next up, check out more of my favorite Boston and New England area travel guides:

• A Local’s Guide to The Big E: New England’s Best Fair
• The Best Things to Do in Massachusetts in the Fall
• Best Festivals and Events in Boston, MA
• The Best Food Festivals in Boston, MA

About the author

Meg Frost is a Boston-based travel blogger that helps people embrace technology to make vacation planning and traveling wicked easy, affordable, and fun.

She holds an M.A. in Journalism from Northeastern University and B.S. in Communication & American Studies from University of Miami.

Read more →

This post was originally published on August 17, 2017. It was last updated on December 26, 2022.

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Best Brunch in Boston, MA: Picks from a Local in 2023

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A Local's Guide to The Big E: New England's Best Fair - Frost + Sun

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[…] hurrah before the doom and gloom of Winter take over for a few months. It makes for an excellent day trip from Boston or pit stop on a New England road […]

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[…] My home city is filled with things to do and makes a great home base while exploring New England via day trips. […]

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Backpacking in the USA , Winter Travel

Boston in winter: the ultimate guide .

I visited Boston many years ago, just for a day trip, so following the success of the guest post about Free Things to do in Boston, I asked Tegan and Alex from Why Not Walk to share their top tips for visiting Boston in Winter and they certainly came through!  Check out their ultimate guide to visiting Boston in winter:  

Boston is the capital of Massachusetts and is one of the oldest municipalities in the United States.  Famous for its history, whale watching tours and delicious food, Boston is a wonderful city to visit at any time of year, but here is why you should visit Boston in winter to make the most of the special winter activities and events.

This website contains sponsored and affiliate links. If you click through the links on this page and make a purchase, I may earn a small commission. As an Amazon Associate I earn from qualifying purchases. Thank you for your support. [Learn more]

Know Before You Go to Boston

Before travelling to Boston, make sure you book accommodation and popular attractions ASAP as hotels and tickets can sell out.

🛌 MY FAVOURITE ACCOMMODATION IN BOSTON:

$$ The Revolution Hotel : creatively designed rooms great for groups

$$ The Verb Hotel : a music-themed boutique hotel near Fenway Park

$ HI Boston Hostel : a modern hostel with private and dorm rooms

⭐ TOP 3 BOSTON ACTIVITIES TO BOOK IN ADVANCE:

1. Guided Walking Tour of the Freedom Trail

2. Boston Tea Party Ships and Museum Interactive Tour

3. Boston Fenway Park: Guided Ballpark Tour

Find Deals to Book Your Trip

Flight Deals

Hotel Deals

Group Tours

Winter Weather in Boston

Many dismiss Boston as too cold in the winter for a visit, picturing howling winds and icy roads. However, given that Boston is a coastal city, its proximity to the Atlantic Ocean truly gives it the best of both worlds: it’s much more temperate than the rest of the state and region in the wintertime, but still gets to enjoy several gorgeous, fluffy snowfalls each year.

That said, average winter temperatures in Boston hover around or just below freezing, with January typically being the coldest month.  January also usually gets the most snow, although you can expect some snow from November through to April.

Why Visit Boston in Winter?

Boston is bursting with fun things to do all year, but we would argue the wintertime is an extra special time to visit.  Stroll along romantic cobblestone streets, stop for a hot chocolate or perhaps some outdoor ice skating, and enjoy Boston’s wealth of museums, local breweries, charming neighborhoods, sports teams, and more.

Read on for all our best tips for the ultimate winter visit to Boston, and for more Boston tips for any time of year, check out Why Not Walk’s Boston-area landing page here .

What to Wear in Winter in Boston

Layers, layers, layers! We cannot stress this enough. While Boston’s temperatures aren’t quite as cold as people like to think they are, what we do have in spades here is wind. The downtown and Seaport areas, in particular, are known for wind tunnels that can get fairly brutal due to their tall buildings, so we definitely recommend a scarf and gloves, as well as a jacket with a hood or a beanie or hat.

As Boston is a walking-heavy city, you should definitely bring warm and comfortable shoes, preferably waterproof ones. We especially recommend boots (like Uggs or Timberlands) and of course some nice, thick socks. 

As for a coat, down or alternative down is the way to go. You’ll see many Bostonians rocking the knee- or ankle-length coats. This isn’t totally necessary if you usually live in warmer climes, but definitely make sure to bundle up, and plan a mix of indoor and outdoor excursions for each day. 

YOU MAY ALSO LIKE: Free Things to do in Boston Massachusetts

Things to Do in Boston in the Winter

You could live in Boston for years (like we have) and still not experience everything Boston has to offer. Boston has something for everyone, from the history aficionado to the sports fanatic to the autumnal leaf-peeper.

Here are some of the top things to do in Boston at any time of year: 

• Boston’s “Little Italy” North End Pizza & History Walking Tour
• Boston History & Highlights Walking Tour
• Day Trip Tour to Quincy and Plymouth
• Boston Duck Boat Tour with Cruise Along Charles River
• Guided Walking Tour of Harvard University Campus

You can browse more tours and attractions in Boston here, or enjoy some of the best free things to do in Boston . While you’re visiting Boston, plan an epic East Coast road trip , as well!

FIND A TOUR IN BOSTON

While visitors flock to Boston and the region in the fall to see autumn foliage , we’d argue that a beautiful snowfall gives the leaves a run for their money. If a winter “city break” is what you’re after, Boston will not disappoint. Keep reading for all the best tips on the best things to do in Boston in winter, the city’s top winter attractions, and a sample Boston 2 day itinerary. 

Recreate the Boston Tea Party

Yes, it’s probably the most touristy thing to do in Boston, but if it’s your first time in the city then learning about the famous Tea Party at the interactive museum is a fun way to forget the weather!  This ships and museum tour runs several times a week even in the winter and allows you to travel back in time to 1773 to be part of the famous Boston Tea Party and the events leading up to the American Revolution.

You can explore fully restored replicas of the Tea Party ships, take part in an interactive museum tour and re-live the events of the day with live actors and 3D holograms.  You’ll even have the chance to throw your own tea overboard! 

Money Saving Tip

Visit the museums in boston.

Wondering what to do in Boston when it snows?  When the weather is poor, getting inside and visiting some of Boston’s incredible museums is a great way to keep warm and dry and learn something at the same time!

The Museum of Fine Arts (Back Bay/Fenway) houses over 450,000 works of art at the world’s 17th-largest museum. 

The Isabella Stewart Gardner (near the MFA): Once the home of notable Bostonian Isabella Stuart Gardner, the house and artwork were turned into a museum under the terms of her will. The ISG gained notoriety for a 1990 art heist that remains unsolved to this day. Don’t miss the gorgeous courtyard in the center.

The Boston Science Museum (Lechmere): though a bit dated, science fans will enjoy the Science Museum’s many exhibits and indoor zoo.

The Museum of African American History (Downtown): Don’t miss a visit to New England’s largest museum dedicated to preserving and honoring African-American history, located in the African Meeting House– the oldest Black church building in the U.S.

The Institute of Contemporary Art (Seaport): If modern and contemporary art is more your scene, the ICA does not disappoint. It also has lovely views of the Harbor area, and its neat architecture is an exhibit unto itself.

Check Out Vintage Movies, Glamorous Shows and Improv Comedy

These are some of our favorite places for a more unique Boston experience, especially during the winter!

Watch vintage movies (often in 35mm!) at Brattle Theatre (Harvard Square) or the Coolidge Corner Theatre (Brookline.) Coolidge Corner is the oldest Art Deco theatre in the area, built in 1933.

Get dressed up for a show at the Boch Center or the Emerson Colonial Theatre . You will be awe-struck at the beautiful decor, sweeping ceilings, and enormous chandeliers. All 3 of these theatres opened in the early 1900s and are some of the oldest continuously operating theatres in the region. You can also enjoy Boston’s premier symphonic ensembles at the Boston Symphony Orchestra (Fenway.)

Alternatively, laugh ‘til your sides hurt at a comedy show at ImprovAsylum (North End.)   

Warm Up with Hot Chocolate

Any excuse for a tasty hot chocolate is fine by me, and these tasty treats will warm you right up on a cold Boston winter day!

The Mexican hot chocolate at Ogawa Coffee House is absolutely decadent, and its location in downtown Boston is perfect if you’ve just gone ice skating at the Frog Pond (more info on that below!)

Located in the swanky Back Bay, LA Burdick offers all sorts of artisanal chocolate offerings, including hot chocolate.

If you don’t want to choose just one, check out seasonal Hot Chocolate Flights at The Met Back Bay . You can even ask for yours to be spiked!

If you like to combine your cocoa with Christmas carols, this cruise on Boston Harbor takes in the beautiful sights of the Boston Skyline while listening to Christmas music and carols as you sip on your cocoa. 

Bonus: If hot chocolate isn’t for you, and you’re more in the mood for normal chocolate, check out the Chocolate Factory Tour at Taza in Somerville.

YOU MAY ALSO LIKE: Things to do in Orlando in Winter

Ice Skating and Winter Sports in Boston

The ultimate Boston winter experience is outdoor ice skating at the Boston Common Frog Pond . The Common is the “Central Park of Boston,” and is located in the heart of downtown. Tip: if you go after sundown, there are twinkly lights all over the park that really set the scene! There is also seasonal ice skating at City Hall Plaza ’s Boston Winter installation, as well.

If indoor ice skating is more your scene, check out the Steriti Ice Rink in the North End. Admission is free, and you can rent skates for a few dollars. Pair this with a visit to the North End (Boston’s Italian neighborhood) and Boston Harbor afterwards. 

If you don’t want to splurge on (very pricey) hockey tickets, you can watch the Boston Bruins practice at Warrior Ice Arena. 

Enjoy the Red Sox stadium tour without the crowds– it’s available year-round!

If you are interested in attending sporting event while you are in town, check out the TD Garden calendar for Bruins and Celtics tickets, as well as concerts! 

Brewery + Distillery Tours

What better way to warm up on a wintery day in Boston than with a tasting of your favorite tipple?  You could join a tour that takes in three of the top breweries in town , or check out our recommendations below:

Sam Adams (Jamaica Plain): Sam Adams is definitely touristy, but worth a visit if you’re visiting Boston for the first time, or if you’re interested in how one of the nation’s largest breweries operates. The tour is free (make sure to reserve ahead of time), and you get samples and a free small glass with your tour. Sam Adams recently opened a new taproom in the Faneuil Hall area as well. 

Harpoon Beer Hall (Seaport): Harpoon wins “best brewery tour” in our book, hands down. Harpoon is a super fun atmosphere– they’re employee-owned, make amazing pretzels with their leftover beer byproduct, and their beer hall in the Seaport can’t be beat. Definitely sign up for their brewery tour– it costs $5, but includes some time at the end for unlimited samples! 

Boston Harbor Distillery (Dorchester): Their table-side tasting tour offers several samples and a history of their operation for $20/pp. They also have a VIP tour ($50/pp), offering a “back-room of whiskey-making” experience. Also in Dorchester is Bully Boy Distillers , which is worth a look too.

You should also check out these beer and brewery tours that are guaranteed to keep you warm and tipsy!

Explore Beautiful Wintry Neighborhoods in Boston

There are some lovely neighborhoods in Boston where you can talk a stroll, no matter what the weather.  Just wrap up warm and enjoy!

Beacon Hill

Located right behind the Boston Common with Charles Street as its main drag, don’t miss a visit to Beacon Hill while in Boston. Characterized by its cobblestones and mix of Victorian- and Federal-style brick row houses and antique black streetlamps, Beacon Hill is so charming and picturesque – and quintessentially Boston.

Don’t miss the State House with its gold dome, especially beautiful when covered in snow, and Acorn Street, one of the U.S.’s most-photographed streets.  

Likely Boston’s most “fancy” neighborhood, Back Bay is also home to beautiful architecture, as well as a large shopping district including Newbury Street and the sparkly Prudential Center. The Commonwealth Avenue Mall, leading up to the Public Garden, is beautiful in any season.

Boston’s Italian district is also Boston’s first neighborhood, continuously inhabited since 1640. The North End is adorned with narrow, winding streets and some of Boston’s oldest surviving architecture. Don’t miss American Revolution hero Paul Revere’s house and the infamous Old North Church (of “one if by land, two if by sea notoriety), both on the Freedom Trail.

Places to Check out Snow in Boston

If snow is what you’re after, you have a good chance of seeing it between December and March, with January and February usually clocking in as the coldest and greyest months with the most chance for that sort of precipitation. There is sometimes snowfall as late as April, to the delight of visitors and chagrin of locals.

Top Tip: If you want to increase your chances of seeing snow, plan a quick day trip to Western Massachusetts and the Berkshires while you’re in Boston, as they have fairly constant snow cover and are only about 2 hours away.

Closer by, the towns surrounding Boston are excellent places to enjoy a fresh snowfall – Brookline and Chestnut Hill, in particular, have beautiful Victorian architecture and stately homes that make a gorgeous backdrop for photos, and their wonderful reservoirs and parks are at their most impressive when covered in snow. 

Holidays in Boston

Boston really gets into the swing of the holiday spirit during the winter, check out the variety of holiday-themed pop-ups at bars around the city, including the Tiki bar Christmas pop-up at Shore Leave (South End), Pop-up igloos at the Envoy Hotel (Seaport) and a Hanukkah-themed pop-up at Backbar (Somerville).  You can even get your fix of Holiday movie-themed cocktails at Precinct Kitchen & Bar (Back Bay)!

Christmas in Boston

Holiday and Christmas lights appear all around the city during the winter.  The Boston Common is festooned with twinkling lights, as well as a lighting ceremony for a huge Christmas tree. Visit Faneuil Hall downtown, to see Quincy Market decorated with lights and decorations, and book tickets to see the Nutcracker ballet at the Boston Opera House.  

New Year’s Eve in Boston

First Night Boston is the city’s biggest New Year’s Eve celebration.  It is family-friendly and alcohol-free so if you are visiting Boston with kids then they will love it!  There are fireworks over Boston Common at 7pm, and another spectacular display over Boston Harbor at midnight. 

You can watch a parade, admire ice sculptures, watch a pyrotechnic show and catch some live music performances.  It is one of the best things to do in Boston in December, and a wonderful way to welcome in the New Year.  This website has more details about the events.

Want More Winter Travel Ideas?

• Chicago in Winter
• Boston in Winter
• Denver in Winter
• Colorado Springs in Winter
• Phoenix in Winter
• Boise Idaho in Winter
• Orlando in Winter
• Salt Lake City in Winter
• Seattle in Winter
• National Parks in Winter
• Niagara Falls in Winter
• Toronto in Winter
• Banff in Winter
• Lake Louise in Winter

How to Spend Winter in Boston 2 Day Itinerary

If you need some more tips for things to do in Boston during the winter, this Boston itinerary has more suggestions for you! 

Boston in Winter Itinerary Day 1

Start your day in Copley Square, visiting its churches and the Boston Public Library , and exploring the Back Bay neighborhood.

Tip: the BPL is one of Boston’s best-kept secrets. Built in 1888, its interior is absolutely gorgeous. Don’t miss the 2nd floor Bates Room for old-school study vibes, or the outdoor courtyard in the middle (follow the signs on the ground floor.)

Meander along Newbury Street, perhaps stopping in one of its chic eateries for brunch as you walk along. Newbury Street also has Boston’s most upscale shopping, if that’s in your budget. Pop over a block to the Commonwealth Avenue Mall promenade for a snowy stroll.

Continue down to the Prudential Center, a shiny shopping center where you can thaw for a little bit on a chilly day. For a lovely Italian market experience, check out Eataly. 

If you’re in the mood for some seafood for lunch, check out Saltie Girl . If that’s a bit out of your budget, enjoy locally-sourced DIY bowls at Dig Inn .

In the afternoon, take the green line or a ride-share a few stops to the Fenway area to visit the Fenway Baseball Stadium, the Museum of Fine Arts, and the Isabella Stuart Gardner Museum. If you’re not feeling too cold, the Fens area of the interconnected parks known as the Emerald Necklace is lovely in the winter.

In the evening, check out the South End for trendy eateries and bars. Stop into the Beehive for a drink and live jazz music, or Barcelona Wine Bar . If you decide to stay in the Copley area, Lolita is another favorite, for frozen margaritas and other cocktails in what we like to call a “dungeon-glamour” locale.

Lastly, a favorite bar in Seaport is Drink , for really neat DIY cocktails. Here’s how it works: you sit down at the bar, tell the bartender what combination of flavors and liquors you like (e.g. vodka and citrus, or “drinks that don’t taste like alcohol,” or rum and bitter), and they make you a surprise. It could be a bartender invention or an obscure combination – you never know!

Boston in Winter Itinerary Day 2

In the morning, take the MBTA’s green line or a ride-share to the Boston Common to start the Freedom Trail : a 2.5 mile walking tour of Boston’s esteemed role in the history of the United States. Pair the Freedom Trail with its sister tour in Beacon Hill, the Black Heritage Trail .

For a full, step-by-step guide to both trails (plus bonus local content!), check out Why Not Walk’s definitive guide to the Freedom Trail . We recommend allotting at least a half day for the Freedom Trail. While it can theoretically be done in about 1.5 hours, you will definitely want to spend longer at various sites!

The Freedom Trail ends in Charlestown, at the Bunker Hill Monument and the USS Constitution. You can spend some time exploring the area, or make your way back downtown for lunch.

For quick bites downtown, check out Sam LaGrassa’s for sandwiches, Dig Inn for locally-sourced bowls (if you didn’t go to the Back Bay location yesterday!), or Clover Food Lab for vegetarian-friendly fare. In nearby Chinatown, there are delicious dim sum and dumpling restaurants galore. One particular favorite is Gourmet Dumpling House .

Alternatively, there is something for everyone at Faneuil Hall Marketplace, which is a stop along the Freedom Trail if you’d like to take a break then. Here, you can sample Boston’s famous lobster rolls (we recommend hot rolls more than cold!) drizzled with fresh butter or clam chowder in a bread bowl. Note: For a less-touristy place to try lobster rolls, there’s always Yankee Lobster in Seaport.

In the afternoon, tour the North End, Boston’s quintessential Italian neighborhood. We hope you saved some room from lunch, because you can’t miss sampling hand-made Italian cookies, cannoli, gelato, and other treats here. Don’t miss the epic Mike’s Pastry versus Modern Pastry cannoli battle, at the very least.

You can stay in the North End for dinner too, choosing one of many restaurants (you can’t go wrong!) such as Regina’s for pizza, or Trattoria Monica , Giacomo’s , or Antico Forno for pasta and other Italian fare. Note that Giacomo’s does not take reservations, so you will likely have to start lining up at around 3PM or earlier to get in for dinner. This may not be worth it if you’re on a tight schedule.

In the evening, enjoy the downtown Boston bar scene at classy Yvonne’s or the Marliave , or the really fun dive bar Biddy Early’s . Watch live Irish music with the Guinness on tap flowing at Black Rose . If breweries are more your scene, check out Harpoon or Trillium in the Seaport, Dorchester Brewing Company in Dorchester, or Lamplighter in Cambridge.

Where to Stay in Boston This Winter

After a long day of exploring Boston, Massachusetts, you’re going to need somewhere to rest your head and get energized for the next day.

Here are a few great options for hostels and hotels in Boston for your visit:

HI Boston Hostel : This modern, environmentally friendly hostel is near Boston Common, Chinatown, the subway and most of the city’s sights. Dorms feature individual lockers and personal shelves, reading lights, and power outlets. You’ll get lots of privacy balanced with common spaces for socializing when you stay here. >>>CHECK PRICES

The Verb Hotel : A small, music-themed boutique hotel near historic Fenway Park. Fans of rock ‘n roll will love the funky decor and party atmosphere. Plus, it’s literal steps from some of Boston’s best restaurants, shopping, and activities. >>>CHECK PRICES

The Godfrey Hotel Boston : Stylish, sophisticated, and centrally located, this hotel provides excellent access to just about everything a guest would want to do in Boston.  >>>CHECK PRICES

If you’d like more options, you can browse all hostels in Boston on Hostelworld , or find great value hotels on Booking . There are also various options for Airbnbs in Boston too, take a look at some of the rental homes available here .

BROWSE HOTELS IN BOSTON

Travel Tips for Boston

We hope this post has inspired you to book your winter vacation in Boston this year!  Be sure to check out these extra travel tips to help you plan the best trip to Boston you can:

Getting There

• Use Skyscanner to find cheap flights to your destination.
• Public buses are the cheapest ways to get to your accommodation from the airport, but a shared shuttle transfer is quicker and cheaper than a taxi - you can pre-book those on GetYourGuide or Viator
• Try Omio for booking trains and Busbud for buses including Greyhound and Flixbus.

Where to Stay

• For hotels, I use Booking.com to check reviews and find the best deals on hotels and apartments wherever I'm travelling to.  Hotels.com is another good site.
• If you're on a tight budget, use Hostelworld to find the best hostels all over the world

• Get a quote for car hire with Discover Cars who compare car rental deals from many companies so that you can choose which is best for your trip.

Book Tours and Activities

• I use GetYourGuide or Viator to book everything from skip-the-line entry tickets to food tours as I can compare options from several companies and choose the best one for me
• If you're staying in a hostel, check out their tours and activities which are usually free or very cheap - and a great way to meet people!  

Get Travel Insurance

• Unfortunately, things can and do go wrong when you travel.  I never leave home without travel insurance, so consider getting insurance for your trip to cover things like adventure sports and activities as well as emergency medical, lost luggage, stolen items, trip cancellation and more.  
• Get a quote for your trip from True Traveller if you're based in the UK, or World Nomads or SafetyWing which both offer travel insurance for backpackers and long-term travellers.  Alternatively, use a comparison site like Travel Insurance Master to find the best cover for you.

Check Your Travel Documents

• Don't forget to check the validity of your passport and any other documents for your trip.  Use iVisa to check if you need a visa to visit your destination, and get up to date official travel advice from your government, for example on the Department of State website in the US or the UK government website .

Get Cheap Currency

• When travelling abroad, using a travel bank account like Wise means you get great deals on foreign currency - including a fee-free transfer of up to £500 when you use this link to sign up . 

Top Money Saving Tip for Backpackers

• Work exchanges are a great way to travel for longer and extend your trip as you can save a ton of money on accommodation.  Get an extra $10 discount on Worldpackers here or learn more about work exchanges .

About the Authors

Tegan George & Alex McKenzie

Tegan and Alex are travel, hiking, and biking enthusiasts currently based in Boston, USA. There is nothing they love more than exploring new places by walking, and they have visited over 30 countries together since they met in 2015. Their love for “walking the world” led them to found Why Not Walk , a travel guides site. Follow them on Instagram , Facebook , or Pinterest to start planning your next adventure.

If you’re looking for travel insurance for your trip to Boston, get a quote now from World Nomads .

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Just to let you know, this post may contain paid or affiliate links, which help to maintain Tales of a Backpacker and give me the chance to keep travelling, and to keep creating awesome content for you!  I only recommend goods and services I believe are useful and reliable.

Hi! I'm Claire Sturzaker, a 30-something foodie traveller who loves to enjoy the best of a destination without breaking the bank. I'm here to help you and all women backpackers to plan their best budget travel adventure. I am an avid supporter of female solo travel, and took my first solo trip 20 years ago! I love to write about travel, hostels, backpacking and van life.

1 thoughts on “ Boston in Winter: The Ultimate Guide  ”

Nice post Tegan and Alex. Super comprehensive guide here. Well done. I am heading to Middleton in under 2 weeks for a month long trip, about. We will miss Boston during winter but may take a trip into town as we will be about 30 minutes outside of Beantown.

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17 Fun Weekend Getaways from Boston

Boston is truly one of the best cities in the United States –and that’s even before you consider just how many incredible weekend getaways from Boston there are!

As the largest city in historic New England, Boston is filled with some of the most amazing restaurants and photo spots east of the Mississippi River.

However, everyone needs a getaway sometimes, and no matter what your travel style, there are enough short trips from Boston to add to your bucket list, that you can stay busy in the northeast for years!

Some places on this list can be visited utilizing public transportation, such as the Peter Pan bus, Greyhound bus, or Amtrak.

For the most part, though, you will need to either have your own car or rent a car for these weekend trips from Boston.

Here are the best weekend getaways from Boston–plus some tips on how to plan your trip!

Note : This blog post was written for Our Escape Clause by former Boston resident Krystianna of Volumes & Voyages . Thanks for joining us, Krystianna!

Table of Contents

Boston Weekend Getaway Travel Tips

The best cities for weekend getaways from boston, best small-town weekend trips from boston, nature-focused boston weekend getaways.

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.

Before hitting the open road, here are some tips to keep in mind when planning a short getaway from Boston!

Pack for all types of weather.

New England is notorious for having strange and unpredictable weather.

Sometimes, there is a random snow day in May, and sometimes it will randomly be really warm in the middle of November.

For the most part, you’ll want to pack for the season, but don’t be afraid to also pack layers because you genuinely don’t know what you’re going to get !

Be prepared to make stops along the way!

There are so many great places to visit in the northeast, and you will most likely pass by some of these spots along your drive.

Try to plan on pulling off at least a few times during your ride to or from your destination if you’re driving a car.

Especially if you’re heading up to Vermont or Maine, you’re going to pass by some epic viewpoints driving from Boston.

Rental car prices can vary dramatically depending on pickup location.

Don’t just rent from the first rental car place that you find.

Instead, be sure to check out other rental car options in the area , including Boston’s suburbs.

You might be surprised at the deals you’ll be able to find by heading outside the historic center!

For browsing, we recommend shopping with Discover Cars !

They’ll compare prices and inclusions from multiple brands to ensure you’re getting the best deal for your trip.

Compare rental car prices and inclusions with Discover Cars today!

Portland, Maine

Nestled on the coast of southern Maine, Portland is one of the easiest weekend getaways from Boston and is a classic New England getaway.

While you’re there, be sure to stroll around the Old Port, admire Portland from above at the Portland Observatory, snap photos at the Portland Bug Light, tour the beautiful Victoria Mansion, and visit a few of Portland’s famous breweries.

And, of course, you can’t visit Portland without heading out to John Williams Park and admiring the famous Portland Head Light for yourself!

Distance from Boston

1 hour, 45 minutes by car or 2 hours, 30 minutes by train.

How to Get to Portland from Boston

While driving is the easiest way to visit Portland (you’ll have more options for exploring and day trips while you’re there), there are also direct trains between Portland and Boston, making this one of the best Boston weekend trips for travelers who don’t want to drive.

Where to Stay in Portland

• The Francis: This hotel is a historic landmark in the Bramhall neighborhood, near the Art District, and has a fabulous on-site spa. Perfect for a weekend relaxing.
• Best Bower: Simple, clean, and classic with all the cozy luxuries you could wish for from your weekend trip.

New York, New York

New York City is America’s most popular city for a good reason: it’s loaded with great things to do!

Absolute must-sees during a weekend in New York City include Central Park, the Statue of Liberty, Times Square, and the Empire State Building.

Fans of museums and history should also opt to visit the Metropolitan Museum of Art or the Modern Museum of Art.

If you’re lucky enough to be visiting during the wintertime, you absolutely must head to Rockefeller Center to see the giant Christmas tree!

The Rockettes also perform in the winter months. More local attractions like Brooklyn’s Dyker Heights Christmas lights are also worth going out of your way for!

There are lots of great neighborhoods to stay in during your weekend.

Just remember that New York City is vast, and the closer to the city center you are, the less you’ll have to spend on transportation, and New York City traffic can be horrendous .

Opt to try to stay near SoHo for its charming architecture, Greenwich Village to be in the trendy part of the city, or Brooklyn, which is known for being hipster and upbeat.

How to Get to NYC from Boston

The easiest way to get to New York City is to drive, but having a car in NYC can be a hassle!

We recommend taking the Amtrak or the Megabus from Boston’s South Station–the train is a bit more comfortable, and less likely to experience delays due to traffic (a big risk with bus travel between the two cities) but also much more expensive than taking the bus!

Where to Stay in New York City

• Omni Berkshire Place: Just 805 meters from Central Park this Manhattan hotel is a great choice for your weekend trip. Soak in the huge bathtubs and wake up to views of the NYC skyline.
• Sixty Soho: In the heart of the stylish Soho district this is a great spot for your trip. Sip cocktails on the rooftop bar and have your own New York minute.

Burlington, Vermont

Burlington is drastically different from Boston, but that’s what makes it the perfect weekend getaway spot.

This quaint, lakeside city in Vermont is the most populated part of the whole state.

However, it only has a population of 43,000 people, with the majority of citizens being college students at Champlain College and the University of Vermont.

One of the best things to do in Burlington is to go to Church Street, which is a marketplace quite like Newbury Street and Quincy Market in Boston.

It’s a beautiful cobblestone street lined with areas to shop.

Other popular spots include the Ethan Allen Homestead Museum, Waterfront Park, and the Fleming Museum of Art.

The Ben & Jerry’s Factory is only a short ride away from Burlington, so plan on taking a detour there on your way to Burlington or on your way back to Boston.

There are free tours here offered daily, and you honestly won’t want to miss it.

3 hours, 15 minutes.

How to Get to Burlington from Boston

It’s most simple to drive to Burlington using I-93 N and I-89 N.

It is possible to take an Amtrak if you have the time, but you have to make a significant detour to New York City since there isn’t a direct route to Burlington, which can take almost a day.

Where to Stay in Burlington, Vermont

• Green Mountain Suites: The perfect spot for a classic cozy Vermont trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Blind Tiger: Another gorgeous luxury option is this hotel with a stunning private garden and comfortable rooms.

Newport, Rhode Island

Just south of Boston is the gorgeous city of Newport, Rhode Island , one of the most romantic places in the USA , and a fun getaway from Boston!

It’s most famous for its large mansions that are home to many of America’s celebrities, and in many cases, date back to the Gilded Age.

One of the best activities to do here is to go on a trolley tour, which will bring you around to many of the area’s best mansions.

Other fun things to do in Newport include swimming and shopping.

There’s also the Newport Art Museum, Castle Hill Lighthouse, the Redwood Library and Athenaeum, and Brenton Point State Park.

This area is unlike many of New England’s other cities because it really doesn’t feel like a city at all!

1 hour, 20 minutes.

How to Get to Newport from Boston

It’s easiest to travel to Newport by car, but you could also hop on two buses (one from Boston to Providence and then Providence to Newport) in under 2 hours.

Where to Stay in Newport

• Ivy Lodge: Stay in a classic mansion house complete with a turret and gothic woodwork. In the heart of Newport Mansion District and less than a mile from Newport Harbor, all rooms also have fireplaces for the ultimate romantic weekend evenings.
• America’s Cup Inn: Set along a cobblestone street with gaslights, and decorated with colonial period furnishings, this is a classic New England B&B. Rooms have 4-poster mahogany beds or antique wicker furnishings.

Mystic, Connecticut

Mystic, Connecticut, is a quintessential New England town.

It’s located right on the water and is breathtaking–there are great views almost everywhere you look !

Fun places to explore include the Seaport Museum, Misquamicut State Beach, Ocean Beach Park, and the Napatree Point Conservation Area.

Honestly, if you’re looking for a small town right on the coast, then Mystic is the place for you!

1 hour, 40 minutes.

How to Get to Mystic from Boston

Driving is the simplest way to get straight to Mystic, but you could also take the Amtrak straight from South Station in Boston.

This will only take 1.5 hours!

Where to Stay in Mystic

• The Whaler’s Inn: The Mystic River Bascule is around the corner from this historic hotel in Mystic. Wake up with designer bed sheets and mattresses and enjoy an amazing breakfast before exploring Mystic.
• House of 1833: Step back in time with this charming B&B in Mystic. Packed with historical details, antiques, and quirky collectibles, this is a great choice for a weekend in Mystic.

Bennington, Vermont

The small town of Bennington, Vermont is located in the southwest corner of the small state, not far from either Vermont’s border with New York or Massachusetts.

It serves as the perfect weekend getaway because it’s so vastly different from Boston!

While there, be sure to check out some local restaurants, including Blue Benn Diner, Jensen’s, and Papa Pete’s.

There’s also a lovely brewpub called The Tap House, which is fantastic.

If you’re a fan of the outdoors, be sure to do one of the many hikes in the area, like the hike to the White Rocks.

2 hours, 50 minutes.

How to Get to Bennington from Boston

It’s easiest to drive here from Boston. It’s possible to take multiple buses, but this can turn into a whole day ordeal.

Where to Stay in Bennington

• South Shire: This lovely hotel offers a homestay environment with added hotel touches such as a hot tub and a fabulous breakfast each morning.
• Four Chimneys Inn: Housed in a mansion on an 11-acre estate with an extensive garden, this stunning property is perfect for your weekend getaway. With four-poster beds and classic furnishings throughout you will feel truly spoiled.

Manchester, Vermont

Manchester is located only 30 minutes north of Bennington, Vermont, but if possible, it is even more charming!

This town is historic and is filled with some of the most beautiful buildings in all of Vermont, and is also a popular place to go shopping.

Be sure to check out the Manchester luxury outlet shops and also the Northshire Bookstore.

Similar to Bennington, there are a few hikes in the area that are worth doing, and these ones are a lot less strenuous than other hikes in southern Vermont. 

How to Get to Manchester from Boston

Driving is the only realistic way to get to Manchester from Boston.

Where to Stay in Manchester

• Kimpton Taconic Hotel: This mountain view hotel is a great weekend choice in Manchester. Take a leisurely soak in the huge bathtubs, relax by the pool or just enjoy the comfortable surroundings.
• Reluctant Panther Inn: This quirky named Inn also has an excellent onsite restaurant, as well as spacious rooms, beautiful wood furnishings, and fireplaces.

Saratoga Springs, New York

Saratoga is a quaint town in New York that is most famous for hosting the Saratoga Races!

These occur every summer, so if you’re lucky enough to be visiting during the summer months, then you’ll want to try to go and spend at least one day at the horse races.

It’s truly an unforgettable experience.

Other popular places in Saratoga to explore include Saratoga Spa State Park, Saratoga National Historical Park, and the National Museum of Dance & Hall of Fame.

There’s also a really gorgeous shopping area in downtown Saratoga, which is home to the Northshire Bookstore’s New York branch.

This bookstore is beautiful and it’s great to support local sellers.

How to Get to Saratoga from Boston

You’ll want to drive to Saratoga from Boston. You could also utilize the bus, but it will take a lot longer.

Where to Stay in Saratoga

• Batcheller Mansion Inn: As one of America’s great Victorian houses, built in 1873 and the site of many historical moments in Saratoga history, this is a stunning place to step back in time for your weekend trip. Beautifully preserved and steeped in history, well worth the trip!
• Saratoga Casino Hotel: For a more resort-style weekend trip this hotel is a perfect choice. Rooms are peaceful and huge, and there is a free shuttle service to take you into town to explore.

Portsmouth, New Hampshire

For a classic, small-town New England getaway complete with historic homes, a beautiful harbor, plenty of seafood restaurants, and a relaxed vibe, you can’t beat exploring the best things to do in Portsmouth, New Hampshire !

This gorgeous New Hampshire Seacoast is a New Englander favorite for good reason.

While you’re there, visit the popular Strawbery Banke Museum, shop the charming boutiques, explore downtown and the harbor on foot, and enjoy a seafood dinner on the water.

1 hour, 15 minutes.

How to Get to Portsmouth from Boston

You can reach Portsmouth from Boston by either bus or car.

Where to Stay in Portsmouth

• Ale House Inn: Located in a historic building that once housed a brewery, and with a complimentary bike hire this is a great choice for your weekend in Portsmouth.
• The Hotel Portsmouth: Located in Downtown Portsmouth this charming Victorian manor house has spacious rooms and is a short walk to all the amenities.

Acadia National Park, Maine

The first national park east of the Mississippi is absolutely one of the best weekend trips from Boston for those looking for some hikes, some stunning coastal views, and some of the best sunrises and sunsets in New England!

Some of the best things to do in Acadia National Park include watching the sunrise on Cadillac Mountain (during part of the year, this is the first place the sun rises on the continental USA!), strolling around Jordan Pond, hiking the Beehive Trail, checking out the Bass Harbor Headlight, and exploring the Carriage Roads.

Don’t forget to enjoy the charming things to do in Bar Harbor while you’re there, which is home to great restaurants, a cozy New England vibe, and plenty of beautiful places to stay!

4 hours, 30 minutes.

How to Get to Acadia NP from Boston

The best way to reach Acadia National Park from Boston is to drive. 

While there is a shuttle bus at the park in the summer, it’s vastly easier to visit Acadia with a vehicle.

Where to Stay in Acadia National Park

• Acadia Inn: Within 1 mile of the park and with its own nature trail that extends into the park this is the perfect spot to base yourself in Bay Harbor near the park.
• Bar Harbor Grand Hotel: Another great option in Bay Harbor is this palatial manor hotel with a swimming pool and hot tub.

North Adams/Berkshires, Massachusetts

The Berkshires is a beautiful region of western Massachusetts that is always highly overlooked and underrated.

This area is very rural land and is filled with lots of great outdoor activities.

This is also the perfect place to go if you are interested in seeing fall foliage near Boston that is (maybe) slightly less crowded than the White Mountains of New Hampshire.

North Adams serves as the perfect home base for exploring the Berkshires.

In North Adams, be sure to check out the Natural Bridge State Park, Windsor Lake, and Cascade Trail.

If it ends up raining a bit while you’re there, don’t worry, there are also lovely art museums and history museums worth exploring.

2 hours, 40 minutes

How to Get to North Adams from Boston

You can only get to North Adams from Boston by car, but you’ll pass some magnificent scenery along the way!

Where to Stay in North Adams

• Tourists: This incredible hotel is the perfect place to stay for your weekend trip. Designed like something out of an architecture magazine but still comfortable, warm, and welcoming.
• The Lodge: Another fabulous option set as private cabins with stunning decks to sit and enjoy the sunset.

Lake Champlain, Vermont

Lake Champlain is a gorgeous lake in Northern Vermont and Northeastern New York.

It’s absolutely beautiful and is filled with lots of great outdoor activities, like biking trails, hiking trails, kayaking, canoeing, swimming, and more.

The lake covers a lot of ground, so there are many great towns to set yourself in for exploring the area.

Of course, you could opt to stay in Burlington, but other popular areas to stay include St. Albans and Shelburne.

You could also choose to stay on the New York side, such as in Plattsburgh or Champlain.

Just know that the prices can drastically change depending on where you opt to stay !

4 hours, 35 minutes.

How to Get to Lake Champlain from Boston

Like most of the outdoorsy places, you do have to drive to get to Lake Champlain from Boston.

Where to Stay in Lake Champlain

• Green Mountain Suites: The perfect spot in Burlington for a classic cozy trip with open fireplaces, fluffy blankets, and an onsite hot tub.
• Back Inn Time: This aptly named hotel is perfect for a stay in St. Albans . Surrounded by pretty flower gardens, four covered porches, and two decks, relax in these comfortable surroundings during your weekend trip.

Kennebunkport, Maine

Kennebunkport is a beautiful town and coastal area in southern Maine.

The scenery here is absolutely breathtaking, from the Goat Island Lighthouse to Ocean Avenue.

Some popular places to explore here include Gooch’s Beach, Walkers Point, and the Rachel Carson National Wildlife Refuge.

There are lots of more secluded areas around Kennebunkport that you could easily stay in.

This makes it perfect for a quiet escape from the city, and ranks it among the best weekend getaways from Boston!

1 hour, 30 minutes.

How to Get to Kennebunkport from Boston

The only way to get to Kennebunkport from Boston is to drive, but you’ll drive right along the coast the entire time!

Where to Stay in Kennebunkport

• AWOL Kennebunkport: With cabin and suite options this is a perfect zen getaway in Kennebunkport. Enjoy the garden or the sun terrace between exploring the surrounding area.
• Waldo Emerson Inn: This classic New England inn is a great choice for your weekend trip. Relax by the fire or take advantage of the free bikes to explore the area.

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.

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10 Day Trips From Boston That Are Worth Packing Up And Leaving The City

B oston gains most of its popularity from its ranking as the largest city in Massachusetts. The city boasts a population of over 650,000 residents, and there are many outdoor activities for everyone. Boston is famous for Fenway Park and the iconic Boston Tea Party Ships & Museums , among other tourist attractions to visit in the area.

But sometimes, residents must step out and explore the beauty of nearby attractions. With neighboring destinations like New York City, Rhode Island, and everything in-between, here are some of the best places to visit on a day trip from Boston.

Related: Road Trip USA: 10 Most Famous Routes To Travel In America

Niagara Falls, New York

Niagara Falls is a long drive from Boston, so tourists who want to go on a day trip to this fantastic destination will have to pack their bags before the break of dawn. Considering the distance, tourists might want to turn it into a long weekend trip instead and consider spending a night at Cherry Hill Campground . Plus, there are plenty more accommodation choices at the best state parks near Niagara Falls for camping .

The beauty of this city lies in its powerful waterfalls, making it the envy of nearby cities. These waterfalls are most famous for the large volumes of water flowing over them. Adventure seekers can climb to the top of the Niagara Falls Observation Tower , which serves up majestic views of the waterfalls.

• Distance from Boston: 476 Miles
• Where to Visit: Niagara Falls State Park
• Niagara Falls State Park Entry Fee: Free

Falmouth, Massachusetts

Tourists who want to take a day trip from Boston will enjoy exploring Falmouth , which is only a little over an hour away from Boston. This charming coastal town is situated in Barnstable County, Massachusetts, and is known for its beautiful beaches, among other picturesque things to see.

Visitors can hike the scenic Shining Sea Bikeway , a paved rail trail for bikers and joggers alike. And tourists who want a little more greenery – or a lot of it – can explore the paradisiacal Highfield Hall & Gardens and roam these enchanting gardens alone or with family.

• Distance From Boston: 77 miles
• Highfield Hall & Gardens Fee : $10

Providence, Rhode Island

Providence is the capital city of Rhode Island, which makes it one of the most popular places to visit near Boston. But there are more things to love about Providence, as this enchanting city is dotted with an array of tourist attractions.

Tourists can go on a camel ride at the 40-acre Roger Williams Park Zoo or go on a free guided tour around the iconic Rhode Island State Capitol and explore its neoclassical charm. Boston residents are in luck, as this day trip is only an hour away.

• Distance from Boston: 51 miles
• Roger Williams Park Zoo Fee: $20.95/adult
• Rhode Island State Capitol Entry Fee: Free

White Mountain National Forest, New Hampshire

White Mountain National Forest is 137 miles from Boston via US-3 N and I-93 N, so tourists who want to go on a road trip to this spectacular destination should brace up for a two-hour drive. However, there are many amazing sights along the way, including Mount Washington, the highest peak in the northeastern United States.

Tourists can either take a scenic drive along Mount Washington Auto Road or hike to the summit of the mountain, which stands at an elevation of 6,288 feet above sea level and serves up panoramic views of the surrounding White Mountains.

• Distance from Boston: 137 miles
• Mount Washington Height: 6,288 feet
• Things to See: Mount Washington, Lost River Gorge and Boulder Caves, Pemigewasset Wilderness, Arethusa Falls, Mount Chocorua, Sabbaday Falls
• Day Pass: $5

Although this is one of the top day trips from Boston, travelers will need at least four to five days to experience the best of the White Mountains .

Related: Why The White Mountains Are The Best Places To Hike Along The Appalachians

Nantucket, Massachusetts

Boston residents who want a scenic break from the mundane can take a day trip from Boston to the Massachusetts Island of Nantucket . This gorgeous island is not as famous as other top attractions near Boston, so tourists can have all the privacy they need while exploring its hidden gems.

Nantucket is a popular spot for whaling, and the famous Whaling Museum makes it a top choice for the history buff. Nantucket is an adventure haven, and the three-hour ferry ride from Boston is exciting enough to get the adrenaline rushing.

• Distance from Boston: 100 miles
• Whaling Museum Entry Fee: $20/adult

Salem, Massachusetts

Salem is known for its infamous 1692 witch trials , which have been featured in several movies. But the fame of Salem goes beyond its tragic history, as this city is most famous for its tranquility and has been dubbed the City of Peace.

An exquisite collection of hidden gems near Boston are tucked away in Salem, which is only 35 minutes away. Tourists can take a boat ride to Misery Islands and enjoy spectacular views of Salem’s beautiful scenery. But only daring tourists can tour Salem’s Witch House and the Burying Point Cemetery in the dark of the night and delve into the spine-chilling history of Salem and its attractions .

• Distance From Boston: 24 miles
• Spookiest Attractions: Witch House, Chambers of Terror, Count Orlok’s Nightmare Gallery.
• Address: 345 Mountain Rd, Princeton, MA 01541

Related: 8 Things To Do In Salem: Complete Guide To The Spellbinding Witch City

Wachusett Mountain State Reservation, Massachusetts

Tourists who want to go on outdoor adventures near Boston will enjoy a day trip to Wachusett Mountain State Reservation . It’s popular to see why this mountain is a year-round day trip near Boston. This tourist destination boasts several trails which lead to the summit of 2,006-foot Mount Wachusett and present the best views of the towns of Westminster and Princeton.

And it gets even more exciting during winter, as these trails become a popular destination for snowboarding and skiing enthusiasts, so there’s no shortage of things to do in the area.

• Distance From Boston: 64 miles
• Mount Wachusett Height: 2,006 feet

Related: 10 Routes That Make For The Perfect New England Road Trip

Hampton Beach, New Hampshire

Hampton Beach is among the best places near Boston to visit on a day trip. It's a hive of tourist attractions, making it one of the most popular day trips near Boston. This beautiful beach resort is situated along the Atlantic Ocean, so tourists can enjoy the beautiful sight of crashing waves from iconic vantage points such as the boardwalk.

Hampton Beach hosts numerous yearly events and festivals, so tourists who want to experience Hampton Beach like a local should check out the full event calendar and visit during festive periods.

• Distance from Boston: 52 miles
• Annual Beach Festivals: Sand Sculpture Event, Miss Hampton Beach Pageant, Talent Competition, Cirque du Hampton Beach, Seafood Festival, Annual Fire Show

New York City, New York

New York City is one of the most visited tourist destinations in the United States, making it an excellent spot for a day trip from Boston. Almost four hours long, this isn't exactly a short day trip, so tourists who want to fully explore this adventurous city may have to spend a night — or two — at Mandarin Oriental or Equinox Hotel , among other five-star hotels with stunning views of the NYC skyline .

During the day, tourists can explore nature up close at Central Park or take an elevator ride to either of the two observatories in the iconic Empire State Building , famed as one of the best places to visit in NYC.

• Distance from Boston: 225.6 miles
• Where to Visit: Central Park, Empire State Building, Top Square
• Central Park Entry Fee: Free
• Empire State Building Ticket: $47

Related: Boston To New York City: 10 Things To Know About This Amtrak Route

Martha’s Vineyard, Massachusetts

Everyone falls in love with Martha’s Vineyard at first sight. Located south of Massachusetts' Cape Cod, this beautiful island boasts an impressive collection of coastal cliffs, sandy beaches, and crystal-clear waters. Tourists can spend a day at Oak Bluffs and Inkwell Beach, among other must-visit beaches that provide ample opportunities to enjoy exciting water sports.

Tourists can also explore scenic trails at scenic locations such as Menemsha Hills , Long Point Wildlife Refuge , and Cedar Tree Neck Sanctuary . Not only are these trails perfect for biking, but they are also a treasure trove for wildlife spotting, making this entire place one of the top day trips from Boston to take if one loves the great outdoors and nature.

• Distance From Boston: 90 miles

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5 Day Trips From Boston That Will Let You Reconnect with The Outdoors This Spring  

If you know Boston, you know the city reawakens when spring comes back around—the last patch of snow defrosts, the first pitch is thrown from Fenway Park, and the outdoors have a certain allure that they didn’t quite have throughout the winter. And the people? They’re ready to get outside.

While outdoor dining and walks on the Charles River Esplanade can do a lot for spring fever, they likely won’t cure it—what can, however, is immersing yourself in nature outside the city and discovering the energizing forces it can have.   

Just ask Jenn Madson, central regional director of Mass Audubon. “I think after a winter of cold and snow and ice and rain and lots of gray, going out into the spring it can feel like a renewal,” she says. Here are some outdoorsy picks just outside Boston in the stunning region of North Central Massachusetts where you can make a short drive, feel that healing power of fresh air and the outdoors, and be back in the city in time to witness sunset over the skyline.

Wachusett Meadow Wildlife Sanctuary  

For those looking to breathe in the spring air and explore a serene landscape dotted with wildlife and teeming with lush vegetation, Wachusett Meadow is your place. It’s over 1200 acres, 12 miles of trails that connect to Wachusett Mountain and the MidState Trail, and offers peaceful sitting areas for all visitors — including a rainy-day-friendly gift shop and indoor program room, rain gear on loan, and an ADA-accessible trail with an audio overlay.

“One of the things I love the most about Wachusett meadow is the diverse types of ways that people can interact with nature,” says Madson. “It’s really go-at-your-own-pace and challenge-by-choice.” She says not to miss the sanctuary’s flock of sheep and to keep an eye out for otters, porcupines, and monarch butterflies.

While you’re here: Stop for a locally brewed (and delicious!) beer at Wachusett Brewing Company  

Mountain Biking in Leominster

Although Madson warns that conservation areas like Wachusett Meadow won’t allow mountain biking (or any form of treading besides walking), she says Leominster has some gorgeous spaces where you can live out your mountain biking visions. Specifically, head to Leominster State Forest for a number of trails of varied difficulty. Check out trail rankings so you know what to expect on the trail — but no matter what you choose, expect epic views and plenty of adrenaline.

While you’re here: Visit Drake House , a historic Underground Railroad stop

2024 River Rat Race

Every year in Athol, MA, the Athol Lions Club and the Orange Lions Club throw a party called the Athol-Orange River Rat Race , where more than 200 canoes race in a 5.2 mile sprint on the Millers River from the Alan E. Rich Environmental Park in Athol to Riverfront Park in Orange. The race attracts large crowds each year, with locals and people from across the country coming to the region to spectate. Plus, the day before the Rat Race, there’s a family-friendly road race named the Big Cheese 5K and a parade immediately thereafter.

While you’re here: Take a stab at a new sport at Tully Lake Disc Golf Course  

In the Meadow Alpaca Farm

Since 2014, Lunenburg’s In the Meadow Farm owners Jackie and Gerard Chabot have gone from having a few chickens to having 12 alpacas, 20 chickens, two fiber bunnies, and two cats. As you might expect, having 12 alpacas means having an excess of alpaca fiber. So, in addition to visiting the animals and enjoying the laid back farm atmosphere, you can also check out In the Meadow’s fiber studio and shop. There, you can take fiber arts classes , browse for gifts, and learn more about alpaca fur and its uses.

While you’re here: Continue the family fun at Great Wolf Lodge , located just 15 minutes from the farm  

Wachusett Mountain State Reservation

Home to some of the most iconic hiking trails in Massachusetts, Wachusett Mountain in Princeton is the perfect day trip for hikers of all abilities, and if you don’t want to climb, the auto road gives you access to the spectacular 360-degree, four-state scenic views from the 2,006-foot summit (the summit road is open from late May to mid October). Starting from the Visitor’s Center in Princeton, you’ll have access to 17 miles of trails within the 3,000 acre reservation. Routes highlight the forest, meadows, and ponds on the mountain.

While you’re here: Pay a visit to the Davis Farmland in Sterling or Red Apple Farm in Phillipston for a fun day of family activities, just two of the many farms and orchards in the North Central MA region. 

Funded in part by the Massachusetts Office of Travel & Tourism.

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The most anticipated greater boston restaurant openings, 2024, cover reveal: the 150 most influential bostonians of 2024 – boston magazine, acclaimed uyghur restaurant jahunger expands to cambridge, on the market: a wellesley, mass. home with a custom party barn, from day trips to weekend getaways, our biweekly traveler newsletter shows you the best of new england and beyond., in this section.

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Weekend in view

SATURDAY SHOWERS

A cold front is moving through bringing light rain this morning. Showers will wind down by noon, but will last a little longer for the Cape and Nantucket. It won’t be a washout today, but a few scattered showers will still be possible later this afternoon. Be sure to have the Boston25 Weather App handy to check the radar when you are outside today.

SUNSHINE AND SEASONABLE

We are back to plenty of sunshine Sunday with highs in the upper 50s. While it will feel a touch cooler, temperatures will be close to our average high this time of year. The nice weather will continue into early next week, plan on bright conditions with highs in the 50s and lows in the 30s. Our next rain chance will approach along a front Wednesday.

Have a great weekend!

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