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Wine Events and Things to do in Annapolis, MD

Singles Night
Today at 6:30 PM
Virginia · Wyndham Garden Manassas
Singles Night
Today at 6:30 PM
Virginia · Wyndham Garden Manassas
Wine Tasting Class: Witchy Wines and Weird Grapes
Wed, Oct 14, 6:00 PM
Jennersville · Casa Carmen Farm and Winery
Wine Tasting Class: Witchy Wines and Weird Grapes
Wed, Oct 14, 6:00 PM
Jennersville · Casa Carmen Farm and Winery
Wine Tasting Class: Beyond Beaujolais
Wed, Nov 4, 6:00 PM
Jennersville · Casa Carmen Farm and Winery
Wine Tasting Class: Beyond Beaujolais
Wed, Nov 4, 6:00 PM
Jennersville · Casa Carmen Farm and Winery
Western Maryland Meet Up & Journal Club
Sat, Sep 26, 11:00 AM
Maryland · Big Cork Vineyards
Western Maryland Meet Up & Journal Club
Sat, Sep 26, 11:00 AM
Maryland · Big Cork Vineyards
Read Between the Wines: "The House of the Spirits" Book & Wine Flight
Thursday at 7:00 PM
Chatham Landing · Curio Wine Bar & Tasting Room
Read Between the Wines: "The House of the Spirits" Book & Wine Flight
Thursday at 7:00 PM
Chatham Landing · Curio Wine Bar & Tasting Room
WHISKEY & WINE FESTIVAL
Sat, Oct 31, 11:00 AM
Olde Forge · Fredericksburg Convention Center
WHISKEY & WINE FESTIVAL
Sat, Oct 31, 11:00 AM
Olde Forge · Fredericksburg Convention Center
Last Taste of Summer: A Five-Course Wine & Beer Pairing Dinner
Thu, Oct 8, 6:30 PM
Chatham Landing · Always Flavored
Last Taste of Summer: A Five-Course Wine & Beer Pairing Dinner
Thu, Oct 8, 6:30 PM
Chatham Landing · Always Flavored
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
FXBG Winter Wine Festival
Sat, Dec 5, 11:00 AM
Mayfield · Fredericksburg Fairgrounds
FXBG Winter Wine Festival
Sat, Dec 5, 11:00 AM
Mayfield · Fredericksburg Fairgrounds
Quad State Beer Fest: Clad In Plaid 2026
Sat, Oct 3, 1:00 PM
Maryland · Washington County Agricultural Education Center
Quad State Beer Fest: Clad In Plaid 2026
Sat, Oct 3, 1:00 PM
Maryland · Washington County Agricultural Education Center
Wine Tasting Class: Wines for the Holidays
Wed, Dec 2, 6:00 PM
Jennersville · Casa Carmen Farm and Winery
Wine Tasting Class: Wines for the Holidays
Wed, Dec 2, 6:00 PM
Jennersville · Casa Carmen Farm and 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
Wine on the Mind
Sat, Oct 24, 3:00 PM
Virginia · Pearmund Cellars
Wine on the Mind
Sat, Oct 24, 3:00 PM
Virginia · Pearmund Cellars
French Wine Dinner at Columbus Inn
Thursday at 6:00 PM
The Flats · Columbus Inn
French Wine Dinner at Columbus Inn
Thursday at 6:00 PM
The Flats · Columbus Inn
Fall Back Hallo-Wine Fest 2026
Sat, Oct 31, 1:00 PM
Maryland · Washington County Agricultural Education Center
Fall Back Hallo-Wine Fest 2026
Sat, Oct 31, 1:00 PM
Maryland · Washington County Agricultural Education Center
From Scratch to Serve-Hands on Bread Making and Wood-Burned Serving Board
Wednesday at 4:00 PM
Klinesville · Burning Bridge Tavern
From Scratch to Serve-Hands on Bread Making and Wood-Burned Serving Board
Wednesday at 4:00 PM
Klinesville · Burning Bridge Tavern
THE PORT BLACK TIE ART SHOW
Wed, Sep 30, 5:00 PM
Chatham Landing · The Port Oysteria & Brewery
THE PORT BLACK TIE ART SHOW
Wed, Sep 30, 5:00 PM
Chatham Landing · The Port Oysteria & Brewery
Beats and Brunch at Shuckin Shack
Today at 12:00 PM + 4 more
Mount Olivet Heights · Shuckin' Shack Oyster Bar
Beats and Brunch at Shuckin Shack
Today at 12:00 PM + 4 more
Mount Olivet Heights · Shuckin' Shack Oyster Bar
Fridays at the Spray Bar
Fri, Sep 25, 6:00 PM + 7 more
Leesburg · The Global Local
Fridays at the Spray Bar
Fri, Sep 25, 6:00 PM + 7 more
Leesburg · The Global Local
Perfume & Pinot
Sun, Sep 27, 7:00 PM
Willington Square · Roost Pub & Kitchen
Perfume & Pinot
Sun, Sep 27, 7:00 PM
Willington Square · Roost Pub & Kitchen

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