Events Calendar

Winchester has many cultural offerings for residents and visitors alike to enjoy no matter what the time of year.

So many ways to enjoy Winchester

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.

Dec 2022
01 December 2022

Winchester Holiday Stroll

Join us for a fun-filled weekend full of events for neighbors, families and friends! A Kick-Off Shopping Event begins on Thursday night where the downtown stores will be open late...

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