The Weekender: A Guide to Boston’s Holiday Season


‘Tis the season when Boston is aglow with twinkling lights and the whole city seems to be brimming with holiday cheer. No matter what holiday it is you’re celebrating, everyone can take part in the festive activities that Boston has to offer this time of year.

Ice Ice Baby | Ice Skating on Frog Pond

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Ice skating season officially begins this Friday on Boston Common’s Frog Pond. Sharpen up those skates and start working on your triple salchow.

Sloshed St. Nick | SantaCon

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Dust off your santa suit and get ready for a jolly good bar crawl! With over 2,000 white and red clad revelers last year, this year’s SantaCon promises to be a big event.


Holiday Hits | Holiday Pops Concert

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Boston’s favorite Pops Orchestra hosts a seasonal concert series that will showcase playful symphonic arrangements of your holiday favorites.

Hanukkah Display | 8 Nights, 8 Windows

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The 8 Nights, 8 Windows, Boston’s first Jewish public art project, features art in windows all across the city, ensuring that all eight nights of your Hanukkah will be festive ones!

Trim the Tree | Boston’s Official Christmas Tree

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Boston Common hosts the city’s official Christmas tree. The sparkling 49 foot spruce from Nova Scotia bedecked with ornaments and lights galore is quite the spectacle.

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Bagpipers On Demand

This St. Patrick’s Day, you can request the Bagpipes option in-app to get a free, live performance at your doorstep. Treat yourself or share the luck and surprise a friend with pipers at their doorstep. —just make sure they’re available. Enter code BAGPIPES in the app to unlock the Bagpipes option between noon and 4pm […]