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Live music Events and Things to do in Winchester, VA

Live Music with Wayne Snow
Sunday at 2:00 PM
Purcellville · Breaux Vineyards
Live Music with Wayne Snow
Sunday at 2:00 PM
Purcellville · Breaux Vineyards
Musical Theatre Open Mic Jam Pass!
Sat, Jul 25, 2:00 PM
Berryville · Goldberg School of Music
Musical Theatre Open Mic Jam Pass!
Sat, Jul 25, 2:00 PM
Berryville · Goldberg School of Music
Jimmy Carpenter: Grammy and Blues Music Award winning Saxophonist
Thu, Jul 30, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Jimmy Carpenter: Grammy and Blues Music Award winning Saxophonist
Thu, Jul 30, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Live Music with Shane Gamble
Sat, Jun 27, 2:00 PM
Purcellville · Breaux Vineyards
Live Music with Shane Gamble
Sat, Jun 27, 2:00 PM
Purcellville · Breaux Vineyards
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Cannon Fire 26
Thu, Jul 16, 6:00 PM
Burkittsville · Burkittsville Ruritan Club
Sales end soon
Live Music with Laura Farrell
Saturday at 2:00 PM
Purcellville · Breaux Vineyards
Sales end soon
Live Music with Laura Farrell
Saturday at 2:00 PM
Purcellville · Breaux Vineyards
Ryan Jewel's 4th Album Release Party
Sat, Jun 27, 5:00 PM
Front Royal · Reitano Vineyards
Ryan Jewel's 4th Album Release Party
Sat, Jun 27, 5:00 PM
Front Royal · Reitano Vineyards
Live Music with Jason Teach
Sun, Jun 28, 2:00 PM
Purcellville · Breaux Vineyards
Live Music with Jason Teach
Sun, Jun 28, 2:00 PM
Purcellville · Breaux Vineyards
The Black Feathers LIVE at Drum & Strum Music Center
Sun, Jun 21, 7:00 PM
Warrenton · Drum & Strum Music Center
The Black Feathers LIVE at Drum & Strum Music Center
Sun, Jun 21, 7:00 PM
Warrenton · Drum & Strum Music Center
Live Music with Brian Harris
Sat, Jun 20, 2:00 PM
Purcellville · Breaux Vineyards
Live Music with Brian Harris
Sat, Jun 20, 2:00 PM
Purcellville · Breaux Vineyards
Mark Rust - A Multi Instrumental Night to Remember
Saturday at 7:00 PM
Ashburn · Shoeless Sounds House Concert Series
Mark Rust - A Multi Instrumental Night to Remember
Saturday at 7:00 PM
Ashburn · Shoeless Sounds House Concert Series
Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
Quad State Wine & Music Fest 2026
Sat, Jun 20, 12:00 PM
Boonsboro · Washington County Agricultural Education Center
LODI: Celebrating The Music of Creedence Clearwater Revival
Fri, Oct 23, 8:00 PM
Hagerstown · Live At Hub City Vinyl
LODI: Celebrating The Music of Creedence Clearwater Revival
Fri, Oct 23, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Tell Me Lies - A Fleetwood Mac Tribute
Fri, Jun 12, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Tell Me Lies - A Fleetwood Mac Tribute
Fri, Jun 12, 8:00 PM
Hagerstown · Live At Hub City Vinyl
Reitano's Jazz Night
Sat, Jun 13, 6:00 PM
Front Royal · Reitano Vineyards
Reitano's Jazz Night
Sat, Jun 13, 6:00 PM
Front Royal · Reitano Vineyards
A Fest Less Ordinary
Sunday at 12:00 PM
Hillsboro · 868 Estate Vineyards
A Fest Less Ordinary
Sunday at 12:00 PM
Hillsboro · 868 Estate Vineyards
Just added
Soul at Sunset Music Series
Fri, Jun 12, 6:00 PM
Fairfax · Mulligans Pub On the Green
Just added
Soul at Sunset Music Series
Fri, Jun 12, 6:00 PM
Fairfax · Mulligans Pub On the Green
Delta Spur - Country Music Favorites
Sat, Jun 20, 6:00 PM
Leesburg · Tarara Winery
Delta Spur - Country Music Favorites
Sat, Jun 20, 6:00 PM
Leesburg · Tarara Winery
Live Music with Chris Compton
Sun, Jun 14, 2:00 PM
Purcellville · Breaux Vineyards
Live Music with Chris Compton
Sun, Jun 14, 2:00 PM
Purcellville · Breaux Vineyards
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds
The 22nd Annual Watermelon Pickers' Fest
Thu, Sep 10, 9:00 AM
Berryville · Clarke County Ruritan Fairgrounds

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