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Winery Events and Things to do in Middleburg, VA

Sip With Pride: Pride in the Vines Grand Finale
Sun, Jun 28, 12:00 PM
Purcellville · Two Twisted Posts Winery & Tavern
Sip With Pride: Pride in the Vines Grand Finale
Sun, Jun 28, 12:00 PM
Purcellville · Two Twisted Posts Winery & Tavern
Live Music! Julie Mack Brazilian Jazz
Thu, Jul 9, 7:00 PM
Silver Spring · The Urban Winery of Silver Spring
Live Music! Julie Mack Brazilian Jazz
Thu, Jul 9, 7:00 PM
Silver Spring · The Urban Winery of Silver Spring
Going fast
Loire Valley Wine Dinner
Wed, Jun 17, 7:00 PM
Alexandria · 205 E Howell Ave
Going fast
Loire Valley Wine Dinner
Wed, Jun 17, 7:00 PM
Alexandria · 205 E Howell Ave
Summer Solstice Dinner at Great Meadow
Sat, Jun 20, 6:00 PM
The Plains · Great Meadow
Summer Solstice Dinner at Great Meadow
Sat, Jun 20, 6:00 PM
The Plains · Great Meadow
Just added
Paint Your Pet with Artist Heather Connole
Sat, Jul 25, 1:00 PM
Waterford · 8 Chains North Winery
Just added
Paint Your Pet with Artist Heather Connole
Sat, Jul 25, 1:00 PM
Waterford · 8 Chains North Winery
Sparkling into Summer with Alicia Lini, owner Lini 910 winery
Wed, Jun 24, 7:00 PM
Alexandria · 205 E Howell Ave
Sparkling into Summer with Alicia Lini, owner Lini 910 winery
Wed, Jun 24, 7:00 PM
Alexandria · 205 E Howell Ave
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
Sales end soon
A Fest Less Ordinary
Sunday at 12:00 PM
Hillsboro · 868 Estate Vineyards
Sales end soon
A Fest Less Ordinary
Sunday at 12:00 PM
Hillsboro · 868 Estate Vineyards
Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot
Sat, Jun 13, 6:00 PM
Middleburg · Cana Vineyards and Winery of Middleburg
Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot
Sat, Jun 13, 6:00 PM
Middleburg · Cana Vineyards and Winery of Middleburg
Vino Vinyasa Wine and Yoga Class!
Sun, Jul 12, 10:30 AM
Silver Spring · The Urban Winery of Silver Spring
Vino Vinyasa Wine and Yoga Class!
Sun, Jul 12, 10:30 AM
Silver Spring · The Urban Winery of Silver Spring
Going fast
Chardonnay: Let Me Change Your Mind
Friday at 6:00 PM
Alexandria · Planet Wine
Going fast
Chardonnay: Let Me Change Your Mind
Friday at 6:00 PM
Alexandria · Planet Wine
DIY Microgreen Workshop with Robby Ds Lil Greens
Sun, Jun 14, 1:00 PM
Front Royal · Reitano Vineyards
DIY Microgreen Workshop with Robby Ds Lil Greens
Sun, Jun 14, 1:00 PM
Front Royal · Reitano Vineyards
Unwind & Uncork
Sat, Jun 13, 11:00 AM
Cooksville · Penn Oaks Winery
Unwind & Uncork
Sat, Jun 13, 11:00 AM
Cooksville · Penn Oaks Winery
Sales end soon
Dykes Uncorked: Sapphic Vineyard Day Trip Day #2
Saturday at 11:30 AM
Purcellville · Two Twisted Posts Winery & Tavern
Sales end soon
Dykes Uncorked: Sapphic Vineyard Day Trip Day #2
Saturday at 11:30 AM
Purcellville · Two Twisted Posts Winery & Tavern
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
McCormick & Schmick's + Stags' Leap Wine Dinner - Arlington
Fri, Aug 21, 7:00 PM
Arlington · McCormick & Schmick's Seafood & Steaks
McCormick & Schmick's + Stags' Leap Wine Dinner - Arlington
Fri, Aug 21, 7:00 PM
Arlington · McCormick & Schmick's Seafood & Steaks
Madai Wine Dinner An Exploration of Bierzo, Tradition & Terroir
Thu, Jun 18, 6:00 PM
Arlington · SER Restaurant
Madai Wine Dinner An Exploration of Bierzo, Tradition & Terroir
Thu, Jun 18, 6:00 PM
Arlington · SER Restaurant
Networking for Good
Thu, Jun 11, 5:30 PM
Centreville · The Winery at Bull Run
Networking for Good
Thu, Jun 11, 5:30 PM
Centreville · The Winery at Bull Run
Stand Up Comedy Night at Lost Rhino Brewing
Fri, Jul 10, 7:30 PM
Ashburn · Lost Rhino Brewing Company
Stand Up Comedy Night at Lost Rhino Brewing
Fri, Jul 10, 7:30 PM
Ashburn · Lost Rhino Brewing Company
Sales end soon
☀️ Summer Kickoff Mahjong Open Play at Aroma II Tasting Room - Haymarket
Sunday at 4:00 PM
Haymarket · Aroma II Tasting Room
Sales end soon
☀️ Summer Kickoff Mahjong Open Play at Aroma II Tasting Room - Haymarket
Sunday at 4:00 PM
Haymarket · Aroma II Tasting Room

Trends in Middleburg

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