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Winery Events and Things to do in Middleburg, VA

Hookie day at the vineyard
Fri, Jun 26, 9:00 AM
Arlington · 2901 South Glebe Road, Arlington, VA, USA
Hookie day at the vineyard
Fri, Jun 26, 9:00 AM
Arlington · 2901 South Glebe Road, Arlington, VA, USA
The New Romance - The Ultimate 80s Tribute Band
Sat, May 30, 6:00 PM
Leesburg · Tarara Winery
The New Romance - The Ultimate 80s Tribute Band
Sat, May 30, 6:00 PM
Leesburg · Tarara Winery
Public Knitoxication - 2026
Sat, Jun 20, 12:00 PM
Leesburg · Fabbioli Cellars
Public Knitoxication - 2026
Sat, Jun 20, 12:00 PM
Leesburg · Fabbioli Cellars
COMEDY NIGHT at MORAIS WINERY
Sat, Jul 11, 7:00 PM
Bealeton · Morais Vineyards & Winery
COMEDY NIGHT at MORAIS WINERY
Sat, Jul 11, 7:00 PM
Bealeton · Morais Vineyards & Winery
7 Bridges - The Ultimate EAGLES Experience
Sat, Jun 13, 6:00 PM
Leesburg · Tarara Winery
7 Bridges - The Ultimate EAGLES Experience
Sat, Jun 13, 6:00 PM
Leesburg · Tarara Winery
Sales end soon
Spring Winery
Tomorrow at 12:30 PM
Upper Marlboro · Two Lions Vineyards
Sales end soon
Spring Winery
Tomorrow at 12:30 PM
Upper Marlboro · Two Lions Vineyards
Stand Up Comedy Night at Barley Naked Brewing Company
Sat, Jun 6, 7:30 PM
Stafford · Barley Naked Brewing Company
Stand Up Comedy Night at Barley Naked Brewing Company
Sat, Jun 6, 7:30 PM
Stafford · Barley Naked Brewing Company
Books & Bottles - Winery Book Club Series (May)
Thu, May 21, 6:30 PM
Brandywine · Robin Hill Farm and Vineyards
Books & Bottles - Winery Book Club Series (May)
Thu, May 21, 6:30 PM
Brandywine · Robin Hill Farm and Vineyards
Sales end soon
Stand Up Comedy Night at Whites Ferry Brewery
Tomorrow at 8:00 PM
Leesburg · Whites Ferry Brewery
Sales end soon
Stand Up Comedy Night at Whites Ferry Brewery
Tomorrow at 8:00 PM
Leesburg · Whites Ferry Brewery
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
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
2026 Loudoun Wine Awards Dinner
Fri, Oct 23, 6:00 PM
Leesburg · Lansdowne Resort
2026 Loudoun Wine Awards Dinner
Fri, Oct 23, 6:00 PM
Leesburg · Lansdowne Resort
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
Almost full
5/18- Rockville, MD- A Derby Soiree
Monday at 7:00 PM
Rockville · Cooper’s Hawk Winery & Restaurant
Almost full
5/18- Rockville, MD- A Derby Soiree
Monday at 7:00 PM
Rockville · Cooper’s Hawk Winery & Restaurant
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
SUMMER WINE FESTIVAL
Sat, Jul 18, 11:00 AM
Fredericksburg · Spotsylvania Towne Centre
SUMMER WINE FESTIVAL
Sat, Jul 18, 11:00 AM
Fredericksburg · Spotsylvania Towne Centre
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
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
Sales end soon
Beyond the Vineyards: Animal Ambassadors at DuCard Vineyards
Sunday at 12:00 PM
Etlan · DuCard Vineyards
Sales end soon
Beyond the Vineyards: Animal Ambassadors at DuCard Vineyards
Sunday at 12:00 PM
Etlan · DuCard Vineyards
Going fast
Curio Wine School: White Wines of Italy
Wednesday at 7:00 PM
Fredericksburg · Curio Wine Bar & Tasting Room
Going fast
Curio Wine School: White Wines of Italy
Wednesday at 7:00 PM
Fredericksburg · Curio Wine Bar & Tasting Room

Trends in Middleburg

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