Mayor's Enchanted Trolley Tour
The tour stops in neighborhoods across the city to celebrate the festive season with local communities. Attendees can gather to watch holiday tree lightings and enjoy visits with Santa and Christmas characters.
See more other Christmas activities near Boston
Plan Your Visit
Website / Tickets
When
Hours
Saturday, December 5: 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 6: 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.
Ages
All ages
Neighborhood
Various Boston Neighborhoods
Going?
Location
Tips & Advice
- Choose a neighborhood stop from the published schedule and note its listed arrival time before setting out.
- Check the schedule for your selected stop, since the tour visits different neighborhoods across both days.
- Plan to watch from a neighborhood stop rather than expecting a trolley ride; the public does not ride the trolley.
- If you want to see Santa or a tree lighting, select a stop on the tour route where those activities are part of the event.
Links & Contact
Run by City of Boston
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
What can visitors see and do at the tour stops?
The neighborhood stops feature holiday tree lightings, visits with Santa and other activities.
Can the public ride the trolley?
No. Only working staff and the Christmas characters ride the trolley.
Is this event aimed at families with children?
The tour brings holiday spirit to children across Boston and includes visits with Santa; no age limit is stated.
How can I choose a stop to attend?
The tour has scheduled stops in Boston neighborhoods on both days. Use the listed locations and schedule to choose a stop convenient for you.
Does the tour visit more than one neighborhood?
Yes. Stops are scheduled across Boston neighborhoods over two days, including West Roxbury, Mattapan, Dorchester, the North End and East Boston.
Browse Christmas in Boston
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.