The Best Fall Day Trips from Boston

Experience the Best of Fall Foliage in Massachusetts—Without Driving

Fall is our busiest season. Many departures sell out weeks in advance—reserve your seat today.

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  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.

Every Tour Includes: 

✔  Commuter Rail Weekend Pass

✔ Transportation throughout the day

✔ Admission tickets

✔ Trip itinerary

✔ Local recommendations

✔ Friendly staff

Find Your 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! *

Discover Historic Plymouth, MA

Step into 17th-century New England on this all-inclusive day trip from Boston to Plimoth Patuxet Museums. Wander the immersive English Village and Historic Patuxet Homesite, climb aboard the iconic Mayflower II, and enjoy three hours to explore the scenic waterfront at your own pace. All without the stress of driving!

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!

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. 

Soak in Fall Foliage and History in Concord

Step into the world of Little Women with a visit to Louisa May Alcott’s Orchard House, where the beloved novel was written. This immersive experience takes you to historic Concord, offering a glimpse into Alcott’s life and the inspirations behind her timeless story. 

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

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