Events
Now Accepting First Friday Applications!
Calling all artists! Do you want the chance to showcase, demonstrate, or sell your work for free on the Pedestrian Mall? Do you want to meet other art...
News & Events
Events
Chocolate Escape
Get a little extra sweetness in your life with our 10th annual Chocolate Escape! Join us in Old Town on February 4 from 2-5pm for specials, discounts,...
Events
2023 Special Events Calendar Announced!
2023, we’re ready for you! The Main Street program of Old Town Winchester is happy to present the 2023 year-at-a-glance calendar for special eve...
Events
Join us for a Midnight Moment in Old Town Winchester!
Out with the old and in with the new! As 2022 draws to a close, we’re looking forward to once again celebrating all across Old Town. While thing...
Events
Jolly Old Town Storefront Competition
Deck the mall with boughs of holly…and the rest of Old Town, too! It’s once again time for an old holiday favorite as we partner with the ...
Events
Holiday Open House & Winter Market
Join us for your new favorite holiday tradition! Winter in Old Town Winchester is about to get a bit more magical as we bring back the Holiday Open Ho...
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
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...