• 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 ...

  • 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...

  • 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...

  • Main Street America Workshop

    Let’s get to work! Next week Old Town Winchester will be hosting a site visit from state and national level Main Street staff to assist in creat...

Welcome To Old Town Winchester, Virginia!

Whether you come here to visit, live, work, or invest, you’ll find Old Town to be a rare gem of a place.

Discover charming shops, delicious restaurants, centuries-old architecture, numerous historical landmarks, and museums waiting to be explored. Old Town Winchester offers convenience, charm, and a warm welcome to all. Discover Old Town Winchester and join us at downtown Events. 

Check out this video profile to experience Old Town Winchester.


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