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Wine tasting Events and Things to do in Middleburg, VA

Almost full
2026 Loudoun Wine Awards Dinner
Fri, Oct 23, 6:00 PM
Lansdowne · Lansdowne Resort
Almost full
2026 Loudoun Wine Awards Dinner
Fri, Oct 23, 6:00 PM
Lansdowne · Lansdowne Resort
Greater Virginia Bridal Show - Dulles
Sun, Nov 8, 1:00 PM
Countryside · Dulles Town Center
Greater Virginia Bridal Show - Dulles
Sun, Nov 8, 1:00 PM
Countryside · Dulles Town Center
Harvest Party - Grape Stomp, Vineyard Tour, and Wine Pairings
Today at 5:00 PM + 1 more
Virginia · Twin Oaks Tavern Winery
Harvest Party - Grape Stomp, Vineyard Tour, and Wine Pairings
Today at 5:00 PM + 1 more
Virginia · Twin Oaks Tavern Winery
Pours to Explore Tasting Series: Sauvignon Blanc & Cabernet Franc
Sat, Nov 14, 6:00 PM
Virginia · Bluemont Vineyard
Pours to Explore Tasting Series: Sauvignon Blanc & Cabernet Franc
Sat, Nov 14, 6:00 PM
Virginia · Bluemont Vineyard
Almost full
Titles and Tastes: Spooky Reads and Fall favorites
Sat, Oct 17, 2:00 PM
Virginia · Firefly Cellars
Almost full
Titles and Tastes: Spooky Reads and Fall favorites
Sat, Oct 17, 2:00 PM
Virginia · Firefly Cellars
Boo’d Up: A Couples Halloween Experience
Sat, Oct 24, 5:00 PM
Virginia · Fleetwood Farm Winery
Boo’d Up: A Couples Halloween Experience
Sat, Oct 24, 5:00 PM
Virginia · Fleetwood Farm Winery
Haunted Nights at Twin Oaks: Ghost Tour & Wine Tasting
Fri, Oct 2, 7:00 PM + 8 more
Virginia · Twin Oaks Tavern Winery
Haunted Nights at Twin Oaks: Ghost Tour & Wine Tasting
Fri, Oct 2, 7:00 PM + 8 more
Virginia · Twin Oaks Tavern Winery
Taste of India Wine Pairing Dinner
Sun, Dec 13, 6:00 PM
Gainesville · Taste of India
Taste of India Wine Pairing Dinner
Sun, Dec 13, 6:00 PM
Gainesville · Taste of India
Lebanese Wine Pairing Dinner at Byblos Gainesville
Sun, Jan 31, 6:00 PM
Gainesville · Byblos Restaurant
Lebanese Wine Pairing Dinner at Byblos Gainesville
Sun, Jan 31, 6:00 PM
Gainesville · Byblos Restaurant
Just added
B.Y.O.W.—Blend Your Own Wine Party
Sat, Oct 17, 1:00 PM
Virginia · 8 Chains North Winery
Just added
B.Y.O.W.—Blend Your Own Wine Party
Sat, Oct 17, 1:00 PM
Virginia · 8 Chains North Winery
Boxwood Estate Winery's 6th Annual Oyster Riot
Sun, Oct 11, 12:00 PM
Virginia · Boxwood Estate Winery
Boxwood Estate Winery's 6th Annual Oyster Riot
Sun, Oct 11, 12:00 PM
Virginia · Boxwood Estate Winery
Sales end soon
Sips and Serums
Wednesday at 5:30 PM
Virginia · Fleetwood Farm Winery
Sales end soon
Sips and Serums
Wednesday at 5:30 PM
Virginia · Fleetwood Farm Winery
Bordeaux-Style Red Blend Class
Sat, Oct 24, 3:00 PM
Virginia · Mt.Defiance Cidery and Distillery
Bordeaux-Style Red Blend Class
Sat, Oct 24, 3:00 PM
Virginia · Mt.Defiance Cidery and Distillery
Friendsgiving Guided Food and Wine Pairing
Sat, Nov 14, 5:00 PM
Virginia · Twin Oaks Tavern Winery
Friendsgiving Guided Food and Wine Pairing
Sat, Nov 14, 5:00 PM
Virginia · Twin Oaks Tavern Winery
Una Festa a Cascina Sotto le Stelle
Fri, Oct 23, 6:30 PM
Virginia · The Barns at Hamilton Station Vineyards
Una Festa a Cascina Sotto le Stelle
Fri, Oct 23, 6:30 PM
Virginia · The Barns at Hamilton Station Vineyards
Any Port in a Storm
Fri, Nov 13, 6:30 PM
Virginia · The Barns at Hamilton Station Vineyards
Any Port in a Storm
Fri, Nov 13, 6:30 PM
Virginia · The Barns at Hamilton Station Vineyards
Dips, Salad & Sips - Levantine Mezza & Wine Tasting Experience
Sun, Nov 15, 1:00 PM
Virginia · 868 Estate Vineyards
Dips, Salad & Sips - Levantine Mezza & Wine Tasting Experience
Sun, Nov 15, 1:00 PM
Virginia · 868 Estate Vineyards
Just added
Celebrity Chef Event at Taste of Old Country - 1st Session Afternoon - 1pm
Sun, Nov 8, 1:00 PM
Virginia · Taste of Old Country
Just added
Celebrity Chef Event at Taste of Old Country - 1st Session Afternoon - 1pm
Sun, Nov 8, 1:00 PM
Virginia · Taste of Old Country
Just added
Local Goat Cheese & Wine Pairing with baby goat bottle feeding
Sat, Oct 24, 3:00 PM
Maryland · Bluffing Goat Farm
Just added
Local Goat Cheese & Wine Pairing with baby goat bottle feeding
Sat, Oct 24, 3:00 PM
Maryland · Bluffing Goat Farm
Wagyu, Whiskey, and Wine - Morton's Reston
Sat, Nov 7, 6:00 PM + 1 more
Reston Town Center · Morton's The Steakhouse
Wagyu, Whiskey, and Wine - Morton's Reston
Sat, Nov 7, 6:00 PM + 1 more
Reston Town Center · Morton's The Steakhouse

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