7 Best Fall Day Trips from Boston, Massachusetts
Everyone should experience Fall in New England at least once.
Colors are inspiring, the air is crisp, and little small towns are buzzing with charm, and are the perfect scenery for a day trip.
You’re here because you’re ready to escape the bustle of Boston for a day and take in some seasonal beauty in surrounding areas.
Whether you live in the area or are just passing through, these day trips can provide a refreshing break and a look at some of the best that Massachusetts and the neighboring states have to offer.
Boston is a great city, but every now and again you need to get out of town, and fall is just about the ideal time to do it.
This article will help you find some of the best places to visit within a short drive from the city.
You’ll discover a wonderful blend of old-school New England towns, picturesque coastal spots and some off-the-beaten-path hidden gems that shouldn’t be missed and are all within striking distance for a perfect autumn day trip.
Whether you want to hike, shop or just enjoy the fall foliage, there’s something here for everyone.
1. Salem, Massachusetts
Salem — home of the infamous witch trials — is THE place to visit in the fall, especially around Halloween.
The town transforms into a scene of spooky decorations, haunted tours and festive gatherings celebrating its haunted past.
Beyond the witch-themed attractions, Salem gives visitors beautiful waterfront views, historic homes and charming downtown filled with unique shops and cafes.
A tour of the Salem Witch Museum or a walk along historic Chestnut Street will deepen your understanding of this town’s storied past.
2. Concord, Massachusetts
Concord is a classic New England town steeped in history and literary significance.
In autumn, the town’s tree-lined streets and historic landmarks are cloaked in magnificent foliage.
Go to Walden Pond, where Henry David Thoreau wrote his classic, or take a stroll on the historic Battle Road Trail, site of the first battles of the American Revolution.
Downtown Concord is also worth checking out, for its quaint shops and cafes, and Concord Museum, which delves into the town’s rich history.
3. The Berkshires
For those wanting to disconnect from their daily routine for a day, the Berkshires provides the beauty of nature.
This mountain region in western Massachusetts is famous for its fall foliage, drawing leaf-peepers by the thousands.
Enjoy a scenic drive down Route 7, hike to the top of Mount Greylock (the state’s highest point) or stop by the charming towns of Lenox and Stockbridge, which have a variety of cultural sites, art galleries and cafés.
The Berkshires also have fall festivals and events that make the area a little more special.
4. Ipswich, Massachusetts
Known for its beautiful beaches and historic homes, Ipswich is a coastal town just north of Boston.
In the fall, the changing leaves only add to the town’s natural beauty, making it an ideal place to visit for the day.
Take a trip to Crane Beach, one of New England’s most pristine beaches, or roam the grounds of the Crane Estate, a stunning historic mansion located on 2,100 acres of manicured grounds.
Ipswich is also known for its clams, so stop by a local seafood shack to sample this regional delicacy.
5. Stowe, Vermont
Though a bit of a drive, Stowe, Vermont, is definitely worth the road trip for its stunning autumn views.
Nestled in the Green Mountains, this scenic town is home to some of New England’s finest leaf-peeping.
Take a scenic drive along Route 100, hike on the property on Mount Mansfield or just walk around the quaint downtown area filled with breezy boutique shops and warm restaurants.
The brilliant colors of fall foliage against Stowe’s small-town charm make it a destination that’s ideal for a Boston day trip in autumn.
6. Rockport, Massachusetts
In fall, the town’s working harbor and rocky coastline are framed by the colors of autumn — an arresting background for a day of exploration.
Stop by the famous Motif No. 1, a red fishing shack considered to be one of America’s most painted buildings, or check out the many art galleries and shops that line Bearskin Neck.
If you prefer, you can also get lunch or dinner on the, seafood (after all, like all its neighbors, there is become a seafood restaurant in Rockport.)
7. Lexington and Concord, Massachusetts
History buffs should not miss a day trip to Lexington and Concord.
These neighboring towns figure prominently in the history of the American Revolution, and their historic sites are particularly beautiful in autumn.
Hike the Battle Road Trail, explore the Minute Man National Historical Park, or tour the homes of famous authors, including Louisa May Alcott and Nathaniel Hawthorne.
Autumn leaves committed over these historic landscapes add another level of beauty, making this a wonderful time to visit and ponder our nation’s early story.
Conclusion, 7 Best Day Trips for Fall from Boston, Massachusetts
Boston is flanked by a multitude of picturesque, historic destinations, all of which boast their own unique fall season offerings.
Whether you find chills with witches on the streets of Salem or thrills in the Berkshires mountains, these day trips provide some of the best autumn experiences New England has to offer.
Whether you’re seeking history, nature or simply a peaceful getaway, these destinations are bound to make for an unforgettable fall.
So grab your camera, pack a cozy sweater and hit the road to discover the best of Massachusetts and beyond this fall.
