Mayor's Enchanted Trolley Tour
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Mayor's Enchanted Trolley Tour

The Mayor's Enchanted Trolley Tour brings holiday cheer to Boston neighborhoods for the 28th year. This festive event features Santa visits and tree lightings, spreading holiday spirit to children across the city. The tour travels through various Boston locations over a weekend.

What to Expect

Enchanted trolley tour with Santa and tree lightings

Know Before You Go

  • Tickets: FREE
  • Pets: No pets allowed (implied by 'no one rides the trolley apart from working staff')

Other Christmas Events Near Boston

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families and children

Vibe

Festive and cheerful

Energy Level

Low

Budget

FREE

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

High

Special Events & Promotions

  • Visits with Santa
  • Tree lightings

Tags

Santa visitstree lightingfamily friendlycommunity celebrationholiday traditionseasonal activitiesholiday cheerfree event

Location

Various Boston Neighborhoods
Boston, MA

Event Details

Duration

Weekend Event

Ages

All ages

Neighborhood

Various Boston Neighborhoods

Timed Entry

No

Organizer

City of Boston

Quick Actions

Tips & Advice

  • Check the specific schedule for each neighborhood to plan your visit to a convenient location.
  • Arrive a little early at each stop to secure a good viewing spot for the tree lighting and Santa's arrival.
  • Consider using public transportation to navigate between neighborhoods, as parking may be limited.
  • Dress warmly, as the event takes place outdoors in December.
  • This event is a great way to experience local holiday traditions in different parts of Boston.

Frequently Asked Questions

Can I ride the trolley?

No, only working staff and Christmas characters are permitted to ride the trolley.

Is there a cost to attend?

Admission to the Mayor's Enchanted Trolley Tour is free.

What time does the tour start each day?

On Saturday, the tour begins at 11 a.m. in West Roxbury. On Sunday, it starts at 12 p.m. in Dorchester. Specific times for each stop are listed.

Where does the trolley go?

The trolley visits various neighborhoods throughout Boston, including West Roxbury, Jamaica Plain, Roxbury, South End, Brighton, Dorchester, South Boston, Chinatown, North End, Charlestown, and East Boston.

Who sponsors the event?

The event is sponsored by Bank of America.

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.

Contributors & Updates

Last Updated: Nov 2, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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