With landscapes more beautiful than a painting, New England boasts cliff-lined coasts watched over by centuries-old lighthouses and numerous charming small towns waiting to be discovered. This region is perfect for a quick city escape or a romantic getaway. Here are 20 of the finest weekend retreats in New England.
Block Island, Rhode Island
Featuring towering bluffs, plains adorned with native shrubs, and charming cedar-shingled saltbox houses, Block Island exudes an English countryside vibe. Situated 13 miles off the Rhode Island coast, this quintessential seaside escape offers a mix of country lane drives, heathland strolls, and beach adventures.
Mad River Valley, Vermont
Nestled beneath the renowned Sugarbush and Mad River Glen ski areas, the Mad River Valley in Vermont is a picturesque haven. Apart from its excellent skiing opportunities, this area boasts a glamorous history, with Sugarbush once dubbed “Mascara Mountain” by Vogue due to its fashionable visitors. Visitors can enjoy activities like mountain biking, shopping at farm stands, and attending summer concerts.
Nantucket, Massachusetts
Rich in history and charm, Nantucket is a beloved 50-square-mile island off the Massachusetts coast, especially popular for summer getaways. Explore historic lighthouses, elegant homes of whaling captains, and serene beaches by bike or island shuttle. Indulge in local delicacies like lobster rolls and bay scallops while staying at waterfront resorts.
Newport, Rhode Island
Newport, the preferred summer destination of the late-19th-century elite, offers a glimpse into the Gilded Age. Take a leisurely stroll along the Cliff Walk to admire lavish mansions and breathtaking ocean views. Treat yourself to a sumptuous brunch at Cru Cafe or savor lobster mac ‘n’ cheese at the iconic Brick Alley Pub.
Sugar Hill, New Hampshire
Sugar Hill in New Hampshire is a haven for city dwellers seeking tranquility and stunning scenic views. Witness the vibrant fall foliage or fields of deep purple lupines against the backdrop of the White Mountains. Don’t miss hiking trails like the family-friendly Coppermine Trail to Bridal Veil Falls or the challenging Skookumchuck Trail to Mount Lafayette.
Camden, Maine
Renowned as one of the prettiest towns in America, Camden in Maine is a popular filming location for TV shows and movies. Enjoy delicious haddock chowder by the harbor, explore the historic district with its Queen Anne-style houses, and hike up Mount Battie for panoramic views. Complete your visit with some quality antiquing in town.
Martha’s Vineyard, Massachusetts
The journey to Martha’s Vineyard, a sister island to Nantucket, is part of the adventure. Explore seaside villages, scenic bike paths, and indulge in delectable lobster rolls. Visit quaint towns like Oak Bluffs and Edgartown for beach time, boutique shopping, and charming accommodations.
Lakes Region, New Hampshire
Surrounded by woods, rocky summits, and numerous lakes and ponds, the Lakes Region in New Hampshire offers a picturesque retreat around Lake Winnipesaukee. Enjoy outdoor activities like leaf-peeping, boating, hiking, and cycling in this stunning area set in the White Mountain foothills. Don’t miss a scenic cruise on the M/S Mount Washington for breathtaking views.
Woodstock, Vermont
Woodstock, Vermont, with its covered bridges, quaint cafes, and Victorian homes, epitomizes an idyllic New England town. Visit Billings Farm and Museum to meet Jersey cows, savor a maple sundae, and pick up some smoked cheddar. Attend a pie-making class at King Arthur Baking Company in the neighboring town of Norwich for a delightful culinary experience.
Great Barrington, Massachusetts
Located in the Berkshires, Great Barrington resembles a scene from a classic novel with its storybook buildings housing bakeries, grocers, and farm-to-table restaurants. Explore the town’s holiday charm and catch a show at the historic Mahaiwe Performing Arts Center. Don’t miss the festive atmosphere during the holidays, reminiscent of a snow globe.
Bar Harbor, Maine
Bar Harbor, once a summer retreat for the elite in the late 1800s, is now a charming coastal town on Frenchman Bay and a gateway to Acadia National Park. Take a leisurely stroll along Bar Harbor’s shore path before immersing yourself in Acadia’s rocky shores and extensive hiking trails.
Portsmouth, New Hampshire
Portsmouth, a delightful town just an hour north of Boston, offers a perfect weekend escape. Explore Market Square, stroll along the Portsmouth Harbor Trail, and delve into history at the Strawbery Banke Museum. Treat yourself to fresh oysters and local brews at Row 34 before enjoying a meal at the Black Trumpet bistro.
North Adams, Massachusetts
Art enthusiasts flock to North Adams, home to the renowned Mass MoCA since 1999. Stay at the art-filled Porches Inn or The Porches Inn, which was once home to textile workers. Explore outdoor attractions like Natural Bridge State Park and hike Mount Greylock, the highest peak in Massachusetts.
Westerly, Rhode Island
Westerly may not have the same reputation as Newport or Martha’s Vineyard, but this coastal town is a hidden gem. Enjoy the summer crowds at Narragansett Bay and Misquamicut State Beach, and spend a relaxing afternoon in Watch Hill with its historic lighthouse and pristine beach at Napatree Point Conservation Area.
Provincetown, Massachusetts
Located at the tip of Cape Cod, Provincetown offers some of the area’s best beaches, boutiques, and art galleries. This LGBTQ-friendly town caters to various tastes, from drag karaoke and dance parties to serene sunset views at Herring Cove Beach.
Jackson and North Conway, New Hampshire
The sister towns of Jackson and North Conway in New Hampshire’s Mount Washington Valley are popular weekend getaways. Enjoy waterfall hikes, scenic drives, and small-town shopping experiences. Indulge in a hearty breakfast at Sunrise Shack and treat yourself to a giant ice cream cone at Trails End Ice Cream after a day of outdoor adventures.
Mystic, Connecticut
History buffs will appreciate a weekend getaway in Mystic, a former shipbuilding hub with a rich maritime heritage. Explore the Mystic Seaport Museum, sail on historic vessels, and savor fresh seafood at Oyster Club. Don’t miss the Rhode Island clam chowder and roasted oysters for a memorable dining experience.
Montpelier, Vermont
Nestled in the Green Mountains, Montpelier, the country’s smallest state capital, offers a plethora of outdoor activities like hiking and rafting. Sample Vermont’s specialty maple treats at Morse Farm’s and Bragg Farms’ maple sugar houses, including maple cookies and soft-serve “creemee.”
Kennebunkport, Maine
Kennebunkport, a former shipbuilding hub like Mystic, retains its nautical charm with luxurious yachts and authentic schooners dotting the harbor. Explore boutiques, cafes, and art galleries while soaking in the coastal ambiance. Kennebunkport is a year-round destination with beaches and cultural attractions.
Litchfield, Connecticut
Litchfield in rural western Connecticut is a small town bursting with history, charm, and natural beauty. Explore the oak-shaded town green and historic buildings, and hike in the expansive Topsmead State Forest. Don’t miss the historic sites like the birthplace of Ethan Allen and the summer estate of Edith Morton Chase.