Looking for festive holiday day trips from Boston without worrying about driving, traffic or parking? Keolis massAdventures makes it easy to experience some of the best holiday activities and attractions in Massachusetts with transportation taken care of.
From historic estates decorated for Christmas to twinkling light displays, castles and cozy seasonal experiences, our holiday adventures are designed for Boston locals and visitors who want to get out of the city and experience more of Massachusetts.
All trips include your MBTA Commuter Rail transportation, transportation between the station and your destination, and admission or your featured experience. Just meet us at the train and enjoy your holiday adventure
Experience one of the best holiday light displays in Massachusetts on an unforgettable evening trip from Boston!
This holiday season, step into Fantastical Forest, the all-new theme for 2026. Wander through a dazzling winter wonderland illuminated by more than half a million lights, where nature, fantasy, and imagination come together along winding garden paths. Discover whimsical surprises around every corner, take in spectacular seasonal displays, and make new holiday memories with friends and family.
” It was amazing just being able to sit back and relax on the train, not worrying about having to figure out what to do after getting to the station. Mike was extremely kind and helpful from the moment our train arrived to when it departed. Everything about the trip was truly seamless! The maple sugaring tour itself was also an incredibly unique and fun experience.” -Maha C
Visiting Castle Hill at Christmas is a time-honored holiday tradition! This year, experience the Great House transformed with festive décor inspired by the masterworks of Monet, Van Gogh, Botticelli, Kahlo, and other iconic artists. Explore at your own pace while interpreters stationed throughout the rooms share stories and details along the way.
Complete your holiday visit with freshly baked cookies and hot chocolate, the festive Crane Holiday Eye Spy, and time to browse the Castle Hill Gift Shop.
Best of all? We take care of the transportation! Sit back, skip the holiday traffic and parking hassle, and enjoy a festive day at Castle Hill from start to finish.
Step inside a medieval-style castle decked out for the holidays on the New England coast!
The Hammond Castle Museum, built in the 1920s by eccentric inventor John Hays Hammond Jr., is a stunning mix of history, architecture, and innovation. Wander through its grand halls, secret passageways, and oceanfront grounds at your own pace, uncovering the fascinating legacy of one of America’s greatest inventors.
Celebrate the season with this hands-on, one-of-a-kind holiday adventure!
” The trip to Castle Hill Cranes Estate was worthwhile. Keolis provided excellent communication prior and during the trip – when the pick up was going to be a bit late, there was an immediate text. Keolis made it a seamless trip!” -Nancy C
