The Best Fall Day Trips from Boston

Experience New England's Fall Foliage Without the Hassle

Living in the city and don’t have a car?  Or, Don’t feel like sitting in Boston traffic? No problem, we’ve got your covered!

Our Fall Day Trips from Boston make it easy to soak in the season’s stunning colors without the stress of planning. Each tour includes your Weekend Commuter Rail Pass, transportation in comfortable sprinter vans from the station to the activity and back, and admission to your guided experience—everything you need for a seamless and scenic day out.

Even better, your Commuter Rail pass is valid all weekend, so you can explore even more of Massachusetts before or after your foliage tour. Want to make it a full fall weekend? Book multiple tours and receive a $10 discount per traveler on each additional trip. to Learn more about How It Works click this link below

Find the Perfect Fall Day Trip from Boston

Visit an Ocean Spray Cranberry Farm

Ever dreamed of wading through a sea of fresh cranberries at harvest time? Now’s your chance with this unique fall Day Trip from Boston!

Our Fall Cranberry Bogger Tour lets you suit up and step into a flooded bog at a local, family-owned farm to help harvest this iconic New England fruit—just as it’s been done for over 200 years.

Wade through vibrant red berries
Sample fresh cranberry treats
Take home your own bag of hand-harvested fruit

Prefer to stay dry? Join our Guided Tour of a Working Cranberry Farm and watch the magic of the harvest unfold from the sidelines.

*This tour is seasonal and only runs a few times in September and October. Book your seat now! *

Experience One of New England’s Top Spots for Fall Foliage

Immerse yourself in the vibrant beauty of autumn with a self-guided visit to the New England Botanic Garden at Tower Hill in Boylston, MA—named one of the best places in New England to see fall foliage by Yankee Magazine.

Spanning 171 acres of hilltop gardens, woodland trails, and sweeping views of the Wachusett Reservoir, this oasis offers a breathtaking display of peak-season color. Wander at your own pace through seasonal gardens, peaceful conservatories, and forest paths lit up in reds, golds, and oranges.

The foliage season is short! Don’t miss out and book your spot today!

Skip the Traffic and Head to the Topsfield Fair!

Take the easy route to the Topsfield Fair with Keolis massAdventures! No traffic jams, no parking headaches. Just a smooth ride to all the food, fun, and festivities.

This Limited Time Package Includes:

-Commuter Rail Weekend Pass

-Shuttle from the Wenham MBTA Station to the Fair & Back at the end of the night

-Admission ticket to the Fair ($20 Value)

-$10 Food & Beverage Voucher

-BONUS GIFT: 15% off a future tour with Keolis massAdventures!

 

Seats are limited, book now!

Soak in Fall Foliage and History at Fruitlands Museum

Discover a hidden gem of New England during peak foliage at Fruitlands Museum, where art, nature, and history meet atop a stunning hilltop. Once home to a utopian experiment led by Louisa May Alcott’s father, the site now features exhibits on Shaker life, Native American history, and American art—all surrounded by breathtaking views of the Nashua River Valley ablaze in fall color.

Perfect for history buffs, art lovers, and leaf peepers alike.

Fall Into History, Nature, and Coastal Beauty at the Crane Estate

Celebrate the Fall season with a day trip to Castle Hill on the Crane Estate, where coastal beauty, vibrant foliage, and timeless history come together.

🍁 Tour the elegant Great House on our Guest of the Cranes experience
🍁 Hike hidden trails and gardens on our Hidden Gems guided walk
🍁 Kayak through the peaceful Crane Wildlife Refuge, perfect for beginners

Experience Concord in Full Color This Fall

Step into the heart of American history and literature during peak foliage season with a guided fall day trip to Concord, MA. Stroll tree-lined streets ablaze with autumn color as you explore one of New England’s most historic and picturesque towns.

🍂 Begin with the North Bridge & Beyond Walking Tour, where you’ll walk the path of the American Revolution, visit the iconic North Bridge—site of the “shot heard ’round the world”—and enjoy exclusive access to the historic Wright Tavern. Then, wander Concord’s charming downtown, filled with cozy cafés, boutique shops, and foliage-framed colonial architecture.


🍂 Want to go deeper? Add A Day at Louisa May Alcott’s Orchard House—tour the beloved author’s preserved home, stroll through her gardens, and take in the peaceful beauty of Walden Pond and Author’s Ridge during peak autumn color.

Don’t just leaf-peep- step into the stories that shaped America, surrounded by the best of New England fall.

What Travelers Are Saying About Our Day Trips Outside Boston

Every trip has been great! I don’t have a car, so it has been awesome to get out of Boston and check out some of the wonderful things New England has to offer! 

-Greer, 8x repeat traveler with Keolis massAdventures

“I took the Honeybound Meadery tour over the weekend tour and it was such a lovely time! Pick-up and drop-off went so smoothly, everyone was very friendly and welcoming and the mead and charcuterie were delicious. Would certainly take another tour with this company.”

-Eileen, From Hive to Glass Meadery Tour

Camille was so well organized and helpful throughout our trip and trip planning. My dad and I absolutely loved the kayaking adventure in Gloucester harbor. Would recommend to anyone traveling to the area (or MA locals) that wants to explore more of Massachusetts! “ -Sara M.  Gloucester Harbor Kayak