Top Fall Destinations in New England

Fall is an idyllic time to explore New England’s naturally beautiful and historic settings. To experience a dream autumn retreat, we are here to help with a quick guide to some of the top fall destinations in New England. 

Woodstock, a tranquil agricultural community, is a great fall destination. Its open landscape offers an abundance of forests and trails perfect for admiring autumn foliage. Further adding to its appeal, Woodstock’s serene streets and charming centuries-old architecture create an inviting setting for a retreat. 

Stowe is widely regarded as a popular winter destination, thanks to its world-famous ski resorts. However, its mountainous setting that lends itself to exceptional skiing also transforms it into a vibrant fall hotspot. Visitors can embark on incredible hikes within Stowe’s gorgeous mountain scenery and enjoy stunningly colorful vistas. And, with Mount Mansfield nearby, you can ascend the highest peak in the state for some unparalleled views.

New Canaan, an affluent community in Connecticut, is renowned for its distinctive architecture and scenic public parks. Homes designed by world-renowned architects adorn New Canaan’s winding residential streets, lending to its quiet, small-town ambiance. Autumn in New Canaan is a delightful season, with bustling town festivals and breathtaking leaf transformations. 

Portland is a gorgeous coastal community in Maine and serves as the state’s largest urban center. Its incredible art scene and fascinating maritime history make it an attraction year-round, and autumn adds a splash of color to what is already a vibrant city. During fall, you’ll find plenty to enjoy in Portland, from autumn festivals to attend to pleasant hikes to explore.

Mystic, located along the Mystic River, is a quaint, sleepy town with a fascinating history. The town has a classic New England look, characterized by historical architecture and appealing waterfront destinations. While the Mystic Seaport may be busier during the summer, the town’s remarkable food scene, rich historical sites, and natural beauty continue to captivate visitors throughout the fall season.

Burlington is among Vermont’s famed vacation hotspots. Located along the shores of Lake Champlain, this charming city blends natural beauty with a historic, bustling downtown. A stroll through downtown Burlington’s shops, restaurants, and cafes is an idyllic way to spend a fall day. The city boasts a timeless charm, which is further enhanced by the changing colors of the season. 

While Kennebunkport is a well-known summer attraction in Maine, don’t overlook this destination in the fall. Kennebunkport is well worth a visit during the autumn season with its beautiful fall foliage, scenic waterfront trails, and exciting town festivals, including its Halloween celebration. Even without the summer crowds, the city retains its unique charm. 

Bar Harbor, a charming community on Mount Desert Island, is one of Maine’s most sought-out destinations. It is steeped in the natural beauty for which the state is famed, showcasing majestic mountains and rugged coastal scenery throughout the region. Also, Bar Harbor is near the famed Acadia National Park, where visitors can experience one of the country’s most awe-inspiring fall settings.

Portsmouth, a charming New Hampshire community along the Piscataqua River, features magnificent historic architecture and beautiful riverfront trails. Every fall, visitors flock there to immerse themselves in the charm of one of New England’s most quaint communities. Downtown Portsmouth offers a crisp, inviting atmosphere, along with delicious seasonal eateries to savor.

New Hampshire’s capital is a charming city adorned with historical buildings that create a delightful atmosphere for an autumn retreat. With nearby apple orchards, busy farmers markets, and pleasant trails that wind through forest landscapes, Concord is the ideal fall destination.