Provincetown Beach, Cape Cod, Massachusetts, USA.

10 Offbeat Towns to Visit in Massachusetts

Most people are drawn to the big cities that Massachusetts can offer, but numerous small towns are still waiting to be explored throughout the state. Beyond the prominent destinations, there are a variety of unique experiences that can’t be replicated anywhere in the world. Whether visitors are searching to eat some of the freshest seafood in the world or exploring the state’s darker past in Salem, these ten offbeat towns are must-visits.

Lexington

Orchard House, Lexington, Massachusetts: Louisa May Alcott's historic residence.

Orchard House, Lexington, Massachusetts: Louisa May Alcott's historic residence. 

Lexington attracts visitors for its abundance of history and ability to share the town’s one-of-a-kind experiences with those who visit. The town is the site of the first battle of the American Revolution, and visitors can explore the historic Lexington Battle Green and witness live reenactments of the iconic battles. Not to mention, the town's vintage streets are decorated with beautifully preserved colonial homes; a prominent landmark is the Buckman Tavern, which offers a glimpse into the nation's early history. If you need a break, take a seat on the Liberty Ride tour, which allows you to explore the town via a vintage trolley bus. The Lexington Visitors Center provides informative tours that detail the town's pivotal role in shaping America. Also, you can’t say you’ve been to Lexington without a photo of the infamous Minuteman statue. The gigantic monument is coated in bronze and serves as the town's unofficial mascot.

Aside from history, visitors can enjoy the Minuteman Bikeway offers a scenic route for cycling enthusiasts, while parks like Willard's Woods provide a serene escape. 

Salem

 The Custom House, located at the Salem Maritime National Historic Site in Salem, Massachusetts, USA, is a federal-style building built in 1819. It holds the distinction of being the first National Historic Site in the United States.
The Custom House at the Maritime National Historic Site in Salem, Massachusetts, USA.

Known for its bewitching charm, Salem has long been a destination associated with its sinister past, making it a compelling destination for visitors. The city is immersed in a dark history and contains a variety of well-preserved landmarks, such as the Witch House and the House of the Seven Gables. These historic sites offer interactive experiences, such as guided tours of the spooky locations. The town is also home to a variety of engaging museums, such as the Peabody Essex Museum, which displays Salem's rich maritime heritage. The museum is one of the country’s oldest, largest, and most diverse museums, as it contains vast collections of art from across the globe.

Salem's location also provides visitors with the perfect chance to enjoy the fresh ocean breeze. The waterfront allows visitors to explore the maritime history and enjoy scenic views while they admire the beauty of the Atlantic Ocean. With its bewitching past and a myriad of cultural offerings, Salem offers an intriguing and immersive experience for those seeking a glimpse into early American history and the infamous Salem Witch Trials.

Chicopee

Great New England Airshow at Westover Air Reserve Base in Chicopee, Massachusetts.
Great New England Airshow at Westover Air Reserve Base in Chicopee, MA. Editorial credit: Ritu Manoj Jethani / Shutterstock.com

A visit to Chicopee promises the perfect blend of relaxation and exploration. Begin with a morning stroll at Szot Park which offers the best views of the scenic surroundings as well as a peaceful start to your day. Keep the fresh air coming with a visit to the Chicopee Memorial State Park for outdoor activities like hiking or picnicking by the water; after, leap into the city's rich history with a tour of the Edward Bellamy House, which is a well-preserved historic home known for offering attention-grabbing exhibits centered around Edward Bellamy himself.

Enjoy lunch on the Chicopee Canal and marvel at the beauty of the industrial architecture all around. Standing out from the rest is the 1847 complex for the Ames Manufacturing Company, which is remembered for making swords, artillery, and mortar for the Union Army in the Civil War. Marvel at nature’s architecture by locating the locally famous Cabotville Sycamores, which contain a marker that explains the changes that the sycamores have witnessed in their 200+ years. Lastly, finish the day with a beverage and a hearty meal at the Munich Haus, designed to replicate an authentic Bavarian restaurant.

Newbury Port

Aerial view of Newburyport's historic downtown, including State Street and Market Square, with the Merrimack River in the background, Newburyport, Massachusetts, USA.

Aerial view of the historic downtown of Newburyport, Massachusetts, USA.

This coastal sea town is located just north of Boston and is anchored on a rich maritime heritage, contributing to a second-to-none experience. The town is well known for its beaches, boating community, and award-winning dining options. To enjoy the coastal air, visit one of the most beautiful parks in Massachusetts, Maudslay State Park; the park has 16 miles of trails to explore and is known for its stunning rose gardens. Another popular attraction is witnessing one of nature's most extraordinary animals. Whale-watching tours are offered directly from the town, and it is one of the top places for whale-watching in North America. Be sure not to miss the Custom House Maritime Museum, the leading maritime history center in the entire North Shore region; the Custom House does a tremendous job at bringing the nautical history to life. Finally, relax and put your toes in the sand at Plum Island Beach, which offers a beautiful stretch of soft sand and a gorgeous shoreline.

Dedham

Streetscape of High Street in downtown Dedham, Massachusetts.
Streetscape of High Street in downtown Dedham, Massachusetts. Editorial credit: quiggyt4 / Shutterstock.com

Start your day in Dedham with a visit to Legacy Place, grab a coffee at one of the local cafes, and explore the bustling outdoor shopping center offering plenty of retail options. For a more serene experience, Explore the historic Dedham Square, which features a variety of antique shops and local cafes. Immerse yourself in the local history at the Dedham Historical Society & Museum, which showcases the town's storied past dating back to the 1630s. After that, stroll through Wilson Mountain Reservation or take a scenic drive along the Charles River. Both destinations are known for their peaceful environment, enjoyed amidst the town’s atmosphere. End your day by savoring a delicious meal at the Yard House grill, which offers a mix of culinary delights. Be sure to try the fresh lobster rolls, a local favorite. Dedham's ability to offer a variety of adventures for those who visit makes it such a charming New England town.

Shrewsbury

Broken Creek Vineyard in Shrewsbury, Massachusetts.

Broken Creek Vineyard in Shrewsbury, Massachusetts.

Established in 1727, Shrewsbury stands as one of the oldest towns in Massachusetts. This attractive destination promises an unforgettable getaway that invites exploration of its numerous great attractions. Explore Dean Park, which promises beautiful walking trails and a peaceful retreat within the heart of the town. If history is what you seek, visit the General Artemas Ward House, which provides insight into Shrewsbury's colonial past. Afterward, head towards Shrewsbury's historic district to admire vintage architecture, which includes the First Congregational Church and other landmarks. For some natural scenery, Enjoy the beauty of Lake Quinsigamond and cool off with a refreshing jump in the water or a relaxing lakeside picnic. If you are visiting during the winter months, go to the ski ward area, which promises a day full of unforgettable winter adventures at this spectacular ski resort.

Andover

Historic commercial buildings on Main Street near Old Town Hall in the historic town center of Andover, Massachusetts, USA.
Historic commercial buildings on Main Street in Andover, Massachusetts, USA. Editorial credit: Wangkun Jia / Shutterstock.com

Andover is famous for the Addison Gallery of American Art, which attracts art enthusiasts from across the globe to admire the various works of art. This New England town predictably has a rich history and plenty of activities for those who visit to enjoy. 

Andover has a long history that dates back to 1642. To explore the abundance of history, plan a visit to the Andover Center for History and Culture, which is dedicated to preserving the village’s past and present by utilizing various exhibits that showcase photographs, artifacts, and memorabilia from the area. After that, Enjoy the fresh air with a visit to Harold Parker State Forest, a short distance from the downtown center, and explore the 3,300-acre forest park, which has plenty of trails and paths and covers seven counties.

Falmouth

Nobska Light in Falmouth, Cape Cod, Massachusetts.

Nobska Light in Falmouth, Cape Cod, Massachusetts.

Located along the coast of Massachusetts, Falmouth summons guests with its captivating blend of natural beauty, historical charm, and unique activities. Launch your visit with a scenic stroll along the Shining Sea Bikeway, known for offering breathtaking coastline views. Afterward, Explore the historic district, which is filled with colonial architecture. Stay with the historical side of town by planning a journey to the Village Green in Falmouth. The town’s historical society maintains a charming two-acre campus that blends historic architecture with beautiful gardens. Afterward, Head to Woods Hole, a village within Falmouth, and visit the renowned Woods Hole Oceanographic Institution and the Marine Biological Laboratory to learn about the local marine life. Don’t forget to relax on pristine beaches like Old Silver Beach or Surf Drive Beach, or even take a ferry to Martha's Vineyard for a delightful day trip. Be sure to have your camera ready during your visit to the picturesque Nobska Lighthouse, known for its panoramic views of the stunning coastline.

Provincetown

Aerial view of Provincetown in Cape Cod, Massachusetts.

Aerial view of Provincetown in Cape Cod, Massachusetts.

Discover this oasis on the Cape that draws visitors in due to its remote setting, beautiful beaches, welcoming restaurants, and much more. To truly feel like you’re on the Cape, you’ll want to hike the Dunes Shack Trail, a designated trail through the dunes and one of the best things to do in Provincetown. The town is also known for being one of the best places in the U.S. for whale watching, so be sure to schedule a tour with Dolphin Fleet for a genuinely memorable whale-watching experience. To get the whole coastal experience, visit Macmillan Pier, which offers some beautiful views of Provincetown along with an up-close look at the local fishing industry. Add the cherry on top to your wonderful visit to Provincetown by watching the sunset while relaxing on the sandy beaches of this coastal retreat.

Ipswich

Aerial view of Ipswich Bridge over Ipswich River, Central Street, Ipswich, Massachusetts, USA.
Aerial view of Ipswich Bridge over Ipswich River, Central Street, Ipswich, Massachusetts, USA.

Reward yourself with a delightful day in Ipswich by starting at Crane Beach, an immaculate coastal retreat nationally known for its beautiful scenery. Next, explore a historic mansion known as Castle Hill, which is located on the Crane Estate; the property hosts some of the finest manicured gardens in the state and offers some beautiful sights to behold.  Keep the step count high with a stroll along Ipswich Riverwalk, which has plenty of boutiques and cafes to rest at if the need arises. The town's unique past can be further explored at the Ipswich Museum, which has a variety of exhibits and artifacts that display the town's maritime heritage. For nature enthusiasts, the Willowdale State Forest offers hiking trails amid lush landscapes and the opportunity to see some of the state’s wildlife. Being a coastal town, a seafood feast is mandatory, and the town has no shortage of local eateries that serve up some delicious meals.

Discovering Massachusetts's Offbeat Towns

Beyond the busy streets and crowded suburbs of Massachusetts, these less traveled towns create the opportunity to explore a different side of the state by offering a fresh experience. Each location has a unique charm, immerses visitors in the local history and culture, and allows them to enjoy the lesser-seen side of the state.

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