Boston Holiday Events

It's rough living in Boston come wintertime. It's cold, snow makes getting around difficult, and daylight is practically nonexistent. Thank heavens for the holidays. Even if all the gift-buying and planning stresses you out, you can't help but feel joy as you walk around the city all lit up and decked out in its holiday best. And what better way to get into the spirit than with Boston's fabulous event offerings?

(Photo: Downtown Crossing Holiday Market)

Updated: November 09, 2009

Boston Holiday Planner


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Frog Pond on Boston Common

Beacon St, Boston, MA 02108

What's the best way to get in some physical activity when it's cold out while having TONS of fun? Ice skating, of course! No rink is more quintessentially Boston than Frog Pond at Boston Common. The leafless trees and grassy hills of the Common create a scenic backdrop to an afternoon or evening of skating. If you like, head there at night: The rink is open until 10pm on Fridays and Saturdays.


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Boston Common

South side of Beacon Hill, Boston, MA 02108

On Dec. 1, head downtown for the 70th annual Boston Common Tree Lighting. Mayor Menino officiates at the lighting of this behemoth of a tree, a gift from the province of Nova Scotia. Bundle up, grab a cup of hot cider, and head down early to secure yourself a spot with a good view. The lighting is preceded by a full lineup of performances.


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Harvard Square

JFK St at Massachusetts Ave, Cambridge, MA 02138

Lots of latkes! If none of your friends or family members is holding a latke party this year, fear not. The Harvard Square Business Association hosts its fifth annual Everyone Loves Latkes Party on Dec. 18. The party takes place outside at Winthrop Park on the corner of JFK and Mt Auburn Street. All your favorite Harvard Square restaurants, including Upstairs on the Square and Grendel's Den, will be on hand with FREE latkes. A happy Hanukkah indeed!


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Downtown Crossing

Washington St and Winter St and Summer St, Boston, MA 02111

Now in its third year, the annual Downtown Crossing Holiday Market is a charming destination for your holiday shopping needs. Located on the pedestrian-only stretch of Summer Street, the market takes place inside a heated tent, making the outdoor market experience more pleasant. Vendors range from local farmers and artisan food-makers to artists and people selling a whole range of jewelry, clothing and accessories. Whether you are looking for that perfect gift or just looking to treat yourself, the Holiday Market should be one of your first stops.


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Boston Ballet

19 Clarendon St, Boston, MA 02116

For over a month, the Boston Ballet performs its take on the beloved holiday favorite, "The Nutcracker." This year's performance is sure to please as the Ballet celebrates as this season marks artistic director Mikko Nissinen's 10th anniversary season. And if you thought the ballet was outside of your budget, think again. Tickets to the performance start at just $25.


Trinity Church

545 Boylston St Lbby 3, Boston, MA 02116

It's time to dust off that songbook and exercise those vocal chords. If you only let yourself sing in public once a year, the time to do it is for the holidays. What better place to sing than at Boston's stunning and historic Trinity church in Copley Square. The church holds its annual Candlelight Carols event on Dec. 17. Admission is free with a suggested donation of $10. Doors open at 3pm and the event begins at 4pm. Arrive early to secure a spot.