| January 16 – March 3 15th Annual Winter Carnival January 16 – 19 Passim’s 22nd Annual BCMfest January 23 – 26 17th Annual Chocolate Weekend January 25 Chocolate Tasting Event |
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| January TBD Hasty Pudding Woman of the Year January TBD Hasty Pudding Man of the Year February 1 Chinese New Year Celebration Feb 7-8 Show Your Love for Black-Owned Businesses Marketplace Pop-up February 8 “Some Like It Hot” Chili Cook-off |
 February 9 Superbowl February 14 – 16 Lovin’ the Square Valentine’s Events March 2 Dr Seuss’ Birthday March 14 – 17 Harvard Go Bragh March TBD Winter Dine Out April 20 Easter April 22 Earth Day Cleanup April 27 – 28 Harvard Visitas May 4 40th Annual MayFair  May 11 Mother’s Day May 17 DX People’s Party Concert May 18 MayFair Rain Date May 22 Patios in Bloom May 23 – 25 Boston Calling  May 29 374th Harvard Commencement May 31 Attic Vintage Block Party June 15 Father’s Day June 19 Juneteenth June 21 Make Music Harvard Square  June 21 Bookish Ball / Shakespeare Birthday Celebration June 28 Wilks Productions Car Show July 11-12 12th Boston JerkFest July 25 11th Annual Salsa Squared  August 2 Hip Hop Festival August 8 Outdoor Movie Night August 30 Asian Night Market September 7 31st Annual Cambridge Carnival International September 9 Welcome Back Students Event September 14 Thai Festival September 21 Riversing September 23 Grolier Birthday Party October 12 46th Annual Oktoberfest and 20th HONK! Parade  October 13 Oktoberfest Rain Date October 17 – 19 60th Annual Head of the Charles Regatta October 30 – November 2 Harvard Scare November 27 Thanksgiving November 28 – December 31 Sparklefest November 29 Tree Lighting Ceremony  December 6 Giving Tree Kickoff December 13 Hanukkah Celebration December 19 – 21 Shop Over Weekend December 20 Santa Claus Jazz Band Concert  |