Events
First Friday
Spring is in the air, and we know what that means—First Fridays are back! Let’s take a moment to recap what to expect and what you can look forw...
Category Archives: News
Events
Fiddles & Fifths Headliner Announced
Direct from Nashville, Tennessee, it’s THE STEELDRIVERS! What began as a casual jam session over a decade ago has become one of today’s l...
Blog
Hello from Main Street!
It’s hard to believe that the first quarter of 2023 is almost in the books already! It seems like just yesterday we were ringing in the new year...
Events
Celtic Fest
Is spring in the air already? Or is that just the feeling of Celtic Fest, fast approaching? Celtic Fest is back this year for another celebration of a...
Events
Restaurant Week 2023
Restaurant Week returns February 20-25! The 9th Annual Winchester Restaurant Week, presented by the Winchester Main Street Foundation, provides an opp...
Events
Black History Month Art Walk
All February long, visit your favorite Old Town businesses to see brand new works of art from local Black artists up on display! We partnered with our...
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...
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
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 ...
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...