10 Best Small Towns in New England to Visit in 2024
A rich history. Postcard-worthy landscapes. Changing seasons. Brimming with endless charm are the six states that make up the approximately 500-mile stretch known as New England, from magnificent Massachusetts to captivating Connecticut. Though each state boasts its own distinctive features and character, there’s one thing they all have in common: quaint, picturesque small towns enhanced by inviting downtowns, stunning scenery, and well-preserved colonial architecture. These gems make the perfect antidote to the hustle and bustle of large, densely populated cities like Boston and Hartford, affording a slower pace and the opportunity to disconnect from life’s worries. Read on to discover ten small towns you won’t want to miss the next time you trek to beautiful New England.
Concord, Massachusetts
Who says you have to go to Boston for a dose of history? Concord had a crucial role in the American Revolution, boasting landmarks like the Old North Bridge, where the shot heard ‘round the world ignited the conflict. It’s also home to the historic homes of famous literary figures such as Ralph Waldo Emerson and Henry David Thoreau, two of the most prominent figures associated with Transcendentalism. Located twenty miles west of Boston, Concord is a picturesque New England community of preserved open spaces, attractive residences, thriving commercial centers, and family-owned farms. Explore a range of fascinating exhibits at the Concord Museum, from the original writing desk used by Thoreau to one of two lanterns used in the Old North Church on the night of Paul Revere’s famous midnight ride. Sleepy Hollow Cemetery is the final resting place of Emerson, Thoreau, Nathaniel Hawthorne, and Louisa May Alcott. Take in nature at Walden Pond or walk along Minute Man National Historical Park’s well-kept trails.
Mystic, Connecticut
Steeped in maritime history is the charming coastal town of Mystic, which was a major shipbuilding center during the 18th and 19th centuries. Kick things off with a visit to the Mystic Seaport Museum, which features the world’s last wooden whaling ship, a host of interactive exhibits, and a recreated 19th-century coastal village. The little ones will go bonkers for the Mystic Aquarium, where they’re bound to encounter penguins, sea lions, and other marine animals. Explore the galleries at the Mystic Museum of Art before grabbing a bite at one of Historic Downtown Mystic’s lively restaurants. Among them is Mystic Pizza, also the name of a 1988 movie that earned acclaim for its superb depiction of small-town living. In close proximity is The Denison Homestead, a 160-acre, 300-year-old privately owned property now home to a museum, farmers’ market, and the Denison Pequotsepos Nature Center. Mystic also invites you to partake in a wide array of family-friendly events throughout the year.
Portsmouth, New Hampshire
Settled in the early 1600s and listed as one of America’s Dozen Distinctive Destinations by The National Trust for Historic Preservation, the coastal town of Portsmouth melds history and culture with modern charm. Vibrant art galleries, preserved colonial architecture, quaint boutiques, inviting jazz clubs, and mouth-watering dining options await you in the historic downtown area. Discover Portsmouth's history through a group of restored historic buildings, period gardens, and costumed interpreters at the outdoor Strawbery Banke Museum. Additionally, you can catch a live performance at The Music Hall, which opened its doors in 1878. A visit to Governor John Langdon House, which features an expansive central hall and oversized garden with perennial beds, transports you back to post-Revolutionary America as well as the early times of the republic. Langdon, a three-term governor of New Hampshire, was a signer of the United States Constitution and a friend of George Washington's, who visited the house in 1789. If you’re a bibliophile, don’t miss the Portsmouth Athenaeum Library and Museum, which houses manuscripts, rare books, and artifacts pertinent to Portsmouth’s storied past.
Keene, New Hampshire
Resettled and named for Sir Benjamin Keene, English minister to Spain, Keene was incorporated as a town in 1753 and chartered as a city in 1874. It lies approximately 90 miles west of Portsmouth in Cheshire County. With roughly 23,000 residents, Keene features a well-preserved downtown punctuated by colonial architecture and historic red brick buildings. Avail of a plethora of delectable restaurants, like Guerrilla Grill and Tito’s Taqueria; cozy coffee shops, including Prime Roast; engaging museums; riveting entertainment; and world-class art. Keene hosts a slew of popular festivals, including a Pumpkin Festival and the Monadnock International Film Festival (MONIFF). With several mountains, lakes, ponds, and trails, those who relish the outdoors have ample opportunities for biking, hiking, fishing, kayaking, and other activities. Contoocook Beach is a great spot to work on your tan before checking out the area’s locally owned-businesses. And what better way to cap off the night than by catching a show at the Colonial Theatre, which has been dazzling audiences since 1924.
Newport, Rhode Island
Newport is replete with National Historic Landmarks that will transport you to another era. Among the impressive structures gracing the town are The Breakers, a Gilded Age mansion representing the Vanderbilt family's preeminence; The Elms, a 48-room summer retreat of Philadelphia coal magnate Edward Julius Berwind; and the Touro Synagogue, which is the oldest synagogue building still standing in the United States and the only surviving synagogue building in the U.S. dating to the colonial period. Of the early libraries founded in the American colonies, Redwood Library and Athenæum, established in 1747 and used as an officer’s club during the Revolutionary War, is the oldest one still housed and operating in its original building. George Washington is said to have visited Trinity Church, Rhode Island's oldest Episcopal congregation and home to the only freestanding, center-aisle, triple-decked pulpit left in America. Restaurants like The Quencher and Newport Sandwich Co. will tickle your taste buds. Looking to unwind? Treat yourself to panoramic ocean views at Newport’s 3.5-mile Cliff Walk, a leisurely stroll on the beach, or a tranquil afternoon exploring 10-mile Ocean Drive.
Deerfield, Massachusetts
Incorporated in 1673 and established on land originally inhabited by the Pocumtuck Native Americans, the lovely town of Deerfield covers an area of nearly 34 square miles in Franklin County, along the Connecticut River and Deerfield River Valleys in Western Massachusetts. During the American Revolution, Deerfield became a valuable trading hub where shopkeepers and craftsmen supplied area farmers, soldiers, and westward-moving settlers. Throughout the 18th and 19th centuries, Deerfield remained a predominantly agricultural community, and many of its charming homes have been preserved to look as they did back then. Visit one of the best-preserved villages and rural landscapes in all of North America at Historic Deerfield, an open-air museum where you can experience 30,000 artifacts and fascinating art galleries. Also worth checking out is the Memorial Hall Museum, which houses a notable collection of Civil War memorabilia. The Deerfield River offers plentiful opportunities for canoeing, kayaking, and fishing. You can also enjoy a hike on the Pocumtuck Ridge Trail, see hundreds of butterflies from around the world at the Magic Wings Butterfly Conservatory & Gardens, or attend one of many craft fairs held in Deerfield annually.
Stonington, Connecticut
Covering 42 miles in the southeastern corner of the Constitution State, the picturesque seaside town of Stonington offers an enriching blend of cultural and recreational opportunities. It was settled in 1649, starting as a major whaling port and now home to the last remaining commercial fishing fleet in the state. Wander through the charming streets of Stonington Borough, a well-preserved historic district with quaint shops, cozy cafes, and 18th- and 19th-century homes. Be sure to drop by the Stonington Harbor Lighthouse, now a museum, to learn about the town's rich seafaring past and lap up panoramic views of the harbor. Sample an array of locally-produced wines at Stonington Vineyards, take a relaxing dip at DuBois Beach, or learn about Stonington’s role in the War of 1812 at the Old Lighthouse Museum. The Stonington Historical Society also offers exhibits and educational programs linked to the town’s history. And no trip to Stonington is complete without sampling fresh seafood, from clam chowder to lobster rolls, at one of the town’s restaurants.
Lexington, Massachusetts
Approximately six miles southeast of Concord is Lexington, which is no less imbued with rich history. In fact, a confrontation at Lexington Green marked the first military engagement of the American Revolution. Ordered to confiscate colonial arms stored in Concord, British troops encountered a group of Minutemen in Lexington. Shots ensued, resulting in the deaths of several colonists. You can put yourself in the shoes of the warring sides at Lexington Battle Green, which includes the iconic Minuteman Statue and the Revolutionary War Monument. You can even bike or walk the five-mile Battle Road Trail, which follows the route taken by British troops and American militia during the battles of Lexington and Concord.
Several historical museums provide further context. Tour Buckman Tavern, where militia gathered before battle, to see period furnishings and exhibits on the Revolution. The Hancock-Clarke House is where Paul Revere and William Dawes warned Samuel Adams and John Hancock of the British advance. As if that weren’t enough, Munroe Tavern, which houses still more war exhibits, served as a British field hospital. Be sure to carve out some time for shopping, dining, and cultural events that keep visitors coming back. The trails at Whipple Hill, Lexington’s highest point, are ideal for birdwatching, hiking, and photography, particularly during the fall when the foliage is at its peak.
Bristol, Rhode Island
Founded in 1680, Bristol’s involvement in trade and shipbuilding made it a significant seaport in the 18th century. The town was attacked and partially burned by British forces in 1778 during the Revolutionary War, but it was rebuilt and has continued to thrive ever since. Interestingly, Bristol has the distinction of hosting the oldest continuous Fourth of July celebration in the U.S., dating back to 1785. Touted as one of Rhode Island’s most scenic parks, Colt State Park, originally part of the estate belonging to industrialist Samuel Colt, offers 464 acres of manicured grounds, picnic areas, and walking paths. Seize great opportunities for sailing, fishing, and boating at Bristol Harbor. While there, you can learn more about the town’s maritime heritage at the Herreshoff Marine Museum. The town’s center offers a vibrant mix of restaurants, shops, galleries, and historic homes showcasing Colonial, Federal, Greek Revival, and Victorian architecture. Moreover, the town’s popular Free Music in the Park Concert Series features local performers.
Exeter, New Hampshire
Located about 15 miles from the coast and a short drive from the state capital of Concord, Exeter offers a fantastic blend of historical sites and outdoor activities. It not only served as the first New Hampshire capital during the Revolutionary War but is where the first constitution of New Hampshire was ratified. The Folsom Tavern, a historic building from the 18th century that served as an inn and meeting place, is now a museum displaying a wealth of artifacts. Visit the John Paul Jones House to learn about the celebrated naval officer who served valiantly in the Continental Navy during the American Revolutionary War. You won’t want to miss original drafts of the U.S. Constitution at the American Independence Museum. Once you’ve gotten your history fixed, enjoy a cup of coffee or browse the antique shops and unique boutiques of downtown Exeter.
In conclusion, New England is the perfect destination for those looking to bypass crowded, busy cities on their next trip. From a plethora of dining options and eye-catching architecture to ample outdoor activities and museums, there’s something here for everyone. Whether you’re interested in visiting Rhode Island for a summer getaway or New Hampshire for a fall adventure, the possibilities are endless. And while you might not be able to hit every stop in a single trip, it certainly gives you more small towns to look forward to in the near future!
