• Old Town Winchester Celtic Fest

    Join us in Old Town on March 16th from noon to 10 PM to celebrate Winchester’s Celtic heritage with food and artisan craft vendors, live enterta...

  • 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...

  • Chocolate Escape

    Join us in Old Town on Saturday, February 10th from 2–5 PM for our 11th annual Chocolate Escape! For just $5 each you can sample some incredible choco...

  • New Year’s Eve Glow Party & Laser Light Show ...

    Make your way to Old Town Winchester at 5:00 pm to catch an early New Year’s Eve dinner at one of Winchester’s fine dining establishments ...

  • Winchester Old Town Winter Village

    Be transported to a cozy European holiday market this Christmas season in beautiful, historic Old Town Winchester, Virginia! From Friday, December 8th...

  • Windependent Weekend

    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...

  • HalloWinchester

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

  • Fiddles & Fifths

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

  • First Friday

    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!

    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 ...

News

First Friday

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...

Events

Old Town Winchester Celtic Fest

Join us in Old Town on March 16th from noon to 10 PM to celebrate Winchester’s Celtic heritage with food and artisan craft vendors, live enterta...

Old Town Winchester News