Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Litchfield, Connecticut

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Featured Local Events

All Upcoming Local Events


  • Nov 27, 2024 (Wed)
Celebrate Friendsgiving: Wine Discounts & Live Music With Myke Ross
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Nov 27, 2024 (Wed)
Fall Chocolates & Wine Pairing
Aquila's Nest Vineyards | Newtown, CT

  • Nov 29, 2024 (Fri)
Live Music With Bernie Gagliardi
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Nov 29, 2024 (Fri)
Dominus UnCorked: A Vertical Journey Through The Years
Westchester Wine Warehouse | White Plains, NY

  • Nov 29, 2024 (Fri)
Black Friday BREW-tique
Pete’s Taverna Restaurant and Bar | Riverhead, NY

  • Nov 30, 2024 (Sat)
NY Thift Shopping & Wine Tour
Quirkshop | Peekskill, NY

  • Nov 30, 2024 (Sat)
New York Wine Vineyard Tour
Dylan's Wine Cellar | Peekskill, NY

  • Nov 30-Dec 7, 2024 (Sat-Sat)
  • Dec 1-8, 2024 (Sun-Sun)


  • Nov 30, 2024 (Sat)
Peekskill NY Bar & Pub Walking Tour
Taco District Peekskill NY | Peekskill, NY

  • Dec 1, 2024 (Sun)

  • Dec 1, 2024 (Sun)
Live Music With Nick Fradiani Sr
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 1, 2024 (Sun)
Sip & Shimmy Belly Dancing Brunch
Aquila's Nest Vineyards | Newtown, CT


  • Dec 3, 2024 (Tue)
French & Creole Lunch By International Foods And Advanced Food Preparation
Culinary Arts Center Dining Room L294 | Manchester, CT

  • Dec 3, 2024 (Tue)
Bulleit Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 4, 2024 (Wed)
Holiday Prime Rib Beer Dinner
Tin Bridge Brewing Co. | Westfield, MA

  • Dec 5, 2024 (Thu)
Don Julio Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 5, 2024 (Thu)
Candles & Cups Of Wine Workshop
Aquila's Nest Vineyards | Newtown, CT

  • Dec 5, 2024 (Thu)
Scotch, Spice & Everything Nice: A Compass Box Whisky Showcase
Westchester Wine Warehouse (Private Tasting Room) | White Plains, New York

  • Dec 5, 2024 (Thu)
Prohibition Repeal Party At The Wine Cellar On Main
The Wine Cellar on Main | Northport, NY

  • Dec 6, 2024 (Fri)
Live Music With Chris Marolda
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 6, 2024 (Fri)
Cheesecake And Wine Pairing
Sunset Meadow Vineyards | Goshen, CT

  • Dec 6, 2024 (Fri)
Candles & Cups Of Wine Workshop
Aquila's Nest Vineyards | Newtown, CT

  • Dec 6, 2024 (Fri)
Amarone Excellence: A Masi Winery Tasting Journey And Surprise!
Westchester Wine Warehouse | White Plains, NY

  • Dec 7, 2024 (Sat)

  • Dec 7, 2024 (Sat)
Holiday Fineries At The Wineries START Quartz Rock SATURDAY
Quartz Rock Vineyard and Cidery | Marlboro, NY

  • Dec 7, 2024 (Sat)

  • Dec 7, 2024 (Sat)

  • Dec 7, 2024 (Sat)

  • Dec 7, 2024 (Sat)
SOLD OUT Holiday Fineries At The Wineries START Magnanini Winery SATURDAY
Magnanini Winery, Restaurant & Distillery | Wallkill, NY

  • Dec 7, 2024 (Sat)
Holiday Fineries At The Wineries START Whitecliff Vineyard SATURDAY
Whitecliff Vineyard & Winery | Gardiner, NY

  • Dec 7, 2024 (Sat)

  • Dec 7, 2024 (Sat)
Holiday Fineries At The Wineries START City Winery HV SATURDAY
City Winery Hudson Valley | Montgomery, NY

  • Dec 7, 2024 (Sat)
NY Thift Shopping & Wine Tour
Quirkshop | Peekskill, NY

  • Dec 7, 2024 (Sat)
New York Wine Vineyard Tour
Dylan's Wine Cellar | Peekskill, NY

  • Dec 7, 2024 (Sat)
Zachys Winter Champagne Soirée
Zachys Wine & Liquor | Port Chester, NY

  • Dec 8, 2024 (Sun)


  • Dec 8, 2024 (Sun)
Holiday Fineries At The Wineries START Quartz Rock SUNDAY
Quartz Rock Vineyard and Cidery | Marlboro, NY

  • Dec 8, 2024 (Sun)

  • Dec 8, 2024 (Sun)

  • Dec 8, 2024 (Sun)
Holiday Fineries At The Wineries START Magnanini Winery SUNDAY
Magnanini Winery, Restaurant & Distillery | Wallkill, NY

  • Dec 8, 2024 (Sun)
Holiday Fineries At The Wineries START Whitecliff Vineyard SUNDAY
Whitecliff Vineyard & Winery | Gardiner, NY

  • Dec 8, 2024 (Sun)

  • Dec 8, 2024 (Sun)
Holiday Fineries At The Wineries START Brotherhood Winery SUNDAY
Brotherhood, America's Oldest Winery | Washingtonville, NY

  • Dec 8, 2024 (Sun)
Holiday Fineries At The Wineries START City Winery HV SUNDAY
City Winery Hudson Valley | Montgomery, NY

  • Dec 9, 2024 (Mon)
Bulleit Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 9, 2024 (Mon)
Don Julio Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 10, 2024 (Tue)
Don Julio Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 10, 2024 (Tue)
Candy Cane Pizza
Stew Leonard's 100 Westport Ave | Norwalk, CT

  • Dec 10, 2024 (Tue)
Piedmont Holiday Dinner
Josie & Tony's | Norwalk, Connecticut

  • Dec 11, 2024 (Wed)
Festive Boards & Holiday Pours
Par 4 The Course | Westfield, MA

  • Dec 11, 2024 (Wed)
Glenmorangie Odyssey: A Masterclass In Single Malt Scotch Magic
Westchester Wine Warehouse | White Plains, NY

  • Dec 11, 2024 (Wed)
The Sushi Class
Aquila's Nest Vineyards | Newtown, CT

  • Dec 11, 2024 (Wed)
An Evening With Psychic Medium Lisa Morrison
55 W Railroad Ave | West Haverstraw, NY

  • Dec 12, 2024 (Thu)
Bulleit Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 12, 2024 (Thu)
Jingle Bars Pub Crawl And Tasting
Kerri Art Studio and Gallery | Windham, CT

  • Dec 12, 2024 (Thu)

  • Dec 12, 2024 (Thu)
Comida Y Tierra
La Hacienda | Kingston, NY

  • Dec 12, 2024 (Thu)

  • Dec 13, 2024 (Fri)
Live Music With Myke Ross
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 13, 2024 (Fri)
The Champagne Experience: A Louis Roederer Vintage Showcase
Westchester Wine Warehouse | White Plains, NY

  • Dec 14, 2024 (Sat)

  • Dec 14, 2024 (Sat)
Holiday Fineries At The Wineries START Quartz Rock SATURDAY
Quartz Rock Vineyard and Cidery | Marlboro, NY

  • Dec 14, 2024 (Sat)

  • Dec 14, 2024 (Sat)

  • Dec 14, 2024 (Sat)
Holiday Fineries At The Wineries START Magnanini Winery SATURDAY
Magnanini Winery, Restaurant & Distillery | Wallkill, NY

  • Dec 14, 2024 (Sat)
Holiday Fineries At The Wineries START Whitecliff Vineyard SATURDAY
Whitecliff Vineyard & Winery | Gardiner, NY

  • Dec 14, 2024 (Sat)

  • Dec 14, 2024 (Sat)
Holiday Fineries At The Wineries START Brotherhood Winery SATURDAY
Brotherhood, America's Oldest Winery | Washingtonville, NY

  • Dec 14, 2024 (Sat)
Holiday Fineries At The Wineries START City Winery HV SATURDAY
City Winery Hudson Valley | Montgomery, NY

  • Dec 14, 2024 (Sat)
NY Thift Shopping & Wine Tour
Quirkshop | Peekskill, NY

  • Dec 14, 2024 (Sat)
New York Wine Vineyard Tour
Dylan's Wine Cellar | Peekskill, NY

  • Dec 14-21, 2024 (Sat-Sat)
  • Dec 15-22, 2024 (Sun-Sun)

  • Dec 15, 2024 (Sun)

  • Dec 15, 2024 (Sun)
Holiday Fineries At The Wineries START Quartz Rock SUNDAY
Quartz Rock Vineyard and Cidery | Marlboro, NY

  • Dec 15, 2024 (Sun)

  • Dec 15, 2024 (Sun)

  • Dec 15, 2024 (Sun)
Holiday Fineries At The Wineries START Magnanini Winery SUNDAY
Magnanini Winery, Restaurant & Distillery | Wallkill, NY

  • Dec 15, 2024 (Sun)
Holiday Fineries At The Wineries START Whitecliff Vineyard SUNDAY
Whitecliff Vineyard & Winery | Gardiner, NY

  • Dec 15, 2024 (Sun)

  • Dec 15, 2024 (Sun)
Holiday Fineries At The Wineries START Brotherhood Winery SUNDAY
Brotherhood, America's Oldest Winery | Washingtonville, NY

  • Dec 15, 2024 (Sun)
Holiday Fineries At The Wineries START City Winery HV SUNDAY
City Winery Hudson Valley | Montgomery, NY

  • Dec 15, 2024 (Sun)
Live Music With DizzyFish
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 17, 2024 (Tue)
Bulleit Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 20, 2024 (Fri)
Live Music With Eran Troy Danner
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 22, 2024 (Sun)
Live Music With The Emily Mager Duo
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 24, 2024 (Tue)
Don Julio Custom Labeling
Total Wine & More | Multiple Locations, Nearby

  • Dec 27, 2024 (Fri)
Live Music With Gemsong Productions
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Dec 28, 2024 (Sat)
  • Dec 29, 2024 (Sun)

  • Dec 29, 2024 (Sun)
Live Music With Bernie Gagliardi
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jan 16, 2025 (Thu)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 18, 2025 (Sat)
Sip, Savor, And Salud - An Intro To Spanish And Portuguese Wines
Total Wine & More | Multiple Locations, Nearby

  • Jan 30, 2025 (Thu)
Wine 101—In Vino Veritas
Total Wine & More | Multiple Locations, Nearby

  • Feb 1, 2025 (Sat)
An Introduction Into The World Of Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 6, 2025 (Thu)
The Art Of Irish Whiskey With Teeling Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 6, 2025 (Thu)
Cocktails & Cupcakes With Chambord
Total Wine & More | Multiple Locations, Nearby

  • Feb 8, 2025 (Sat)
The Art Of Irish Whiskey With Teeling Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 12, 2025 (Wed)
The Art Of Irish Whiskey With Teeling Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 13, 2025 (Thu)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby

  • Feb 15, 2025 (Sat)
Wine And Chocolate—A Perfect Pair
Total Wine & More | Multiple Locations, Nearby

  • Feb 16, 2025 (Sun)
The Art Of Irish Whiskey With Teeling Whiskey
Total Wine & More | Multiple Locations, Nearby

  • Feb 20, 2025 (Thu)
Say Howzit To South Africa
Total Wine & More | Multiple Locations, Nearby

  • Feb 27, 2025 (Thu)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Mar 1, 2025 (Sat)
Barrel Aged Spirits
Total Wine & More | Multiple Locations, Nearby

  • Mar 13, 2025 (Thu)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby

  • Mar 15, 2025 (Sat)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby

Virtual, Online & Other Listings By Locals


  • Jan 6, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Jan 6, 2025)
Online Class | Hosted by:New England Wine Academy

  • Jan 20, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Jan 20, 2025)
Online Class | Hosted by:New England Wine Academy

  • Feb 17, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Feb 17, 2025)
Online Class | Hosted by:New England Wine Academy

  • Mar 17, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Mar 17, 2025)
Online Class | Hosted by:New England Wine Academy

  • Apr 14, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Apr 14, 2025)
Online Class | Hosted by:New England Wine Academy

  • May 12, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting May 12, 2025)
Online Class | Hosted by:New England Wine Academy

  • Jun 9, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Jun 9, 2025)
Online Class | Hosted by:New England Wine Academy

  • Jul 7, 2025 (Mon)
WSET Level 2 Wine Online Course & Exam (starting Jul 7, 2025)
Online Class | Hosted by:New England Wine Academy