Historic buildings at State Street in downtown Newburyport, Massachusetts. Image credit Wangkun Jia via Shutterstock.

10 Stunning Small Towns In Massachusetts

Since joining the Union in 1788, Massachusetts has been a state of many firsts. It is the site of the nation's oldest park, the first subway, and Alexander Graham Bell's maiden phone call to his assistant. Add this to the first American Revolutionary War battle and get a destination steeped in rich American history. But there is more to the Bay State, including a vibrant culture, sumptuous seafood scene, and stunning natural landscapes.

While Boston remains the most visited city, there is much to explore beyond Beantown. The small towns in Massachusetts are its true heart and soul and give visitors a unique perspective of the state's hidden side. From the curious history of Sandwich to the beautiful nature of Stockbridge, travelers can look forward to unmissable experiences regardless of their preferences.

Sturbridge

Sturbridge Town Hall, Sturbridge, Massachusetts
Sturbridge Town Hall, Sturbridge, Massachusetts

This quintessential New England town in Worcester County offers a mix of historical and natural attractions. It is best known for the Old Sturbridge Village, which provides a unique perspective of life in New England from the late 1700s to the 1830s. Sprawled over 200 acres, the replica settlement consists of over 40 historic structures and features costumed staff and vintage buggy rides for a more authentic feel. Sturbridge's surrounding nature provides a pleasant escape for ardent adventurers. They can access over 3 miles of hiking, jogging, and cross-country skiing trails at Westville Recreation Area, which also harbors shaded picnic areas in a virgin setting.

Craft beer lovers are in for a remarkable pursuit at Altruist Brewing Company. This popular watering hole produces tasty draft beers you can enjoy on a lovely outdoor patio alongside delicious bites.

Sandwich

The scenic Shawme Pond in Sandwich, Massachusetts
The scenic Shawme Pond in Sandwich, Massachusetts. Image credit: Jasperdo via Flickr.com.

The oldest town on Cape Cod, Sandwich, is a shoreline community that excites visitors with its rich history and idyllic coastal scenery. The town's dynamic past is partly preserved at the Sandwich Glass Museum. This quirky museum chronicles the town's 200-year glass-making heritage, which peaked after 1825 when the Boston & Sandwich Glass Factory was founded. It exhibits vintage and rage glassware produced in the Victorian period.

The Sandwich Boardwalk welcomes vacationers to bask in the town's coastal allure. Stretching 1,300 feet long, the promenade is perfect for lazy strolls to enjoy the fresh breeze and admire the ocean. Elsewhere, remember to sample delicious seafood dishes at Fisherman's View Seafood Market and Restaurant. The quaint eatery has a pleasant outdoor bar where you can enjoy fresh fish and cocktails.

Falmouth

Main Street in Falmouth, Massachusetts
Main Street in Falmouth, Massachusetts, via josanmu / iStock.com

This beautiful waterfront community, a ferry ride from Martha's Vineyard, delights vacationers with a blend of pristine beaches, remarkable wine tastings, and breathtaking views. Falmouth Heights Beach is one of the best stretches of sand in the town. It has a family-friendly atmosphere with access to dining and restroom facilities. The Shining Sea Bikeway presents a great way to explore the coastline on two wheels. It spans about 10.7 miles, passing by marshes, open water, and barrier beaches for unprecedented views.

Nothing complements Falmouth's relaxed coastal atmosphere better than a glass of wine. Fortunately, Cape Cod Winery readily provides award-winning crafts and serves them in a great setting.

Ipswich

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

This underrated coastal community in Essex County offers everything from historic estates and pleasant beaches to sprawling forests, culminating in a wholesome visitor experience. Ipswich's longstanding heritage shows in Castle Hill on the Crane Estate. This 2,100-acre vintage property features a 56,000-square-foot English-style mansion surrounded by manicured green landscapes. Sandy Point State Reservation is the local hub for beach lovers in Ipswich. It covers about 77 acres and features smooth sands, stunning views, and a peaceful environment tailored for swimming and sunbathing.

Historic mansion Castle Hill on the Crane Estate was built in 1926 with Tudor Revival style at the Ipswich Bay in town of Ipswich, Massachusetts
Historic mansion Castle Hill on the Crane Estate was built in 1926 with Tudor Revival style at the Ipswich Bay in town of Ipswich, Massachusetts

Ipswich also borders the Willowdale State Forest, which beckons adventurers to immerse in the great outdoors. The wilderness harbors 40 miles of hiking and horse-riding trails, perfect for those who want to escape to an isolated location.

Newburyport

Aerial view of Newburyport, Massachusetts.
Aerial view of Newburyport, Massachusetts.

Newburyport is only 35 miles from Boston, a suitable retreat for those seeking a quieter atmosphere and a rich natural setting. The town is a haven for outdoor lovers, who can find serenity across the 4,600-acre Parker River National Wildlife Refuge. Its wide open spaces, featuring wetland and upland habitats, are home to migratory birds and offer hunting and fishing opportunities. Meanwhile, Maudslay State Park's green surroundings are designed for environmentalists. The property is home to the former Moseley family estate, punctuated by rolling meadows, lush plants, and imposing pines.

Newburyport has a rich nautical heritage worth exploring, which is documented at the Custom House Maritime Museum. Housed in a Classical Revival building from the 1830s, the museum exhibits a vast collection of artifacts touching on the Revolutionary War, the Native American era, the colonial period, and more.

Northampton

Downtown Northampton, Massachusetts
Downtown Northampton, Massachusetts. Image credit EQRoy via Shutterstock.com

This adorable college town in Hampshire County is recognized for its vibrant arts and culture landscape and gorgeous nature spots. The Smith College Museum of Art was established in 1870 and has evolved to become a regional hub. Its broad collection of almost 25,000 pieces of art dates between the 19th and 20th centuries and features paintings by renowned artists like Picasso, Monet, and Vuillard. Performance art lovers have sought entertainment at the Academy of Music since the 1890s. The rustic venue showcases live drama, plays, and concerts in a lively atmosphere.

Buildings in downtown Northampton, Massachusetts.
Buildings in downtown Northampton, Massachusetts. Image credit: AlexiusHoratius via Wikimedia Commons.

Nature enthusiasts will be in their element at the Botanic Garden of Smith College. This peaceful oasis hosts an assortment of shrubs, herbs, flowers, plants, and trees with clean air spanning over 120 acres.

Salem

View of the historic downtown area in the town of Salem, Massachusetts.
View of the historic downtown area in the town of Salem, Massachusetts. Editorial credit: Dan Hanscom / Shutterstock.com

One of the most famous small towns in Massachusetts, Salem has been immortalized in movies, books, and TV series for its infamous witch trials. It promises travelers an immersive journey through time, exploring the 1692 ordeal at the Witch House at Salem. While this 17th-century dwelling was not directly involved in the slaying of the witches, it belonged to Judge Jonathan Corwin, who was involved in the trials. A house tour offers a rare window into the period, as it is one of the few remaining structures from the trial days.

The Witch Trials Memorial pays tribute to the victims of the killings and features a series of inscribed granite stones. It is a surreal venue dedicated to around 20 of the persecuted individuals. For something different, try relaxing at the historic Salem Willows Park. The space has a vintage carousel, beach area, and arcade and constantly jostles with food vendors.

Gloucester

Historic commercial buildings on Main Street in downtown Gloucester, Massachusetts
Historic commercial buildings on Main Street in downtown Gloucester, Massachusetts. Editorial credit: Wangkun Jia / Shutterstock.com

This charismatic town on Cape Ann has existed for almost four centuries and is steeped in unmatched history. Since its founding in 1642, Gloucester has had a longstanding maritime heritage due to its coastal setting, which is well documented in Maritime Gloucester. The facility showcases maritime exhibits in a restored harbor building and features a small aquarium. The Sleeper-McCann House, the former opulent home of Henry Davis, provides a glimpse into past eras. It has 40 rooms and sits on a rock ledge with stunning views of the Gloucester Harbor.

Beach lovers can get a feel for the lovely shoreline at Good Harbor Beach. This pristine beach is a prime spot for swimmers, offering smooth sands and dramatic dunes. The tranquil atmosphere is ideal for relaxation.

Nantucket

The harbor in Nantucket, Massachusetts
The harbor in Nantucket, Massachusetts. Image credit Mystic Stock Photography via Shutterstock

Nantucket is a recognized East Coast summer hotspot, home to sun-soaked beaches with a relaxed setting and harbors intriguing historical heritage. Vacationers from across the region get comfortable on the expansive shores of Madaket Beach. This popular escape among sunset watchers offers gentle waves for easygoing surfs and soaks. Nantucket's townscape stands out for its conspicuous lighthouses. Prominent among them is the Great Point Lighthouse, which was initially constructed in the 18th century and provides a hint of the town's maritime history.

Thanks to a pedestrian-friendly urban core, Nantucket is best explored on foot. Those interested in stretching their legs can follow the Sconset Bluff Walk, which stretches two miles past residential houses and presents stunning ocean vistas.

Stockbridge

Main Street in Stockbridge, Massachusetts
Main Street in Stockbridge, Massachusetts. Image credit: Massachusetts Office of Travel and Tourism via Flickr.com.

Stockbridge is a picturesque gem in the Berkshire Hills with green natural scenery and a series of historic estates. The Berkshire Botanical Garden best exemplifies Stockbridge's natural allure. It spreads over 24 acres and hosts at least 3,000 species of plants indigenous to the region. People love converging here to enjoy its tranquil environment and clean air. A hike to Olivia's Overlook culminates in the perfect vantage point for awe-inspiring panoramas of the Berkshires. It is tailored for visitors looking to escape the crowds and spend time in isolation.

Remember to visit Edith Wharton's Home, one of Lenox's many historic estates. This turn-of-the-century estate sits on a sprawling property with manicured landscapes against the backdrop of the Berkshire Hills. It belonged to the famous American author Edith Wharton and currently serves as a cultural center.

Final Thoughts

With most travelers trooping to Boston, you have an opportunity to go against the grain and find out what its neglected destinations have to offer in the United States. The above exciting small towns in Massachusetts provide a glimpse of what to expect in the rural parts of the state. From relaxing on pristine, sandy beaches in Nantucket to exploring intriguing witch lore in Salem, there is no shortage of novel experiences that will leave you planning a return trip to the Bay State.

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