As the leaves transform into a vibrant tapestry of reds, oranges, and yellows, and a crispness fills the air, Bostonians and visitors alike begin to crave escapes from the bustling city. The autumn season in New England is a spectacle to behold, and fortunately, a wealth of captivating destinations lie within easy reach of Boston, offering the perfect opportunity for a memorable day trip. Whether you’re seeking historical immersion, breathtaking natural beauty, or a touch of spooky charm, there’s a fall day trip from Boston to satisfy every taste.
These excursions promise a delightful break from urban life, providing a chance to explore the region’s rich history, indulge in seasonal delights, and witness the stunning fall foliage that makes New England famous. From exploring ancient mysteries to navigating colossal corn mazes, and from stepping back in time at living history museums to enjoying the charm of coastal towns, these day trips offer diverse experiences that capture the essence of autumn in New England. So, pack your bags, grab your camera, and prepare to embark on an unforgettable adventure to one of these exceptional destinations. Here are The 11 Best Fall Day Trips From Boston:
1. America’s Stonehenge: Unraveling Ancient Mysteries
Venture just 40 minutes north of Boston to Salem, New Hampshire, and discover a site shrouded in mystery: America’s Stonehenge. This intriguing complex of megalithic stone structures bears a striking resemblance to its namesake across the Atlantic. Spread across 30 acres, you’ll find a network of cave-like dwellings and stone formations meticulously aligned with astronomical events.
As you explore the site, ponder the origins and purpose of these ancient constructions. Some believe they were built by early European settlers, while others propose a pre-Columbian origin, perhaps constructed by indigenous peoples. Regardless of its true history, America’s Stonehenge offers a fascinating glimpse into the past and a unique opportunity to connect with the enigmatic spirit of New England. The crisp autumn air and the colorful foliage surrounding the site create an especially enchanting atmosphere for exploration.
2. Davis Farmland Discovery Farm: Conquer the Mega Maze
For a day of family-friendly fun and autumnal challenges, head to Davis Farmland Discovery Farm in Sterling, Massachusetts, a scenic one hour and ten minutes drive from Boston. This expansive farm is home to the Mega Maze, one of New England’s largest and most intricate cornfield mazes. Spanning eight acres, the maze presents a delightful challenge for visitors of all ages, as they navigate through towering stalks of corn, seeking the elusive exit.
Beyond the maze, Davis Farmland offers a plethora of other attractions to keep you entertained throughout the day. Engage in apple and pumpkin picking, enjoy the spray grounds, and marvel at the animal showcase. During the fall, live music performances and a variety of food options add to the festive atmosphere. Davis Farmland promises a day filled with laughter, exploration, and unforgettable memories. Tickets should be purchased online in advance to guarantee entry to both attractions.
3. Old Sturbridge Village: A Journey into the 1830s
Step back in time at Old Sturbridge Village, a sprawling 200-acre living history museum in Sturbridge, Massachusetts. Just over an hour’s drive from Boston, this meticulously recreated New England town transports visitors to the 1830s. As you enter the village, you’ll be greeted by costumed interpreters who embody the roles of blacksmiths, farmers, merchants, and other residents of a 19th-century community.
Explore the historic buildings, including homes, shops, and a working farm, and witness demonstrations of traditional crafts and trades. Engage in conversations with the interpreters, who share insights into the daily lives, customs, and challenges of people living in early 19th-century New England.
Fall is a particularly enchanting time to visit Old Sturbridge Village, with the vibrant foliage providing a stunning backdrop to the historic buildings. Special Autumn Harvest Weekends often feature demonstrations of traditional harvesting techniques, opportunities to interact with farm animals, and displays of artisan crafts.
4. Castle in the Clouds: Breathtaking Panoramas and Hiking Trails
Escape to the mountains of Moultonborough, New Hampshire, just over a two-hour drive from Boston, and discover the majestic Castle in the Clouds. This spectacular 5,500-acre estate, built in 1914 by the eccentric industrialist Tom Plant, offers breathtaking views of Lake Winnipesaukee and the surrounding landscape.
Explore the castle itself, a unique example of Arts and Crafts architecture, and learn about the life and times of its visionary owner. Wander through the estate’s extensive network of hiking trails, which wind through forests, past cascading waterfalls, and to panoramic viewpoints. The crisp autumn air and the vibrant fall foliage create an unforgettable experience for hikers of all levels. After your hike, relax and refuel at the onsite café, offering a variety of lunch options.
5. Newburyport: Coastal Charm and Maritime History
For a delightful coastal escape, head to Newburyport, Massachusetts, a charming waterfront town located just 45 minutes north of Boston. This historic seaport boasts a rich maritime heritage, evident in its picturesque harbor, historic architecture, and vibrant downtown.
Stroll along the waterfront, admire the sailboats bobbing in the marina, and explore the town’s many shops, boutiques, and art galleries. Indulge in fresh seafood at one of Newburyport’s renowned restaurants, or enjoy a casual meal at a waterfront café.
Just a short drive from Newburyport lies Plum Island, a beautiful barrier island with pristine beaches and a historic lighthouse. Climb to the top of the Plum Island Lighthouse, also known as the Newburyport Harbor Lighthouse, and enjoy panoramic views of the coastline.
6. Portsmouth: A Seacoast Gem
Cross the border into New Hampshire and discover Portsmouth, a historic waterfront city brimming with charm and character. Located just an hour’s drive from Boston, Portsmouth offers a delightful blend of history, culture, and coastal beauty.
Explore the city’s historic district, with its well-preserved colonial architecture, quaint shops, and art galleries. Discover the city’s maritime history at the Strawbery Banke Museum, a living history museum that recreates life in a 17th-century seaport.
Portsmouth boasts a vibrant culinary scene, with a wide variety of restaurants, breweries, and cafes to satisfy every palate. Enjoy fresh seafood, sample local craft beers, or indulge in a delicious pastry at a cozy bakery.
7. New England Countryside: A Fall Foliage Spectacle
Immerse yourself in the splendor of New England’s fall foliage with a guided bus tour through the countryside. These tours typically depart from Boston and take you on a scenic journey through charming towns, picturesque villages, and stunning landscapes ablaze with autumn colors.
Enjoy stops at local orchards for apple picking and cider tasting, and marvel at the iconic New England scenes of covered bridges, white-steepled churches, and rolling hillsides painted in vibrant hues. A Fall Foliage bus tour offers a convenient and comfortable way to experience the beauty of autumn in New England.
8. Plimouth Patuxet Museums: Discovering Early American History
Embark on a historical pilgrimage to Plimouth Patuxet Museums (formerly Plimoth Plantation) in Plymouth, Massachusetts, the site of the first permanent English settlement in New England. This living history museum brings to life the story of the Pilgrims and their interactions with the indigenous Wampanoag people.
Explore the recreated 17th-century English village, interact with costumed interpreters portraying historical figures, and learn about the challenges and triumphs of early colonial life. Visit the Wampanoag Homesite, a living exhibit that showcases the traditional homes, crafts, and culture of the Wampanoag people.
Complete your visit with a stop at Plymouth Rock, the iconic symbol of the Pilgrims’ arrival in America, and a tour of the Mayflower II, a full-scale replica of the ship that carried the Pilgrims across the Atlantic.
9. Salem: Embracing the Spooky Season
Embrace the eerie atmosphere of Salem, Massachusetts, the infamous site of the Salem Witch Trials of 1692. Located just 25 miles north of Boston, Salem is easily accessible by car or public transportation, making it a perfect day trip destination, especially in October.
Explore the town’s many witch-themed attractions, including the Salem Witch Museum, the Witch History Museum, and the Witch Dungeon Museum. Take a walking tour of the town’s historic sites, and learn about the events that led to the tragic witch trials.
Browse the eclectic shops selling occult supplies, witch-themed souvenirs, and other curiosities. Enjoy a meal at one of Salem’s many restaurants, and soak in the spooky atmosphere of this unique and historic town.
10. Walden Pond: Tranquility and Literary History
Find solace and inspiration at Walden Pond State Reservation in Concord, Massachusetts, a tranquil oasis made famous by the writings of Henry David Thoreau. Just a 35-minute drive west from Boston, Walden Pond offers a peaceful escape from the city.
Walk along the shores of the serene pond, and reflect on Thoreau’s experiment in simple living. Explore the surrounding woods, and discover the site of Thoreau’s cabin.
Walden Pond is a popular destination for swimming, boating, and hiking. The fall foliage adds to the beauty of the landscape, making it an ideal spot for a relaxing and contemplative day trip.
11. Hyland Orchard: Family Fun and Seasonal Delights
For a day of family-friendly fun and seasonal delights, head to Hyland Orchard in Sturbridge, Massachusetts. This charming orchard offers apple picking, wagon rides, and a petting zoo, making it a perfect destination for families with young children.
Enjoy live music on weekends, and sample local craft beers at the Rapscallion Brewery & Tap Room, housed in a historic apple barn. Hyland Orchard provides a delightful blend of outdoor activities, seasonal treats, and family-friendly entertainment.
The 11 Best Fall Day Trips From Boston offer a diverse range of experiences, from historical immersion and natural beauty to spooky thrills and family fun. These destinations provide the perfect opportunity to escape the city and embrace the magic of autumn in New England. Whether you’re a local looking for a weekend adventure or a visitor eager to explore the region, these day trips promise unforgettable memories and a chance to discover the beauty and charm of Massachusetts and its neighboring states. These trips near The 11 Best Fall Day Trips From Boston are memorable.
