Make the most of New England’s most beautiful season with our Fall Day Trips from Boston. From brilliant fall foliage and historic estates to cranberry bogs, fall fairs, and seasonal favorites, we make it easy to experience the best of Massachusetts without worrying about driving, traffic, parking, or planning all the details yourself.
Your day trip includes your Weekend Commuter Rail Pass, round-trip transportation in a comfortable sprinter van between the train station and your destination, and admission to your experience. Simply hop aboard the Commuter Rail in Boston, and we’ll take care of the rest.
Fall is our most popular season, and many departures sell out weeks in advance. Don’t wait until the leaves start changing to make your plans—reserve your fall adventure today!
✔ Commuter Rail Weekend Pass
✔ Transportation throughout the day
✔ Admission tickets
✔ Trip itinerary
✔ Local recommendations
✔ Friendly & knowledgeable Staff
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! *
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!
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!
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.
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
Escape the city and spend the day wandering among more than 60 larger-than-life sculptures set across 30 acres of rolling hills, gardens, forests, and scenic views overlooking Flint’s Pond. Whether you’re an art lover, photographer, or simply looking for a peaceful afternoon outdoors, deCordova offers one of New England’s most unique outdoor experiences.
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