Winchester has many cultural offerings for residents and visitors alike to enjoy no matter what the time of year.
Winchester regularly comes together to celebrate arts and culture throughout the calendar year.
Long-running annual events like the En Ka Fair marks the beginning of summer for Winchester’s residents and brings the community together.
Winchester’s Town Day which began in the mid-1970s is another annual event to enjoy the town. Town Day continues to grow in popularity as a great way to kick off the summer in this quintessential New England town.
UPDATED AS OF THURSDAY, SEPT 21ST NOTE: NEW DATE FOR BEER GARDEN, SUNDAY, SEPT 24TH, 2-6 PM, GRIFFIN MUSEUM
Find out more »
Main and Thompson Streets will be closed from 4 pm-9 pm, stores will be open! 5:30 pm: Live performance by Pogo Fred 6:00 pm Live Music from Winchester's Sounds Like...
Find out more »
Market Season runs the 2nd Saturday of June through the last Saturday of October from 9:30am-1:30pm. Come explore and enjoy local food, music, artists, organizations & businesses at our weekly...
Find out more »
The Annual Glen Doherty Memorial 5K/10K Road Race is now in its second decade! This is our key fundraising event, and a fun one where everyone can participate - serious runners, casual runners,...
Find out more »
NEW DATE! Join us on Sunday, Sept 24th from 2:00 - 6:00 pm on the Griffin Museum of Photography's beautiful outdoor patio to enjoy locally crafted beer & cider from...
Find out more »
