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Enchanted Trolley Tour Boston

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If new information for this event is already available for this year, please let us know.
Dates:Saturday, December 2, 2023 - Sunday, December 3, 2023
Hours:See individual listings

enchanted trolley tour boston photoFor the 27th year, the Mayor's Enchanted Trolley Tour will continue the festive tradition of lighting holiday trees while bringing holiday spirit to children across Boston.

This year, the Mayor's Enchanted Trolley Tour will start on Saturday, December 2, and end on Sunday, December 3, in neighborhoods throughout Boston.

This event includes visits with Santa, Mayor Wu, Office of Neighborhood Services staff, tree lightings, and more.

On the first day of the 2023 Mayor’s Enchanted Trolley Tour, the trolley will be stopping at the following locations.

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

On the second day of the 2023 Mayor’s Enchanted Trolley Tour, the trolley will be stopping at the following locations.

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 (the Training Field), Charlestown
6:15 p.m. - Maverick Square, East Boston

The Mayor's Office of Tourism, Sports and Entertainment is committed to producing fun and free public events for Bostonians and visitors to the City. For more information, please call 617-635-3911, visit, or follow @VisitBostonCity on Twitter.

Discover more Boston holiday events & shows in our handy guide to winter fun for the whole family!



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Phone: 617-635-3911

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