11 of the Most Overlooked Towns in Massachusetts
When searching for your next destination to visit in the Bay State, it’s easy to be drawn to the bright lights of Boston, Worcester, and Springfield. But, as you glance over a map, you suddenly realize how many places are jammed into the sixth-smallest state by land area. Now, despite its small size, the state is packed with hidden histories, seaside retreats, and natural beauty that can be discovered during your visit to these overlooked towns throughout the state of Massachusetts.
So, whether you want to dine on some of the freshest seafood in the world or explore the origins of America, these towns will leave you pleasantly surprised at the interesting experiences they provide.
Salem
Explore the darker side of Massachusetts history during your visit to Salem. Infamous for the witch trials that occurred in 1692, the town is still synonymous with the horrific events that took place. If you haven’t yet explored the history of the Salem Witch trials, then plan a visit to the Salem Witch Museum to learn about the events that occurred in the town.
Another must-see attraction in the town is the historic House of the Seven Gables. The historic mansion is synonymous with the literary works of Nathaniel Hawthorne. Visitors can schedule a guided tour to learn about its history and the inspiration behind Hawthorne's work.
Salem isn’t just home to dark tourism; the town’s geographical location along the coast of the Atlantic Ocean also makes the town a perfect summer retreat. Stroll along the Pickering wharf and listen to the waves crash against the wooden beams. Explore the town’s maritime history at the Peabody Essex Museum, which showcases nautical artifacts from around the globe.
Fitchburg
Named after the town’s earliest business mogul, John Fitch, in 1764, the town has over 260 years of heritage that await exploration from those who visit.
Get in touch with your creative side and gain some inspiration from the Fitchburg Art Museum, which houses magnificent artistic creations from artists around the world, as well as creations by local artists. Afterward, head over to the towering Phoenix building, which houses the Fitchburg Historical Society; after you have finished gazing at the marvelous architecture of the building, head inside to explore the town's railroad, civil war, and local history.
The town also has some awesome outdoor experiences, such as Coggshall Park, which spans over 250 acres along the heavily forested shores of Mirror Lake.
Lenox
You’re going to want to bring your camera during your visit to Lenox, which is home to some of the most magnificent Massachusetts mansions. Walk along Lenox’s cobbled streets and admire the Victorian architecture. Step inside one of the beautiful mansions as you visit the Ventfort Hall Mansion and Gilded Age Museum.
A visit to Lenox can’t be completed without listening to the melodies of the Boston Symphony Orchestra. During the summer months, the orchestra plays frequent concerts at Tanglewood outdoor concert venue.
As the town is hidden within the Berkshire hills, book a spot on the Berkshire Scenic Railway, which offers unrivaled views of the surrounding forests. If a train ride isn’t your forte, then get your steps in with a hike along the trails of Kennedy Park.
Stockbridge
Stockbridge is a land abundant with scenic beauty as it is located amidst the renowned Berkshire mountains, the town itself resembles something of a hallmark card.
It’s no secret that the main reason to visit the town is to learn about one of America’s most prominent artists. Visit the Norman Rockwell Museum to admire the featured paintings that have long been providing insight into small-town America. The artistic experience doesn’t end there; head over to the former estate of Daniel French, who was also a renowned artist. Explore the Gilded Age mansion and march through the pristine grounds covered with magnificent sculptures.
After a long day of exploring, replenish yourself with a delicious baked good from the renowned Berkshire Mountain Bakery. After, cap off your day by watching the sun go down as you march through the Berkshire Botanical Garden.
Lexington
As visitors march through Lexington Centre, which is lined with restaurants, shops, and cafés, many find it hard to believe that the town was once a battlefield for American independence.
Visitors can follow in the footsteps of American Revolutionary soldiers as they visit the same grounds where the first shots of the war rang out. Visit the Lexington Battle Green, which is now a historic park with monuments commemorating the town's patriots. Continue to learn about the town’s ties to the American Revolutionary War by planning a visit to Buckman’s Tavern. The tavern now houses part of the collection from the Lexington Historical Society.
Despite its proximity to Boston, there are plenty of chances to get outside and enjoy the fresh Massachusetts air. Pedal along the Minuteman Commuter Bikeway, which is said to be the approximate route of the legendary Paul Revere.
Sturbridge
Often referred to as a “Living Museum” by those who visit, Sturbridge promises a memorable hideaway filled with colonial heritage and New England charm as it transports you back to the early days of America.
Explore the town’s wide range of attractions, ranging from the history of awaiting discovery at Old Sturbridge Village to the adventure of the Leadmine Mountain conservation area. Old Sturbridge Village prides itself on being Massachusett's largest living museum. This immersive experience provides the perfect insight into life in the early 19th century.
Escape into nature at Wells State Park, where you can hike through miles of trails winding through the forested area. Consider scheduling your visit in the fall to witness nature's greatest transformation as the leaves begin to change color.
Belmont
Belmont proves to be the perfect destination regardless of whether you’re simply looking to spend a day amid the tranquil escape or even a weekend away from the downtown core of Boston. The town is sure to leave your itinerary as full as you desire.
Start your visit to Belmont with some delicious meals; as you walk down the tree-lined sidewalks, take your pick from a variety of delicious options such as City Streets Restaurant, Black Bear Café, or local staple Teddy’s Kitchen. After, go explore the town’s unique history by visiting local attractions such as the Pleasant Street historic district, which boasts stunning mansions belonging to some of Belmont’s most prominent figures.
One of the greatest features of Belmont is that it provides a city feel with the luxuries of a small town, so take full advantage of the area’s natural spaces and visit the Waltham Western Greenway, which opens up more than 1,200 acres of land.
Newburyport
On your visit to Newburyport, you’ll soon realize why those who visit often fall in love with the town. The charming seaside retreat is home to sandy beaches, fresh ocean breezes, and some of the freshest seafood in the state.
Get in the nautical spirit by planning an early morning visit to the Newburyport harbor lighthouse and watching the sunrise over the bay’s peaceful setting. Find your way back to town by walking along the wooded walkways of the waterfront park, which is the perfect way to admire scenic views from downtown Newburyport.
Learn more about the town’s unique past by scheduling a visit to the Custom House Maritime Museum, which houses a variety of artifacts and exhibitions that provide insight into the town’s maritime history. Finally, end your day with a beverage and some fresh seafood on the patio of Sea Level Grill, which serves up some of the finest dishes Newburyport has to offer.
Nantucket
Starting with its fabled past to its abundant natural beauty, Nantucket captivates visitors with its island charm. Reward yourself with a delightful day in Nantucket by sinking your toes into the sand at Cisco Beach or one of the many located in this seaside paradise.
While exploring on your own time, map out a route that will take you to the iconic Sankaty Head Lighthouse. After a short hike up to the top of the bluff, you will be rewarded with the best view on the island. Afterward, explore the town's whaling history by visiting the Nantucket Whaling Museum and marvel at the sheer size of nature's biggest creature that once supplied islanders with a means of income and life.
End your day by giving your taste buds a treat by booking a table at the Straight Wharf Restaurant, which serves the freshest seafood on the island, often going straight from boat to plate. It’s worth noting that ferry service is required to access the island; it is best accessed via Martha’s Vineyard.
Gloucester
Home to America’s oldest seaport, it should come as no surprise that Gloucester is easily identifiable on a map. Gloucester harbor has long been a sanctuary for weather-battered ships coming in on the Atlantic Ocean.
Dive into the town’s maritime history by visiting the Gloucester Maritime Heritage Center. Discover hidden details about the towns, step afoot historic vessels, and learn about the courageous men and women who contributed to Gloucester's maritime legacy. If it’s a coastal town in Massachusetts, then odds are it has a lighthouse; Gloucester is no different. Hike to the Eastern Point Lighthouse, which has been overlooking the harbor since 1832.
After, test out your sea legs by booking a whale-watching excursion to catch a glimpse of the massive in their natural habitat. The 7 Seas Whale Watching Co. offers the experience of a lifetime to watch humpback whales, sperm whales, and dolphins in the coastal waters.
Plymouth
Commonly argued to be the birthplace of America, Plymouth is the site where the first pilgrims stepped ashore way back in 1620 and began to write the first chapter of America’s history. So it only seems necessary that visitors go check out Plymouth Rock, which is dedicated to America’s earliest settlers. The rock is located inside Pilgrim Memorial State Park, so while you are there, check out the abundance of nature trails that switch between coastal views and enclosed woodlands.
Once back in town, continue to explore the downtown area and stop by local attractions such as the Pilgrim Hall Museum or the Plimoth Patuxet Museum, which showcases the area’s native American history.
If you simply want to kick your feet up and relax, grab a beverage at one of the local breweries and wineries. The Mayflower Brewing Company proves to be a hotspot within the town.
Whether you're drawn to the maritime legacy of Gloucester or the quaint charm of Stockbridge, these beautiful towns promise enriching experiences for every traveler. So, if you’re looking for that extra needed motivation to get out and explore then consider this the sign, as your bucket list for travel may have just added 11 overlooked towns in Massachusetts.
