First Friday is back this week and the weather couldn’t be better! So let’s take a moment to recap what to expect and what you can look fo...

KidzFest is just around the corner! Join us in Old Town Winchester on Saturday, May 13 between 12-5PM to experience a fun, free day out for the whole ...

It’s Apple Blossom Time once again! As we gear up to celebrate the Bloom, we here in Old Town want to make sure you have the safest, smoothest, ...

Here it is, folks. The moment we’ve all been waiting for. Tickets for Fiddles & Fifths are officially ON SALE! Kids 12 and under free! Grab ...

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...

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...

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...

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...