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Mayor Michelle Wu Announces Dates for the 30th Annual Enchanted Trolley Tour

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City of Boston

Mayor Michelle Wu and the Mayor's Office of Tourism, Sports and Entertainment announced the 30th Annual Enchanted Trolley Tour. This year’s tour will visit 16 neighborhoods across Boston on Saturday, December 5 and Sunday, December 6. 

“For 30 years, the Enchanted Trolley Tour has brought the magic of the holidays to neighborhoods across Boston, bringing families together around tree lightings and holiday cheer to kick off the season,” said Mayor Michelle Wu. “We thank all of our neighborhood partners and Bank of America for helping us continue this beloved tradition across our City.”

The Mayor's Enchanted Trolley Tour continues the festive tradition of holiday tree lighting and Santa visits throughout the City. This event is presented by Bank of America, and supported by CityView Trolley Tours. All Enchanted Trolley Tour stops feature giveaways and visits from Santa, Mayor Michelle Wu, and Office of Neighborhood Services staff.

“Boston’s Enchanted Trolley Tour is a highlight of the holidays every year, a chance to delight residents and visitors of all ages with the magic of the season,” said Miceal Chamberlain, President, Bank of America Massachusetts. “Bank of America looks forward to this wonderful event every year, and is proud to once again join Mayor Wu and the entire City of Boston in welcoming the Enchanted Trolley Tour and Tree Lightings to all of the city’s neighborhoods.”

Enchanted Trolley Tour dates, times, and locations are as follows:

Saturday, December 5

  • 11:00 a.m. — Hastings Lot, West Roxbury 
  • 12:00 p.m. — Wolcott Square, Readville
  • 1:00 p.m. — Mattapan Square
  • 2:00 p.m. — Hyde Square, Jamaica Plain 
  • 3:00 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

  • 12:00 p.m. — Codman Square, Dorchester
  • 1:00 p.m. — Adams Corner, Dorchester
  • 2:00 p.m. — M Street Park, South Boston
  • 3:00 p.m. — Beach Street and Harrison Ave, Chinatown
  • 4:00 p.m. — Paul Revere Mall, North End
  • 5:00 p.m. — Winthrop Square (the Training Field), Charlestown
  • 6:15 p.m. — Maverick Square, East Boston 

Complementing the 30th Annual Enchanted Trolley Tour, the City of Boston will host holiday celebrations across City parks and on Newbury Street. From Nov. 23 to Dec. 3, the City will host holiday tree lightings in parks spanning the North End, Back Bay, and South Boston. And on Dec. 6, Newbury Street will be car-free from 10:00 a.m. to 6:00 p.m. The City encourages Newbury Street businesses to activate their outdoor spaces with family-friendly activities, pop-up parklets, brand activations, and other programming. In the event of inclement weather, the event will be rescheduled for Dec. 13.

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ABOUT THE MAYOR’S OFFICE OF TOURISM, SPORTS, AND ENTERTAINMENT

The Mayor's Office of Tourism, Sports, and Entertainment strengthens Boston's tourism industry by producing events, supporting film, and TV production, and marketing the city to conventions and visitors. Its mission is to advance tourism in Boston and promote participation in public celebrations. For more information, visit boston.gov/tourism or follow the department on social media @VisitBostonCity.

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