Events

HalloWinchester

HalloWinchester is a celebration of all the incredible autumn and Halloween events happening throughout October in Old Town Winchester! Whether you...

Events

Fiddles & Fifths

FIDDLES & FIFTHS BLUEGRASS & BOURBON FESTIVAL Back for another year, it’s Fiddles & Fifths in Old Town Winchester! Get ready for an ...

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...

Events

KidzFest!

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 ...

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...