Get in the spirit!
Boston’s beloved holiday tradition, the Mayor’s Enchanted Trolley Tour, is making its way through the city for its 28th year! This magical event brings festive cheer to neighborhoods across Boston with tree lightings, visits from Santa, and plenty of holiday spirit.
Sponsored by Bank of America, the trolley tour will spread joy over two days, starting on Saturday, December 7, and wrapping up on Sunday, December 8. Each stop features a holiday tree lighting ceremony complete with hot chocolate, and it’s the perfect chance to come together with family, friends, and neighbors to celebrate the season.
Charlestown, mark your calendars! The Enchanted Trolley will be making a festive stop at Winthrop Square (Training Field), on Sunday, December 8 at 5pm. Don’t miss your chance to see Santa, enjoy some holiday magic, and witness the lighting of Charlestown’s holiday tree.
With stops in neighborhoods from West Roxbury to East Boston, there’s a little holiday cheer for everyone. For the full schedule and details, check out the list below:
Saturday, December 7
- 11 a.m. – Hastings Lot, West Roxbury
- 12 p.m. – Wolcott Square, Readville
- 1 p.m. – Mattapan Square
- 2 p.m. – Hyde Square, Jamaica Plain
- 3 p.m. – J.P. Monument, Jamaica Plain
- 3:45 p.m. – Brigham Circle, Mission Hill
- 4:30 p.m. – Bolling Building, Roxbury
- 5:45 p.m. – Blackstone Square, South End
- 6:45 p.m. – Oak Square, Brighton
Sunday, December 8
- 12 p.m. – Codman Square, Dorchester
- 1 p.m. – Adams Corner, Dorchester
- 2 p.m. – M Street Park, South Boston
- 3 p.m. – Beach Street and Harrison Ave, Chinatown
- 4 p.m. – Paul Revere Mall, North End
- 5 p.m. – Winthrop Square (Training Field), Charlestown
- 6:15 p.m. – Maverick Square, East Boston
Questions? Contact the city’s Tourism, Sports, and Entertainment department at 617-635-3911 or email [email protected].
Bundle up, bring your holiday cheer, and let’s light up the season together!
Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.
