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Winery Events and Things to do in Winchester, VA

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
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
Visit Springfield Manor's Lavender Field
Fri, Jun 19, 5:00 PM + 5 more
Thurmont · Springfield Manor Winery & Distillery
Visit Springfield Manor's Lavender Field
Fri, Jun 19, 5:00 PM + 5 more
Thurmont · Springfield Manor Winery & Distillery
Stifler’s Mom - The Ultimate ‘90s Experience
Fri, Jul 3, 6:00 PM
Leesburg · Tarara Winery
Stifler’s Mom - The Ultimate ‘90s Experience
Fri, Jul 3, 6:00 PM
Leesburg · Tarara Winery
Experience fusion KARAOKE
Saturday at 5:00 PM + 29 more
Winchester · 1169 Berryville Ave
Experience fusion KARAOKE
Saturday at 5:00 PM + 29 more
Winchester · 1169 Berryville Ave
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
Groovalicious - Ultimate '70s Dance & Disco Party
Sat, Jun 27, 6:00 PM
Leesburg · Tarara Winery
Groovalicious - Ultimate '70s Dance & Disco Party
Sat, Jun 27, 6:00 PM
Leesburg · Tarara Winery
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
Loudoun Wine Nights - June 24, 2026
Wed, Jun 24, 6:30 PM
Dulles · Washington Dulles Airport Marriott
Loudoun Wine Nights - June 24, 2026
Wed, Jun 24, 6:30 PM
Dulles · Washington Dulles Airport Marriott
The Bridge with Elizabeth’s Furnace - Tribute to Led Zeppelin
Sat, Jul 11, 6:00 PM
Leesburg · Tarara Winery
The Bridge with Elizabeth’s Furnace - Tribute to Led Zeppelin
Sat, Jul 11, 6:00 PM
Leesburg · Tarara Winery
Turnstiles - The Ultimate Tribute to the Music of Billy Joel
Sat, Jul 18, 6:00 PM
Leesburg · Tarara Winery
Turnstiles - The Ultimate Tribute to the Music of Billy Joel
Sat, Jul 18, 6:00 PM
Leesburg · Tarara Winery
Just added
Wine & Wisdom
Thu, Jun 18, 4:30 PM
Bluemont · 18755 Foggy Bottom Rd
Just added
Wine & Wisdom
Thu, Jun 18, 4:30 PM
Bluemont · 18755 Foggy Bottom Rd
Jimmy Kenny & The Pirate Beach Band -Tribute to Buffett, Chesney, Zac Brown
Sat, Jul 25, 6:00 PM
Leesburg · Tarara Winery
Jimmy Kenny & The Pirate Beach Band -Tribute to Buffett, Chesney, Zac Brown
Sat, Jul 25, 6:00 PM
Leesburg · Tarara Winery
The Legwarmers - The Ultimate ‘80s Tribute Band
Sat, Aug 1, 6:00 PM
Leesburg · Tarara Winery
The Legwarmers - The Ultimate ‘80s Tribute Band
Sat, Aug 1, 6:00 PM
Leesburg · Tarara Winery
Rosé on the River - District Winery's Annual Rosé Party
Sun, Jun 14, 2:00 PM
Washington · District Winery
Rosé on the River - District Winery's Annual Rosé Party
Sun, Jun 14, 2:00 PM
Washington · District Winery
Western Maryland Blues Fest 2026
Saturday at 11:00 AM
Hagerstown · Hub City Brewery
Western Maryland Blues Fest 2026
Saturday at 11:00 AM
Hagerstown · Hub City Brewery
Sales end soon
June First Friday ~ The Spray Bar
Friday at 6:00 PM
Leesburg · The Global Local
Sales end soon
June First Friday ~ The Spray Bar
Friday at 6:00 PM
Leesburg · The Global Local
The Designer's Cellar & Art Show
Sat, Jul 12, 2:00 PM
Ashburn · 20051 Riverside Cmns Plz
The Designer's Cellar & Art Show
Sat, Jul 12, 2:00 PM
Ashburn · 20051 Riverside Cmns Plz
Savor & Stem Make-Your-Own Bouquet Workshop
Fri, Jul 24, 6:30 PM
Leesburg · Whites Ferry Brewery
Savor & Stem Make-Your-Own Bouquet Workshop
Fri, Jul 24, 6:30 PM
Leesburg · Whites Ferry Brewery
Stand Up Comedy Night at Whites Ferry Brewery
Sat, Jun 13, 8:00 PM
Leesburg · Whites Ferry Brewery
Stand Up Comedy Night at Whites Ferry Brewery
Sat, Jun 13, 8:00 PM
Leesburg · Whites Ferry Brewery

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