Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Litchfield, Connecticut

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Premium Event

Nantucket Wine & Food Festival
  • Wed, May 27, 2026 to Sun, May 31, 2026
Nantucket, MA
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Featured Local Events

Carmel, NY

15th Annual Putnam County Wine & Music Fest

Sat, August 22, 2026

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White Plains, NY

The Westchester Wine Warehouse Grand Portfolio Tasting (FREE EVENT)

Sat, April 25, 2026

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Nantucket, MA

Nantucket Wine & Food Festival

Wed, May 27, 2026 to Sun, May 31, 2026

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All Upcoming Local Events

89 Events listed within 60 miles.

60 miles 30 miles 15 miles
  • Apr 20, 2026 (Mon)
Cigar Night On April 20th
The Briarcliff Manor | Briarcliff Manor, NY
  • Apr 21, 2026 (Tue)
The Curse Of The Sultan's Pyjamas
Volo Lounge | North Haven, CT
  • Apr 21, 2026 (Tue)
Pasta Making With John & Marias
John & Maria's Pizzeria-Restaurant | East Haven, CT
  • Apr 22, 2026 (Wed)
Winter Wine Trail - Spring Flowers - Wine Glass Class Painting
Aquila's Nest Vineyards | Newtown, CT
  • Apr 22, 2026 (Wed)
Feria De Abril
Isola Wine and Tapas | Kinderhook, NY
  • Apr 22, 2026 (Wed)
Table 4 Tonight: West Hartford | Dinner With New Friends
Restaurant of the Night | West Hartford, CT
  • Apr 23, 2026 (Thu)
A Night In Oakville At Zachys
Zachys Wine & Liquor | Port Chester, NY
  • Apr 23, 2026 (Thu)
Paranormal Dinner And Ghost Tour - Thursday April 23, 2026
Twisted Vine Restaurant | Derby, CT
  • Apr 23, 2026 (Thu)
Cigar Dinner
156 E Lake Blvd | Mahopac, NY
  • Apr 23, 2026 (Thu)
Pafumi's On Main Hope Family Wine Dinner
468 Main St | Wilbraham, MA
  • Apr 23, 2026 (Thu)
Mixology 101: Classic Cocktails With Johnnie Walker & Don Julio
Westchester Wine Warehouse | White Plains, NY
  • Apr 23, 2026 (Thu)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Apr 23, 2026 (Thu)
Industrial Arts Beer Pairing Dinner
Crew Restaurant & Bar | Poughkeepsie, NY
  • Apr 23, 2026 (Thu)
Salud! An Introduction To Tequila & Mezcal
Total Wine & More | Multiple Locations, Nearby
  • Apr 24, 2026 (Fri)
Live Music With Carrie Ashton
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 24, 2026 (Fri)
Brownies & Wine Pairing
Aquila's Nest Vineyards | Newtown, CT
  • Apr 25, 2026 (Sat)
“Worth Tasting” Downtown New Haven Culinary Tour - April 2026
Omni New Haven Hotel at Yale | New Haven, CT
  • Apr 25, 2026 (Sat)
Hardcore Grand Spring Cider Tasting At Boutique Wines, Spirits & Cider 2026
Boutique Wines, Spirits, & Ciders | Fishkill, NY
  • Apr 25, 2026 (Sat)
The Westchester Wine Warehouse Grand Portfolio Tasting (FREE EVENT)
Westchester Wine Warehouse | White Plains, NY
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  • Apr 25, 2026 (Sat)
Grand Spring Hard Cider Tasting Event At Boutique
Boutique Wines, Spirits and Cider | Fishkill, NY
  • Apr 25, 2026 (Sat)
Distillery Tour & Tasting
Connecticut Distilling Tasting Lounge | Waterbury, CT
  • Apr 25, 2026 (Sat)
Salud! An Introduction To Tequila & Mezcal
Total Wine & More | Multiple Locations, Nearby
  • Apr 26, 2026 (Sun)
Live Music With Airborne Jazz
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 27, 2026 (Mon)
Taste Of Greater Hartford... 2026!
The Back Nine Tavern at Stanley Golf Course | New Britain, CT
  • Apr 29, 2026 (Wed)
California Cuisine Dinner By Advanced Food Preparation
Culinary Arts Center Dining Room L294 | Manchester, CT
  • Apr 30, 2026 (Thu)
Chell's Charcuterie Class At Paradise Hills Vineyards
Paradise Hills Vineyard & Winery | Wallingford, CT
  • Apr 30, 2026 (Thu)
Zachys Cellar School: Burgundy 101
Zachys Wine & Liquor | Port Chester, NY
  • Apr 30, 2026 (Thu)
Spring Farm Partner Dinner
Hotel Marcel, Sargent Drive, New Haven, CT, USA | New Haven, CT
  • Apr 30, 2026 (Thu)
Caymus Family Wines
Total Wine & More | Multiple Locations, Nearby
  • Apr 30, 2026 (Thu)
Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)
Total Wine & More | Multiple Locations, Nearby
  • May 1, 2026 (Fri)
Llamas And Llibations
Aquila's Nest Vineyards | Newtown, CT
  • May 1, 2026 (Fri)
Domaine Spotlight: A Deep Dive Into Burgundy’s Finest Wines
Westchester Wine Warehouse | White Plains, NY
  • May 1, 2026 (Fri)
Llamas And Llibations
Aquila's Nest Vineyards | Newtown, CT
  • May 1, 2026 (Fri)
Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)
Total Wine & More | Multiple Locations, Nearby
  • May 1, 2026 (Fri)
Grand Tasting: Around The World In 21 Wines
Spiritus Wines | Hartford, CT
  • May 2, 2026 (Sat)
3rd Annual Angry Orchard Cider Tasting Festival
Angry Orchard Cider House | Walden, NY
  • May 2, 2026 (Sat)
Hudson Valley Mac And Cheese Festival
Brotherhood, America's Oldest Winery, Brotherhood Plaza Drive, Washingtonville, NY, USA | Washingtonville, NY
  • May 2, 2026 (Sat)
Distillery Tour & Tasting
Connecticut Distilling Tasting Lounge | Waterbury, CT
  • May 2, 2026 (Sat)
Mezcal Seminar And Cocktail Class With Jessica In Monroe
574 Monroe Turnpike | Monroe, CT
  • May 2, 2026 (Sat)
Saturday Wine Tastings
Isola Wine and Tapas | Kinderhook, NY
  • May 2, 2026 (Sat)
Unlocking The Secrets Of Burgundy With The Boisset Family
Total Wine & More | Multiple Locations, Nearby
  • May 2, 2026 (Sat)
Craft Beer & Dinner Pairing - Morton's White Plains
Morton's The Steakhouse | White Plains, NY
  • May 3, 2026 (Sun)
Bridgerton Inspired Mimosa & Charcuterie Brunch Picnic – Wine & Roses 845
Kaal Rock Park Promenade | Poughkeepsie, NY
  • May 3, 2026 (Sun)
Chell's Charcuterie Class At Grayze Wine Bar
Grayze Wine Bar | Southington, CT
  • May 3, 2026 (Sun)
Mini Cheesecakes & Sweet Wines Pairing
Aquila's Nest Vineyards | Newtown, CT
  • May 3, 2026 (Sun)
Tequila Tasting: Smugglers & Spirits | The Gilded Curtain
The Gilded Curtain | Wallingford, CT
  • May 6, 2026 (Wed)
Norwich Rotary's Whiskey, Wine And Cigar Event
Bella Fiore Restaurante | Norwich, CT
  • May 6, 2026 (Wed)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby
  • May 6, 2026 (Wed)
Caribbean & Floribbean Cuisine Dinner By International Foods And Adv. Food
Culinary Arts Center Dining Room L294 | Manchester, CT
  • May 7, 2026 (Thu)
Sip & Pour Candle Making Class At Stappa Vineyard
Stappa Vineyard | Orange, CT
  • May 7, 2026 (Thu)
Spring In Sicily - Wine Dinner
Isola Wine and Tapas | Kinderhook, NY
  • May 7, 2026 (Thu)
Zachys Cellar School: Burgundy 201
Zachys Wine & Liquor | Port Chester, NY
  • May 7, 2026 (Thu)
Roses & Rosé
Madison Beach Hotel, Curio Collection by Hilton | Madison, CT
  • May 7, 2026 (Thu)
Wine & Cheese Tasting
Moksha Café | Northport, NY
  • May 8, 2026 (Fri)
Sip Japan: A Sake Tasting & Masterclass With Joshua Neiderer
Westchester Wine Warehouse | White Plains, NY
  • May 9, 2026 (Sat)
  • May 10, 2026 (Sun)
Mimosas & Mother’s Day At Robibero Winery
Robibero Winery | New Paltz, New York
  • May 9, 2026 (Sat)
Rip Van Winkle Wine, Brew And Beverage Festival
Historic Catskill Point | Catskill, NY
  • May 9, 2026 (Sat)
Mother's Day At Robibero Winery!
Robibero Winery | New Paltz, NY
  • May 9, 2026 (Sat)
Spring Wine Trail - Daisies - Wine Glass Class Painting
Aquila's Nest Vineyards | Newtown, CT
  • May 9, 2026 (Sat)
Forage Fest: A Wild Food Gathering
(Creative Legion) | Hudson, NY
  • May 9, 2026 (Sat)
Distillery Tour & Tasting
Connecticut Distilling Tasting Lounge | Waterbury, CT
  • May 14, 2026 (Thu)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • May 15, 2026 (Fri)
Michter's Whiskey Masterclass
Total Wine & More | Multiple Locations, Nearby
  • May 15, 2026 (Fri)
Pousse D'OR Burgundy Dinner
Artisan Restaurant - Delamar Hotel | Southport, Connecticut
  • May 16, 2026 (Sat)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • May 17, 2026 (Sun)
Share & Pair Sunday: Sauvignon Blanc & Cabernet Franc Brunch
Enology Wine Bar & Bistro | Saint James, NY
  • May 27-31, 2026 (Wed-Sun)
Nantucket Wine & Food Festival
Multiple Venues Across Nantucket | Nantucket, MA
  • May 28, 2026 (Thu)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby
  • May 29, 2026 (Fri)
Savor The Season: A Spring Wine Celebration
Total Wine & More | Multiple Locations, Nearby
  • May 30, 2026 (Sat)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby
  • Jun 4, 2026 (Thu)
Amici Cellars Wine Experience
Total Wine & More | Multiple Locations, Nearby
  • Jun 5, 2026 (Fri)
The State Of Single Estate Cognac With ABK6
Total Wine & More | Multiple Locations, Nearby
  • Jun 6, 2026 (Sat)
  • Jun 7, 2026 (Sun)
Robibero Rosé Party
Robibero Winery | New Paltz, NY
  • Jun 6, 2026 (Sat)
The State Of Single Estate Cognac With ABK6
Total Wine & More | Multiple Locations, Nearby
  • Jun 11, 2026 (Thu)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby
  • Jun 13, 2026 (Sat)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby
  • Jun 18, 2026 (Thu)
Wines For Summer
Total Wine & More | Multiple Locations, Nearby
  • Jun 18, 2026 (Thu)
The Secret To Tequila & Cocktail Making With Código 1530
Total Wine & More | Multiple Locations, Nearby
  • Jun 19, 2026 (Fri)
The Secret To Tequila & Cocktail Making With Código 1530
Total Wine & More | Multiple Locations, Nearby
  • Jun 25, 2026 (Thu)
Bourbon - America's Native Spirit
Total Wine & More | Multiple Locations, Nearby
  • Jun 27, 2026 (Sat)
Bourbon - America's Native Spirit
Total Wine & More | Multiple Locations, Nearby
  • Jul 9, 2026 (Thu)
Cool Climate Craft: Pacific Northwest Wines
Total Wine & More | Multiple Locations, Nearby
  • Jul 11, 2026 (Sat)
Cool Climate Craft: Pacific Northwest Wines
Total Wine & More | Multiple Locations, Nearby
  • Jul 15, 2026 (Wed)
Cocktails That Are Fighting Hunger
Total Wine & More | Multiple Locations, Nearby
  • Jul 23, 2026 (Thu)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby
  • Jul 25, 2026 (Sat)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby
  • Aug 6, 2026 (Thu)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • Aug 8, 2026 (Sat)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • Aug 22, 2026 (Sat)
  • Aug 23, 2026 (Sun)
15th Annual Putnam County Wine & Music Fest
Putnam County Veterans Memorial Park (Upper) | Carmel, NY
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Wine, Food & Drink in Litchfield: Frequently Asked Questions

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