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...
In celebration of Black History Month, Old Town Winchester in partnership with Selah Theatre Project and Bright Box presents the premiere of RUTH̵...
Restaurant Week returns February 20-25! The 9th Annual Winchester Restaurant Week, presented by the Winchester Main Street Foundation, provides an opp...
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...
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...
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,...
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...
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...
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 ...
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...
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...