• Old Town Winchester Sign

    Happening This Weekend

    Friday, December 19th: Moon Hooch w/ Threesound: Brooklyn-based Moon Hooch make a distinct brand of instrumental jazz-, dance-, and rock-influenced mu...

  • Winners

    Holiday Window Contest Winners Announced

    The Old Town Development Board is happy to announce the winners of the annual holiday window contest. WINNERS: Original: Just Like Grandma’s at 46 E. ...

  • FNWinchester Apple Drop

    First Night Winchester

    New Year’s Eve at First Night Winchester 2015! Ring in the New Year at First Night Winchester in historic Old Town!  This is the largest, family-frien...

  • Springfield Exit Featured

    Bluegrass in the Ballroom

    The George Washington Hotel will be continuing their Bluegrass in the Ballroom series on December 18th. The event, which takes place in the GW’s Grand...

  • Holiday Lights

    Holiday Windows in Old Town

    Old Town is invites you to come and see our Holiday Windows! Many of our downtown businesses have decorated for the season and are participating in ou...

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 our new video to experience Old Town Winchester.


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