10 Underappreciated Towns to Visit in Massachusetts

From spectacular coastal scenery and Revolutionary War heritage to old colonial homes, Massachusetts is one of the most interesting states on the East Coast. Scattered across its territory is an assortment of fun destinations promising travelers a once-in-a-lifetime experience. Although famous cities like Boston get the lion's share of tourist traffic through the Bay State, many more charming towns outside the major highways make for exciting vacation bases.

Off the well-beaten path are countless communities with unique historic and cultural allure waiting to be discovered. From mountain hamlets to Cape Cod enclaves, these lesser-known towns to visit in Massachusetts deliver memorable getaways filled with scenic beauty, entertainment, and an authentic taste of Bay State living beyond the crowds.

Deerfield

This Connecticut River town in Franklin County is home to interesting historical sites and museums that have allowed its heritage tourism to thrive. A visit to Historic Deerfield reveals a cluster of 12 historic home museums offering a window into 18th-century New England. The Memorial House Museum is another must-visit for history explorers in Deerfield. Opened in 1880, this quaint brick structure exhibits a vast collection of paintings, furnishings, textiles, and other artifacts sourced from around New England, presenting a rich perspective of the region's heritage.

Deerfield's backcountry presents ardent outdoorsmen with plenty of opportunities, thanks to nature areas like Mount Sugarloaf State Reservation. This rugged preserve beckons picnickers, hikers, campers, and nature viewers, spoiling them with panoramic vistas of the Connecticut River.

Shelburne Falls

A hidden gem in Franklin County, Shelburne Falls remains unexplored for many tourists passing through Massachusetts. It stands out for scenic natural attractions and a quirky small-town feel that invites exploration on foot. The few visitors who come to Shelburne Falls rush to stroll along the Bridge of Flowers. This historic footbridge connects Shelburne and Buckland and is lined with thousands of colorful flowers and shrubs, culminating in stunning scenery and a serene atmosphere. Shelburne Falls houses a friendly community that welcomes residents to experience its warmth and culture at the Hager's Farm Market, with a chance to shop for fresh produce.

Strolling through the downtown district, travelers will notice a series of Victorian structures with unique architecture, hinting at the town's storied past. This is well documented inside the Shelburne Historical Society, which features a variety of archives and artifacts detailing local history.

Nantucket

While the East Coast boasts many charming summer destinations, Nantucket's relaxed tropical atmosphere extends beyond the warm months. This scenic island off Cape Cod is celebrated for its pristine beaches, picturesque lighthouses, and lively dining scene. Visitors can enjoy beaches like Madaket and Surfside, which feature sandy shores and clear waters ideal for sunbathing and swimming. Nantucket's iconic lighthouses not only enhance its scenic beauty but also reflect its rich maritime history. The Great Point Lighthouse, built in 1784, is one of the most famous landmarks on the island.

Away from the coast, Downtown Nantucket houses a rich range of attractions, from restaurants and breweries to museums. Noteworthy among these is the Whaling Museum, which delights guests with a 44-foot sperm whale skeleton exhibit.

Northampton

Northampton boasts a vibrant cultural scene with a variety of art galleries, performance spaces, and music venues, making it a prime spot for culture enthusiasts. The town is home to Smith College, which has boosted the local arts scene through venues such as the Smith College Museum of Art. Founded in 1870, this museum houses a diverse collection of detailed artworks. Northampton also attracts visitors with the Academy of Music, which offers performances by renowned artists from around the world in a top-tier venue.

Several idyllic nature areas provide outdoor lovers with the right atmosphere to enjoy the open spaces. The Botanic Garden of Smith College stands out for its tranquil environment and comes to life in summer and fall with its display of color.

Sandwich

Sandwich, one of the oldest towns in Massachusetts' Cape Cod, has roots dating back to the 1630s when it was initially settled. It features numerous historical markers that showcase its rich legacy and offer visitors insights into its past. Notable attractions include the Cape Cod Canal Visitor Center, which displays various artifacts and memorabilia related to the region's history. Additionally, the Sandwich Glass Museum is a must-visit for history enthusiasts, housing a distinctive collection of glassware that highlights the town's glassmaking tradition.

Meanwhile, Scorton Creek invites adventurers to spend quality time outdoors. The area features a tranquil setting with well-maintained trails for hikers and secluded fishing spots. It comes in handy for visitors looking to get away from the crowds and enjoy some alone time.

Chatham

This charming Cape Cod village attracts visitors with its delightful assortment of family-friendly attractions, including beaches, lighthouses, museums, and a charming downtown. Located on the Atlantic Ocean, Chatham offers beautiful beaches such as Ridgevale Beach and Harding Beach, popular among tourists. The town also features several postcard-worthy lighthouses, with the Chatham Lighthouse being especially prominent. Built in 1808, this iconic lighthouse offers stunning views of the Chatham Bars Inn and has been a notable landmark in the area since the 19th century.

Downtown Chatham is jam-packed with captivating points of interest that will take the whole day to go through. If you are a fan of retro experiences, consider taking a tour of Atwood Museum, a restored 18th-century home with archives and documents about Chatham's colorful history.

Amherst

This lively college town in Hampshire County has a diverse range of attractions to keep visitors entertained, including interesting museums, charming art centers, outdoor activities, and a bustling farmers market. Museum lovers should visit the Beneski Museum of Natural History, which offers an engaging experience with its extensive collection of over 1,700 specimens. Additionally, the Emily Dickinson Museum provides insight into the town's history with its historic 19th-century home.

Those seeking an escape to the great outdoors can take advantage of the vast wilderness of Mount Holyoke Range State Park. Covering almost 3,000 acres, the nature area harbors a mixed habitat of wetlands, woodlands, and thickets, with opportunities for hikers, campers, hunters, and other adventurers.

Sharon

Situated less than 20 miles from downtown Boston, Sharon easily gets forgotten about with so much to see and do in the big city. However, this adorable suburb boasts a selection of interesting attractions that take you away from the crowds. It has lovely nature spaces with serene atmospheres, including Memorial Park Beach, inviting tourists to enjoy a relaxing swim or picnic. Ardent adventurers who prefer to venture into the wilderness will prefer hiking the forested trails cutting through Mass Audubon's Moose Hill Wildlife Sanctuary.

Additionally, Sharon's modest history can be explored inside the Sharon Historical Society. Although small, the facility exposes visitors to a wonderful collection of documents, archives, and other exhibits providing background to the town.

Hamilton

This charming Essex County community is known for its history and horses and entices visitors with quintessential small-town flair. Its relaxed environment features a network of outdoor spaces with various recreation activities. Among these is Patton Park, which provides a range of public facilities, including tennis courts, a playground, and walking trails. Those who want to take their recreations to the open sea can book a fishing trip on the New England coasts, courtesy of Greasy Beaks Flyfishing.

The downtown neighborhood hosts a lively bar and restaurant scene, with numerous joints acting as the ideal hangout after a long day of exploring the town. Tourists can try out 15 Walnut Tavern, which serves eclectic dishes to go with refreshing cocktails.

Rockport

Encircled by the clear waters of the Atlantic Ocean, Rockport is a spectacular spot for travelers who enjoy coastal escapades. It is home to Halibut Point State Park, a granite outcrop separating the ocean from the mainland. Standing on the platform places visitors at a vantage point to soak in stunning views of the rocky shoreline on one side and colorful wildflowers on the other side. The Rockport community has a deep appreciation for the arts, and this is evident from the numerous galleries scattered around the downtown. Art enthusiasts can stop by the Art of David Arsenault or Ken Knowles Fine Art to check out local creations.

A trip to Rockport will not be complete without sampling the local cuisine. The town's coastal setting allows travelers to enjoy sumptuous seafood served at the Lobster Pool, featuring delicacies like haddock sandwiches.

The Takeaway

While Massachusetts undoubtedly boasts world-class cities and destinations along its historic coastline, venturing further inland or seeking out the quiet Cape Cod towns rewards travelers with an authentic experience of Bay State living. Exploring these underrated towns to visit in Massachusetts exposes newcomers to fresh and unique adventures while ensuring they gain a deeper appreciation for the state's diverse character through cultural treasures, recreational gems, and natural beauty beyond the well-trodden routes.