Events
Windependent Weekend
It’s the most wonderful time of the year! The holiday season is upon us, and there’s no better place to do your most important shopping th...
News & Events
News
Main Street America Workshop
Let’s get to work! Next week Old Town Winchester will be hosting a site visit from state and national level Main Street staff to assist in creat...
Events
Community Stakeholder Meeting
It’s time for our annual community stakeholder meeting! Please join us Tuesday, October 11 at the new Vibrissa Beer taproom to meet Old T...
Events
2022 Holiday Parade & Tree Lighting
The Holiday Parade returns to Old Town in 2022! Hosted by Winchester Parks and Recreation, the parade begins at 7 p.m. on Monday, November 28. The par...
Events
Winchester Pride
Winchester Pride returns to Old Town this weekend! The Annual Winchester Pride Celebration is back for it’s 3rd year after a 2 year delay with 5...
News
1st Ever Fiddles & Fifths a Success!
Thank you so much to all of our sponsors, performers, attendees, and volunteers who made FIDDLES & FIFTHS such a fantastic event! Check out...
News
Volunteer for Old Town!
Do you love Old Town Winchester? Are you looking for ways to get involved in making it even better? Whether your skills lie in promotion and social me...
Resources
Old Town Busker Guide
Are you a musician, artist, or performer who wants to show off your skills on the Loudoun Street Mall? Check out this quick guide we’ve put toge...
Events
Fiddles & Fifths Festival Schedule
The final schedule for the 2022 Fiddles & Fifths Festival has been announced! Check it out here or save it to your device for later viewing. Inclu...
Events
Rockin’ Independence Eve
It’s almost time for Rockin’ Independence Eve! Join us in Old Town Winchester on Sunday, July 3 for the return of an old favorite. We̵...