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Wine tasting Events and Things to do in Litchfield, CT

Learn how to Judge wine like a pro!
Sun, Apr 19, 2:00 PM
Middlebury · Tranquillity Vineyard & Winery
Learn how to Judge wine like a pro!
Sun, Apr 19, 2:00 PM
Middlebury · Tranquillity Vineyard & Winery
Grand Spring Wine Tasting at Boutique
Sat, Mar 28, 1:00 PM
Fishkill · Boutique Wines, Spirits, & Ciders
Grand Spring Wine Tasting at Boutique
Sat, Mar 28, 1:00 PM
Fishkill · Boutique Wines, Spirits, & Ciders
Color Between the Wines
Sun, Mar 29, 1:30 PM
Newtown · Aquila's Nest Vineyards
Color Between the Wines
Sun, Mar 29, 1:30 PM
Newtown · Aquila's Nest Vineyards
Chocolate and Wine Pairing
Sat, Apr 25, 12:00 PM
Newtown · Aquila's Nest Vineyards
Chocolate and Wine Pairing
Sat, Apr 25, 12:00 PM
Newtown · Aquila's Nest Vineyards
Local Cheese & Wine Pairing
Sat, Apr 4, 12:00 PM
Newtown · Aquila's Nest Vineyards
Local Cheese & Wine Pairing
Sat, Apr 4, 12:00 PM
Newtown · Aquila's Nest Vineyards
Blend with the Winemaker
Sun, Mar 29, 2:00 PM
Middlebury · Tranquillity Vineyard & Winery
Blend with the Winemaker
Sun, Mar 29, 2:00 PM
Middlebury · Tranquillity Vineyard & Winery
Rose Wine Seminar with Jay in Monroe
Fri, Apr 17, 6:30 PM
Monroe · 574 Monroe Turnpike
Rose Wine Seminar with Jay in Monroe
Fri, Apr 17, 6:30 PM
Monroe · 574 Monroe Turnpike
Brownies & Wine Pairing
Fri, Apr 24, 6:00 PM
Newtown · Aquila's Nest Vineyards
Brownies & Wine Pairing
Fri, Apr 24, 6:00 PM
Newtown · Aquila's Nest Vineyards
Mini Cheesecakes & Sweet Wines Pairing
Sun, May 3, 12:00 PM
Newtown · Aquila's Nest Vineyards
Mini Cheesecakes & Sweet Wines Pairing
Sun, May 3, 12:00 PM
Newtown · Aquila's Nest Vineyards
R&B FOOD + WINE TASTING & DAY PARTY (MOTHER'S DAY)
Sun, May 10, 5:00 PM
Poughkeepsie · The Academy
R&B FOOD + WINE TASTING & DAY PARTY (MOTHER'S DAY)
Sun, May 10, 5:00 PM
Poughkeepsie · The Academy
Going fast
Saturday Wine Tastings
Sat, Apr 4, 4:00 PM + 8 more
Kinderhook · Isola Wine and Tapas
Going fast
Saturday Wine Tastings
Sat, Apr 4, 4:00 PM + 8 more
Kinderhook · Isola Wine and Tapas
Winter Wine trail - Daisies - Wine glass Class Painting
Wed, Apr 1, 6:00 PM
Newtown · Aquila's Nest Vineyards
Winter Wine trail - Daisies - Wine glass Class Painting
Wed, Apr 1, 6:00 PM
Newtown · Aquila's Nest Vineyards
Just added
Portuguese Cheese and Wine Tasting
Fri, Apr 10, 6:30 PM
Avon · Dom's Cheese Shop
Just added
Portuguese Cheese and Wine Tasting
Fri, Apr 10, 6:30 PM
Avon · Dom's Cheese Shop
Hardcore Grand Spring Cider Tasting at Boutique Wines, Spirits & Cider 2026
Sat, Apr 25, 12:00 PM
Fishkill · Boutique Wines, Spirits, & Ciders
Hardcore Grand Spring Cider Tasting at Boutique Wines, Spirits & Cider 2026
Sat, Apr 25, 12:00 PM
Fishkill · Boutique Wines, Spirits, & Ciders
Winter Wine trail - Spring Flowers - Wine glass Class Painting
Wed, Apr 22, 6:00 PM
Newtown · Aquila's Nest Vineyards
Winter Wine trail - Spring Flowers - Wine glass Class Painting
Wed, Apr 22, 6:00 PM
Newtown · Aquila's Nest Vineyards
Winter Wine trail - Dots - Wine Glass Class Painting
Sat, Mar 28, 12:00 PM
Wallingford · Gouveia Vineyards
Winter Wine trail - Dots - Wine Glass Class Painting
Sat, Mar 28, 12:00 PM
Wallingford · Gouveia Vineyards
Springtime Sip & Paint
Wed, Apr 15, 10:00 AM
East Haven · One World Wellness Studio
Springtime Sip & Paint
Wed, Apr 15, 10:00 AM
East Haven · One World Wellness Studio
Baked Brie & Vino Nights
Fri, May 1, 6:00 PM
Newtown · Aquila's Nest Vineyards
Baked Brie & Vino Nights
Fri, May 1, 6:00 PM
Newtown · Aquila's Nest Vineyards
Distillery Tour & Tasting
Sat, Mar 28, 3:00 PM + 38 more
Waterbury · Connecticut Distilling Tasting Lounge
Distillery Tour & Tasting
Sat, Mar 28, 3:00 PM + 38 more
Waterbury · Connecticut Distilling Tasting Lounge
Chocolate Fondue Dip & Sip
Sat, Apr 18, 12:00 PM
Newtown · Aquila's Nest Vineyards
Chocolate Fondue Dip & Sip
Sat, Apr 18, 12:00 PM
Newtown · Aquila's Nest Vineyards

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