Annual Events

The Farmer’s Market is every Saturday from 9:30-1:30 from now until October 29th @ the Town Common! The Winchester Farmers Market Community Hub serves as a vibrant community gathering place...

Winchester's FIRST BEER GARDEN! Join your neighbor's and friends for this first ever event to celebrate the Winchester Spirit on the beautiful Griffin Museum's outdoor patio! Live music provided by Kevin...

The Winchester Chamber of Commerce invites all residents of Winchester and beyond to plan for a great night of fireworks to celebrate a hometown hero and the Winchester Spirit.  An amazing community...

This is a race to honor our hometown hero Glen Doherty. Glen was a former Navy SEAL who sacrificed his life in order to save other people. Winchester helped to...

Welcome to Rise + Shine Marketplace where shoppers rise & makers shine! We are thrilled to welcome you with open arms and share the talent we have gathered for you...

The Holiday House Tour is back!  Join us for this very festive event and view the amazing decorations of six of Winchester's houses.  Tickets may be purchased at Book Ends...

Are you a woman in business who is looking to grow your business or be more known across the Greater Winchester area? If so, join us for this fun and...

When is Music MAYnia? Music MAYnia is traditionally held the first Sunday in May. This year it is May 7, 1:00–5:00 PM, rain or shine. What is Music MAYnia? Music...

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...

We are very excited to that the Winchester ride is back on June 10, 2023! We will again be riding at Lynch Elementary School and the adjacent neighborhood. Thank you...