Looking to explore new places without the time and cost of an overnight stay? New England day trips are the perfect hassle-free way to discover unfamiliar towns and destinations while creating lasting memories. You’d be surprised by the interesting things you can find just a short drive from home. It’s a convenient travel option that won’t kill your car’s mileage or your budget.
Growing up as a Rhode Island native, I’ve taken my fair share of day trips throughout New England, making for some of my best childhood adventures and cherished family time. Using my expertise, I’ve created a list of the best New England day trip destinations perfect for a long weekend or spontaneous excursion.
Most of these New England day trips are within a two-hour drive from central Massachusetts. Whether it’s enjoying a scenic drive to Brattleboro, Vermont, or revisiting American history at Old Sturbridge Village in Massachusetts, the opportunities are endless.
New England Day Trips
Don’t know which location would suit you best? I’ve got you covered. Here are my top picks to help guide you on your next day trip. Let the fun begin.
- Best for families: Mystic, CT
- Best for nature lovers: Berkshires, MA
- Best seaside day trip: Newport, RI
- Best for history lovers: Salem, MA or Plymouth, MA
- Best for relaxation: Litchfield, CT
Day Trips in Massachusetts
Most day trip destinations in Massachusetts are no more than a two hour drive from southern Vermont or New Hampshire, Boston, Providence, or Hartford.
Salem
Known for its spooky history, Salem Massachusetts offers a great experience for Halloween lovers or those looking to immerse themselves in early American history. Fall is the ideal season to visit, with the leaves changing and lively parades and events. If busy crowds aren’t for you, the summer months are equally enchanting with waterfront views. Conveniently located an hour from central Massachusetts, this city attracts visitors from around the country.
One of the main tourist attractions is the Salem Witch Museum, telling the history of the 1692 Salem Witch Trials. Along with the museum, Salem features the Salem Witch Trails Memorial, honoring the victims, and The Witch House, once home to Judge Jonathan Corwin, who had an active role in the trials (and recognizable from the movie Hocus Pocus.)
Additionally, the Pickering Wharf Marina is a beautiful spot to dine by the water at restaurants like Sea Level Oyster Bar, Finz Seafood & Grill, and Village Tavern. The area has a variety of shopping opportunities and evening entertainment. Before heading home, stop by Goodnight Fatty for delicious freshly baked cookies, soft-serve ice cream, or a combination of both. It’s the perfect way to end the day and treat yourself for all the walking. Be warned, the bakery operates exclusively on Fridays through Sundays.
Read more: Bewitching Things to do in Salem, MA
Boston
Boston stands as a beloved city, renowned for its esteemed education, historical sites, successful sports teams, and delicious cuisine. No matter your interests, Boston has something for everyone to enjoy. The best time to explore the city’s signature highlights is from late spring to early fall, offering the perfect temperature before the start of New England’s unpredictable weather.
A Boston Duck Tour is an excellent way to kick off your trip, providing an introduction to the city. The tour features both land and water sightseeing, offering insight into major attractions. Sites include a visit to the historic Old State House, the Charles River, and America’s first public park and botanical garden. After the tour concludes, consider revisiting your favorite locations to get a closer look. For a memorable dining experience, head to Boston Burger Company for lunch or dinner.
This local gem’s extensive menu of juicy burgers like the Green Monstah to freak frappes like Dough My Goodness. With multiple locations across the Boston area, you can easily savor their flavors no matter where you are. If you’re on the go, Faneuil Hall Marketplace stands as another must-visit destination. Stop to shop at boutiques, explore the diverse food options at Quincy Market (my favorite is Mmmac N’ Cheese), and watch lively street performances. Faneuil Hall adds flavor to your day and is a welcoming all-in-one environment.
Plymouth
Surrounded by beautiful homes, rich American history, and friendly locals, Plymouth Massachusetts is the ideal getaway for history nerds, seafood lovers, and anyone eager to learn more about culture. September through November is the optimal time to visit this coastal town to take in fall foliage and explore well-preserved artifacts.
A prominent attraction drawing many to Plymouth is The Mayflower ll. This historical replica mimics the boat that transported the Pilgrims from England to America. Take a tour above and below deck to see the challenging conditions travelers endured during their 66 days at sea. You can also visit the Plimoth Patuxet Museum to learn about the day-to-day life of Patuxet people or stroll through a recreation of a 17th-century Colonial village.
In close proximity, Plymouth Rock stands as a landmark where the Pilgrims stepped ashore. Embraced by the beautiful harbor, this iconic rock is a site worth seeing, especially if you happen to be in the area. Enjoy waterfront shopping at Miller’s Country Store, renowned for its saltwater taffy, or savor fresh seafood takeout like clam chowder from Wood’s Seafood, Plymouth is an unforgettable destination.
Read more: Things to do in Plymouth, MA
Cape Cod
Cape Cod is a popular summertime destination known to have some of New England’s best beaches. From nature reserves and wildlife sanctuaries to small towns and shopping, Cape Cod offers a range of experiences for those who love the outdoors or those looking for some fresh seafood. Just under two hours from central Massachusetts, a day trip to Cape Cod guarantees an adventure that will leave you eager for more.
Cape Cod’s sandy beaches are the perfect way to relax. If you’re looking for spots to sunbathe, Coast Guard, Head of the Meadow, Nauset, and Marconi Beach are the best for getting a tan. For those not interested in soaking in the sun, Race Point and Herring Cove are better options, common for water-related activities like kayaking and paddleboarding. These beaches are part of The Cape Cod National Seashore, covering 40,000 acres with stunning landscapes, dunes, and a refreshing ocean breeze. It’s the perfect paradise for watching the sunset or sunrise.
Downtown Provincetown is another lively option to explore, coming to life with shopping and dining, it will just take a bit longer to get there. Stop by Commercial Street to take home a souvenir and grab a sweet treat at Fudge Factory which has an assortment of candies, chocolates, and even icecream. Finish off the day with dinner at Jimmy’s HideAway for fresh sea catches or Provincetown Brewing Co. for craft beer and burgers.
Read more: Favorite things to do on Cape Cod
Old Sturbridge Village
Explore New England during the 1830s at Old Sturbridge Village. Spanning more than 200 acres of land with 40 historical buildings, this museum offers an immersive experience for both children and adults. To avoid crowds, late spring is the ideal time to visit, with warm temperatures for walking along the nature trails and exhibits.
December is also a great time as the museum offers special events like Christmas by Candlelight where guests can join in on holiday traditions. Just a half-hour drive from central Massachusetts, Old Sturbridge Village encourages guests to take part in hands-on learning.
Get a glimpse into the early years of the nation, where you can see the day-to-day lives of small-town villagers. Costumed historians will teach you about village life, from farmers to blacksmiths, all ready to answer your questions. Don’t miss the opportunity to check out the countryside, home to a variety of farm animals including cows, goats, chickens, pigs, and more.
Enjoy a horse-drawn wagon ride and savor a delicious meal at either the Bullard Tavern Cafe, with options like paninis, salads, and chicken tenders, or the Ox & Yoke Cafe, known for its baked goods. If you’re looking for a change of scenery outside the village, stop by Publick House for classic comfort food or Enrico’s Brick Oven Pizzeria for a hot slice.
Worcester
Located in the heart of central Massachusetts, Worcester is seeing a renaissance with the new baseball stadium, breweries, and restaurants downtown. With a blend of cultural attractions, historical landmarks, and scenic parks, Worcester offers an array of experiences to choose from. While visitors are welcomed year-round, I recommend planning a visit during the summer season to take advantage of the warm weather and daylight.
Green Hill Farm Park is a great spot to meet farm animals such as llamas, miniature horses, and alpacas or enjoy a summer barbeque at one of its picnic tables. The EcoTarium is another great option to explore nature and wildlife further. This engaging science museum is an interactive learning environment expanding across three floors of exhibits, ranging from live animal habitats to a planetarium. Its 45-acre campus is designed to captivate visitors of all ages. The museum also features an outdoor park, train rides, and a history collection of more than 50,000 species.
If shopping is on your agenda, look no further than Crompton Collective, where locally crafted treasures await. From an extensive collection of jewelry and home decor to vintage clothing, this unique shop is stocked with items waiting to find the right home. Finish your trip with an American classic, hot dogs, and ice-cold chocolate milk from George’s Coney Island. This Worcester landmark has been around for generations and is loved for its old-fashioned diner style. The giant neon sign marks the spot for quick, delicious, and budget-friendly food.
Gloucester
Recognized as America’s oldest seaport, Gloucester, Massachusetts, draws visitors to its coastal community with its rich fishing history, stunning beaches, and delicious seafood. Whether you’re a fisherman, outdoor adventurer, or foodie, this day trip offers experiences to fit your interests. Located just about an hour and a half away from central Massachusetts, Gloucester is an ideal destination to explore the region’s fishing and whaling history. Given its seaside setting, Gloucester is best to visit during the summer season.
Whale watching is a top attraction for visitors to Gloucester. Both Seven Seas and Cape Ann whale watching present the opportunity to see marine animals in their natural habitat. As many whale species migrate to Gloucester’s shores, whale watching offers an excellent way to get a better understanding of marine mammals’ behavior. Humpback whales are commonly found alongside potential sightings of dolphins and sharks.
Take a break from sailing the seas to explore the Eastern Point Lighthouse. Along the rocky shoreline, the lighthouse is a breathtaking sight to see. While the lighthouse itself is fenced off, you can walk along the seawall for a closer look. The view gives a glimpse of the Boston skyline, making for a great view to capture photos, especially during sunset. Parking is available for $10.
Grab a bite to eat at Seaport Grille for lunch or dinner. Their menu includes options that cater to everyone’s palates, featuring dishes like mouthwatering lobster mac and cheese, scallops, and margarita pizza.
Read more: Things to do in Gloucester, MA
Springfield
Springfield is a large yet quiet city that is surrounded by American history, artistic expression, and sports culture. Best for basketball lovers and families, Springfield serves as a great day trip. Located an hour away from central Massachusetts, its accessible location ensures visitors can explore its attractions year-round. I suggest planning a visit during the fall season to watch the leaves change color and to take in the crisp autumn air.
Known as the birthplace of basketball, Springfield is home to the Naismith Basketball Hall of Fame, a must-visit destination for fans of men’s and women’s college and professional basketball. Spread across three floors, the hall showcases a collection of jerseys, shoes, and informative videos about the sport’s history. One noteworthy exhibit is dedicated to Kobe Bryant, designed by wife, Vanessa. After exploring, guests can practice their skills on the hall’s basketball and browse the gift shop for memorabilia.
The Amazing World of Dr. Seuss is another captivating experience for visitors in Springfield. Transporting guests back to childhood, this museum will make you feel like you’re inside the whimsical world of Dr. Seuss’s famous stories. With colorful rooms and life-sized statues, the Seuss Museum appeals to more than just children.
A ticket purchase grants you access to five museums, including The Amazing World of Dr. Seuss Muesuem, George Walter Vincent Smith Art Museum, Springfield Science Muesuem, Michele and Donald D’Amour Museum of Fine Arts, and Lyman and Merrie Wood Museum of Springfield History.
Before heading home, indulge in a delicious burger at Plan B or enjoy the community vibe and great food at White Lion Brewery. You may also want to make a pitstop at the Yankee Candle Village to stock up on gifts and explore the elaborate Christmas village.
Read more: Things to do in and near Springfield, MA
Berkshires
This mountainous retreat is loved by many New Englanders for its natural beauty and abundance of outdoor adventures, but it is also known for its arts and culture. Whether you’re drawn to skiing, hiking, or art museums, the Berkshires make for a remarkable day trip experience.
Summer welcomes outdoor concerts and symphony performances, while spring showcases blooming flowers and hiking trails. In winter, the landscape transforms into a snowy wonderland, perfect for snowshoeing, skiing, snow tubing, or cozy evenings by the fireside. Fall invites visitors to pumpkin patches and apple orchards. Located just an hour and a half from central Massachusetts, the Berkshires are the perfect destination for nature enthusiasts and those looking for a reset.
Those looking for art and culture and plan a stop at Edith Wharton’s The Mount or spend a day engaged with the immersive contemporary art at Mass MoCA. If you prefer to be active, take on the treetop aerial adventure course at Ramblewild or climb Monument Mountain.
In the winter, Jiminy Peak offers skiing, snow shoeing, and a thrilling mountain coaster. Enjoy snow tubing or night skiing at Bousquet Mountain and take on the slopes at the local’s favorite, Berkshires East.
If you’re feeling hungry, stop by Baba Louie’s in Great Barrington for sourdough pizza, pasta, or salads. Craving something sweet? Chocolate Springs in Lenox is the shop to cure your craving with a tempting selection of treats, including chocolate-covered pretzels, marshmallows, truffles, and more.
Read more: Things to do in the Berkshires with kids
Day Trips in Connecticut
Mystic
An hour-and-a-half drive from central Massachusetts, Mystic Connecticut, is a great day trip spot for family fun and historians. Home to some of Connecticut’s most visited attractions, this charming town boasts a plethora of shopping, dining, and interactive experiences. Travelers come to its scenic shores to explore the vibrant streets, vineyards, and neighboring towns.
Step back in time and experience life in a 19th-century village at Mystic Seaport or enjoy shopping at the forty small shops and eateries at Olde Mistick Village.
Nearby, the Mystic Aquarium awaits, where you can witness marine life including penguins, beluga whales, and sharks. The aquarium features both indoor and outdoor exhibits, some of which allow you to touch fish like stingrays and crustaceans.
Start your trip with something sweet from Sift Bakery (featured in the Hallmark Movie Mystic Christmas) and end it at Red 36, an outdoor restaurant and bar overlooking the Mystic River, for an all-around perfect day.
Read more: Things to do in Mystic, CT with kids
Litchfield
Litchfield, Connecticut is a small town located within a two-hour drive from central Massachusetts. Surrounded by farms, nature reserves, historic inns, and wineries, it creates the perfect space for relaxation and serenity. This countryside is a haven for introverts and can be used as a romantic escape for couples seeking uninterrupted quality time. The most popular to visit is during the early summer to early fall months, drawing people with its sunny days and warm temperatures.
Ripley Waterfowl Conservancy is an excellent starting point for your trip, home to more than 80 species of rare and endangered birds. Spanning 150 acres, this conservation works to protect more than 400 birds year-round, while conserving wetlands and educating visitors on the importance of protecting feathered friends. Frolick through the fields and learn about the adorable ducklings’ habitat. You could also hike up to the top of Mt. Tom in Litchfield to find some of the prettiest fall views in Connecticut from the old stone tower at the summit.
The Litchfield Distillery is another attraction to visit during your trip. Sample some of the Baker brothers’ 18 award-winning spirits, ranging from vodka and whiskey to bourbon and gin. Enjoy a complimentary tour to get a behind-the-scenes look into how they make their drinks and taste-test different flavors to find your favorite. On certain weekends, you can also enjoy live music outside at nearby Hopkins Vineyards.
For a quick bite to eat, visit The Pantry for baked goods, sandwiches, and salads, or sit down at the Market Place Tavern, in the oldest building in town. For delicious ice cream, line up at Arethusa Dairy for fresh, homemade deliciousness.
Day Trips in Rhode Island
Providence
Discover the hidden gems tucked within Rhode Island’s creative capital, Providence. Filled with prestigious universities, historic districts, and a talented artistic community, this small city carries metropolitan power without the overly crowded streets. Located within a 45-60 minute drive from central Massachusetts, Providence is a destination that attracts foodies and art lovers.
As a college student familiar with the Providence area, I recommend visiting during the spring when the weather warms up, just in time for events like WaterFire or enjoying a stroll through scenic landscapes.
A day trip to Providence with kids calls for a visit to Roger Willams Park Zoo, one of the oldest zoos in the country. With more than 100 species from across the globe, including monkeys, giraffes, and cheetahs, the zoo offers an immersive wildlife experience. Little kids will also enjoy the Providence Children’s Museum.
Another highlight for many visitors is the RISD Museum. Co-founded with the Rhode Island School of Design, this art museum has a collection of thousands of artworks ranging from modern art made by students to ancient textiles. With its rich history and diverse pieces from artists around the world, the RISD Museum makes for an educational adventure through art and culture.
For authentic Italian cuisine, head to “Little Italy,” commonly known as Federal Hill. This Italian neighborhood is decorated with Italian flags to represent its cultural heritage. Here you’ll find fantastic restaurants and bakeries serving traditional Italian goods like gnocchi and pastries like cannolis. One of my personal favorites is Costantino’s Venda Bar & Ristorante.
Read more: Things to do in Providence, RI
Newport
Known as the “City by the Sea”, Newport is a popular summer destination for its sandy beaches, yacht-filled harbors, and relaxation. Surrounded by some of the state’s wealthiest residential properties and beautiful beach houses, Newport will transport you to island time the moment you cross the Newport Bridge.
Just an hour and a half from central Massachusetts, Newport makes an unforgettable day trip, whether you’re a history nerd or an avid beachgoer. Surprisingly, Newport isn’t just a summer hotspot, turning into a winter wonderland with holiday lights, festivals, and plenty of opportunities for ice skating.
A must-see attraction during your visit to Newport is the Newport Mansions. Built during the Gilded Age, these historic estates have more than 250 years of American history. Each mansion offers a glimpse into the luxury lives of the families who once lived in them, through its interior design and astounding architecture. The Breakers is one of the most popular mansions followed by Marble House, The Elms, and Rosecliff.
Bowen’s Wharf is another Newport specialty that offers a little bit of everything. Whether you’re looking to shop or try one of their exquisite dining options, the wharf’s friendly environment helps you immerse yourself in Newport’s lifestyle. With its old-town charm, Bowen’s Wharf is great for sunset views over the marina, refreshing drinks, and fresh seafood. This is also the spot to jump on board a sailing vessel for a ride around the harbor. End your day with a quick walk to Kilwin’s on Thames Street for some homemade ice cream.
Read more: Things to do in Newport, Rhode Island
Jamestown
Beloved for its state parks, coastal cliffs, and marshlands, Jamestown serves as a wonderful destination for a scenic day trip. Its seemingly quiet roads offer the perfect opportunity for a relaxing day by the water. From swimming and biking to fishing and kayaking, this island has a rich marine history and natural beauty that make it a must-visit destination, especially during the summer months. A little under an hour and a half away from central Massachusetts, Jamestown is for anyone who appreciates the great outdoors.
Beavertail State Park is a staple of Jamestown. Home to the third oldest lighthouse in the United States, it has played a crucial role in guiding ships and sailors to safety. The rocky coastline surrounding the lighthouse is great for hiking and climbing, although watch your step because the rocks can be slippery. Watch sailboats pass by, fly a kite, or bring a picnic to enjoy as you admire the view.
Fort Wetherill State Park is another popular attraction found on 100-foot-high granite cliffs. Originally built as a military fort to protect the Narragansett Bay, Fort Wetherill now invites the public to explore its historic grounds. The park’s old war bunkers are decorated with colorful graffiti art, adding personality. Bring your fishing poles to cast out along the saltwater shorelines or a camera to capture memories of this beautiful town.
Work up an appetite? Visit JB’s on the Water for a classic New England lobster roll or Slice of Heaven Cafe for coffee and pastry.
Day Trips in New Hampshire
Portsmouth
Portsmouth New Hampshire is a favored location for its historical sites, waterfront eats, and tax-free shopping opportunities. Just an hour and a half drive from central Massachusetts, Portsmouth invites visitors to enjoy a night out on the town or a leisurely day exploring the beautiful scenery.
Whether you’re a food enthusiast, trailblazer, or a lover of learning, Portsmouth makes for a memorable day trip. The spring and summer months are the best times for seasonal activities.
The Portsmouth Naval Shipyard is the start of Portsmouth’s rich history, home to the USS Albacore, a groundbreaking creation by the U.S. Navy for testing modern submarine features. Renowned for setting an underwater world speed record, the vessel invites guests to explore its interior. Move from room to room listening to the audio stations including crew member stories about their experiences at sea.
If you’re looking to get some fresh air, Prescott Park is the place to be. Spanning ten acres, the park is surrounded by trees and showcases a stunning garden with vibrant flower beds. Visitors can enjoy a view of the Memorial Bridge while unwinding on a bench or strolling along the pathways. If you are visiting with kids, you will want to spend time exploring the nearby Strawbery Banke Museum or walking the Portsmouth Black History Trail.
When you get hungry, you have plenty of options to choose from, including popular Flatbread Company for wood-grilled pizza or Row 34 for fresh oysters and seafood.
Read more: Things to do in Portsmouth, NH
Day Trips in Maine
Portland
Portland, Maine packs a whole lot into its three-mile-long peninsula. Despite being smaller than some other cities on the East Coast, there are plenty of reasons to travel up north, including the history, landmarks, artisan breweries, and delicious food.
Portland, which is only two hours away from central Massachusetts, comes alive with a packed social calendar, especially in the summer months of June through August. Whether you’re a foodie, nature lover, lone explorer, or a family looking for excitement, Portland has you covered.
No trip to Portland is complete without two things, a stop at Portlandhead Light for the view of the lighthouse and to scramble on the rocks, and a lobster roll. You can even try to catch some yourself on a lobster boat tour (and then the Portland Lobster Company will cook it up for you if you get lucky!)
Want to stay out of the crowd and save money? No issue, the Portland Freedom Trail offers a free, self-guided tour passing thirteen significant locations one being the local Underground Railroad. Kids will enjoy Children’s Museum and Theater of Maine, while adults may want to join a Portland beer tour.
After a long day, Portland’s Bar Futo, is a great dining spot that serves a variety of skewers and tiny plates such as charred shishitos and Maine uni with potato mochi. They specialize in Japanese binchotan cooking. Not to mention, the Big Mac skewers will leave your mouth watering! Of course, kids might prefer a stop at Duckfat for those amazing french fries and milkshakes.
Read more: Things to do in Portland, Maine
Day Trips in Vermont
Brattleboro
An hour and a half from central Massachusetts, Brattleboro, Vermont, is tucked away in the charming countryside along the banks of the Connecticut River and attracts a wide range of artists and creatives. Travelers can (and should) flock to Brattleboro in all four seasons; spring is sugar season and summer bring ideal weather, while crisp fall vistas showcase the beautiful foliage and the winter months bring snowshoeing and ice fishing.
Downtown Brattleboro is bursting with opportunities to express your creative side with workshops for all ages and interests including woodworking at Hatchspace, pottery at the Wheelhouse Clay Center, and glass blowing at Fire Arts Vermont. You can even try your hand at circus arts or watch a performance at the New England Center for the Circus Arts.
If you are looking for local products, the Robb Family Farm is the place to get maple syrup, as well as maple sugar candy and maple cream. During the summer months, take home fresh fruits and vegetables at the Brattleboro Farmers Market. Stop into Tavernier Chocolates for hand-crafted chocolates showcasing local ingredients. Or pop into the Grafton Village Cheese shop for a wonderful cheese tasting.
Work it all off by hiking the trails at the Retreat Farm and enjoy the food truck events they host in the summer. Finish it all up with a cold, local craft beer at either Whetstone Brewery or Hermit Thrush.
Fuel up for your adventures or car ride home at The Marina. This waterside restaurant offers canopy-shaded seating on the outdoor deck and water views are available from almost every seat inside as well. A juicy burger and seafood specialties like Rachael Ray’s beloved grilled, lime-marinated shrimp are among the many options available on its vast menu.
Need more ideas?
- Best kid-friendly museums in New England
- 110 Things to do in New England with kids
- Massachusetts bucket list
- Rhode Island bucket list
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Marissa is a lifelong Rhode Island resident and is currently a senior at Johnson & Wales University studying digital media and communications. She has a passion for storytelling and enjoys bringing experiences to life through her writing. Marissa has also written for Rhode Island Monthly and WPRI 12, and is the Media and Entertainment Editor for the Campus Herald at Johnson & Wales University.
