Annual Events

The En Ka Fair has been a tradition in Winchester since planning began in 1934. Scheduled for the third weekend in May, it has grown from a single ride and...

Winchester Town Day had its beginning in the mid-1970s when a group of town residents decided that a late spring community party would be a great way to start off...

Join us for this 4th annual student-organized celebratory and educational festival on the Winchester Town Common. This is a FREE event for families and children of all ages! To volunteer...

The 2024 Winchester Porchfest will be held on: Saturday, June 8, 2024 (rain date June 9) 12noon – 5:30pm Join us for a free community event, full of festive performances...