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17 Boston Events | Fall 2021

Photo via Boston Globe

Fall has arrived in a gorgeous display of bursting foliage and it’s no surprise why so many New Englanders claim it’s their favorite time of the year. Warm afternoons spent on sunny patios sipping wine can be followed by cooler evenings bundled in cozy cardigans exploring the city sites. To get you started, here’s a list of super-fun, fall-inspired events happening in and around Boston to get you started this season.


Fall 2021
The Perfect Fall Day in Boston
via Boston Magazine


October 2021
Head of the Charles
Cambridge, MA


October 17th
John Legend
Orpheum Theatre


October 31st at 2pm
Spooky Scavenger Hunt
Boston Public Market


October 31st
Ghosts & Graveyards Galore!
Halloween Tours in Boston


Thru October 31st
Rocky Horror Picture Show
The Lab in Cambridge


November 6th
Food Truck Festival
Suffolk Downs


November 7th
Boston Wine Expo
Various Locations


November 9th
Home Design Market
Boston Design Center


Fall 2021
Foliage & Garden Tours
Emerald Necklace Boston


November 11-13th
Build Your Winter Toolkit
Canyon Ranch Lenox


November 17th
Classic Apple Pie Workshop
Appleton Farms –  Hamilton & Ipswich


Thru November 23rd
Farmers Open Market
Copley Square Boston


Thanksgiving 2021
How to Celebrate all Weekend
Dining, Shopping & Events


December 3rd – 12th
Holiday Artist Festival
Sowa Design Destrict


Premieres December 5th
Wild: A Musical Becoming
American Repertory Theater


Thru December 26th
The Nutcracker
Opera House/Boston Ballet

Julie Harrison