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.

Jul 2025
14 July 2025

Restaurant Week, July 14th-July 21st

estaurant Week, a delicious celebration of the town’s burgeoning dining scene that invites locals and visitors alike to taste what all the buzz is about.

Thank you to Costa Fruit and Produce for being the lead sponsor of Restaurant Week and to Distinctive Pergolas for supporting as a Business sponsor

Winchester, MA,