• OTW 2020 Entertainment and Events

    This year’s theme in Old Town Winchester coincides with the 50th anniversary of Virginia is for Lovers – and we invite you to join us because Old Town...

  • February 2020 Old Town Newsletter

    What is there to LOVE about Old Town Winchester this month? We’ve got it all right here! From Chocolate Escape and First Fridays to all the ways...

  • 2020 City Calendars Available

    The City’s 2020 calendars are now available! Calendars have been mailed to all 22601 addresses. If you are outside the 22601 area and would like...

  • OTW App Updated

    The Old Town Winchester App has been updated and refreshed! Available now for FREE on Google Play and the iTunes Store. Download today!

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.

Winchester 275th Logo FINAL

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