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...
News & Events
Events
Black History Month: Ruth’s Tea Room
In celebration of Black History Month, Old Town Winchester in partnership with Selah Theatre Project and Bright Box presents the premiere of RUTH̵...
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
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...