Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Springfield, Massachusetts

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Featured Local Events

Westfield River Wine Festival
  • Sun, June 2, 2024
Westfield River Brewing Company | Southwick, MA

All Upcoming Local Events


  • May 21, 2024 (Tue)
Mixologist Competition
410 Woodland Ave | Bloomfield, CT

  • May 21, 2024 (Tue)
Spring Wine And Macaron Tasting
The Vin Bin | Marlborough, MA

  • May 21, 2024 (Tue)

  • May 21, 2024 (Tue)
Tutti Wine Tasting
Tutti Quanti Italian Market | Sturbridge, MA

  • May 22, 2024 (Wed)
A Tasteful Event 2024
70 Litchfield St | Torrington, CT

  • May 22, 2024 (Wed)
Wine 101: Uncorking The Basics And Sipping With Savvy
Broken Creek Vineyard | Shrewsbury, MA

  • May 22, 2024 (Wed)
Quattro's Tequila Dinner
Quattro's Italian Restaurant | Guilford, CT

  • May 23, 2024 (Thu)
Free Tasting - Tequila Cazadores Blanco & Anejo
Highland Wine & Spirits | Berlin, Massachusetts

  • May 23, 2024 (Thu)
The Still Bar & Grill Jack Daniels Whiskey Dinner
The Still Bar & Grill, Springfield Street, Agawam, MA, USA | Agawam, MA

  • May 23, 2024 (Thu)

  • May 23, 2024 (Thu)
Paint & Sip: Spring Planter
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • May 23, 2024 (Thu)
Wine & Food Pairing At The Little Shop Of Olive Oils, Frankline
The Little Shop of Olive Oils | Franklin, MA

  • May 23, 2024 (Thu)
Exploring Pop Tarts And Wine
Franklin Liquors | Franklin, MA


  • May 24, 2024 (Fri)
Free Tasting - Black Infusions Distillers (Infused Vodkas & Dirty Shirley)
Highland Wine & Spirits | Berlin, Massachusetts

  • May 24, 2024 (Fri)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • May 24, 2024 (Fri)
Free Friday Tasting - Teremana Tequila (Blanco, Reposado, Anejo)
Highland Wine & Spirits | Berlin, Massachusetts

  • May 24, 2024 (Fri)
Free Friday Tasting - Whitehaven Wines Sauvignon Blanc
Highland Wine & Spirits | Berlin, Massachusetts

  • May 24, 2024 (Fri)
Free Friday Tasting - Portuguese Favorites
Highland Wine & Spirits | Berlin, Massachusetts

  • May 24, 2024 (Fri)
Live Music With Arlene Wow
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • May 24, 2024 (Fri)
Friday Tasting - Lagunitas Brewery
Highland Wine & Spirits | Berlin, Massachusetts

  • May 25, 2024 (Sat)
Hopkins Winery Sip & Pour Candle Making Class
Hopkins Vineyard | Warren, CT

  • May 25, 2024 (Sat)
Saturday Tasting - Surfside Vodka Seltzers
Highland Wine & Spirits | Berlin, Massachusetts

  • May 25, 2024 (Sat)
Free Saturday Tasting - Hampton Water Rosé
Highland Wine & Spirits | Berlin, Massachusetts

  • May 25, 2024 (Sat)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • May 26, 2024 (Sun)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • May 26, 2024 (Sun)
Live Music With Tony Di & Rickie
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • May 29, 2024 (Wed)
Cheeseboard Workshop At The Flour Girl Bakery
The Flour Girl | Hebron, CT

  • May 30, 2024 (Thu)

  • May 30, 2024 (Thu)
Cut And Smoke Dinner With Litto Gomez Jr.
The Penthouse Cigar Shop, Wethersfield Avenue, Hartford, CT, USA | Hartford, CT

  • May 30, 2024 (Thu)
Wine & Cheese Pairing At Agronomy Farm Vineyard
Agronomy Farm Vineyard | Oakham, MA

  • May 31, 2024 (Fri)
Live Music With Donald Pierson
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 1, 2024 (Sat)
A Magical Midsummer Menu With Leah Guadagnoli
HGS Home Chef | Hillsdale, NY

  • Jun 2, 2024 (Sun)
Westfield River Wine Festival
Westfield River Brewing Company | Southwick, MA

  • Jun 2, 2024 (Sun)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jun 2, 2024 (Sun)
Live Music With Airborne
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 2, 2024 (Sun)
Mad River Distillers Bourbon Tasting!
Grey Goat Farmtique | Branford, CT

  • Jun 5, 2024 (Wed)
Traditional Grape Leave Making Workshop
Broken Creek Vineyard and Winery | Shrewsbury, MA


  • Jun 5, 2024 (Wed)
Limoncello Making Workshop
Grey Goat Farmtique | Branford, CT

  • Jun 6, 2024 (Thu)

  • Jun 6, 2024 (Thu)
Local Wine & Dessert Pairing At Lilac Hedge Fram
Lilac Hedge Farm | Rutland, MA

  • Jun 6, 2024 (Thu)
Crepe Making Night 2024
126 Water St | Worcester, MA

  • Jun 7, 2024 (Fri)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jun 7, 2024 (Fri)
Live Music With Chris Marolda
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 7, 2024 (Fri)
Charcuterie Workshop At Crystal Ridge Winery
Crystal Ridge Winery, Belltown Road, South Glastonbury, CT, USA | Glastonbury, CT

  • Jun 7, 2024 (Fri)
Great Lawn Supper Series
Canyon Ranch, Lenox, MA, USA | Lenox, MA

  • Jun 8, 2024 (Sat)
Worcester Food Truck & Craft Beer Festival
Worcester Common | Worcester, MA

  • Jun 8, 2024 (Sat)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jun 8, 2024 (Sat)
Wine, Cheese, & Chocolate
47 College St | South Hadley, MA

  • Jun 8, 2024 (Sat)
2024 YMCA Belmont Stakes Wine Dinner
Farms Country Club | Wallingford, CT

  • Jun 9, 2024 (Sun)

  • Jun 9, 2024 (Sun)
Picnic At The Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jun 13, 2024 (Thu)
Vive La France
Total Wine & More | Multiple Locations, Nearby

  • Jun 14, 2024 (Fri)
Live Music With Gemsong Productions
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 14, 2024 (Fri)
Vive La France
Total Wine & More | Multiple Locations, Nearby

  • Jun 15, 2024 (Sat)
Vive La France
Total Wine & More | Multiple Locations, Nearby

  • Jun 16, 2024 (Sun)
Father's Day At The Vineyard
Sunset Meadow Vineyards | Goshen, CT

  • Jun 16, 2024 (Sun)
Live Music With Carrie Ashton
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 21, 2024 (Fri)
Live Music With Eran Troy Danner
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 21, 2024 (Fri)
Wine & Crepe Pairing Experience At Hardwick Winery
Hardwick Vineyard & Winery | Hardwick, MA

  • Jun 23, 2024 (Sun)
Live Music With DizzyFish
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 24, 2024 (Mon)

  • Jun 27, 2024 (Thu)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby

  • Jun 28, 2024 (Fri)
Live Music With Nick Fradiani Sr
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jun 28, 2024 (Fri)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby

  • Jun 29, 2024 (Sat)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby

  • Jun 30, 2024 (Sun)
Live Music With Jon Condie
Paradise Hills Vineyard and Winery | Wallingford, Connecticut

  • Jul 11, 2024 (Thu)
Discover New Wines From The Old World
Total Wine & More | Multiple Locations, Nearby

  • Jul 12, 2024 (Fri)
Discover New Wines From The Old World
Total Wine & More | Multiple Locations, Nearby

  • Jul 13, 2024 (Sat)
Discover New Wines From The Old World
Total Wine & More | Multiple Locations, Nearby

  • Jul 18, 2024 (Thu)
Tune Up Your Tastebuds: Wine & Music
Total Wine & More | Multiple Locations, Nearby

  • Jul 25, 2024 (Thu)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby

  • Jul 26, 2024 (Fri)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby

  • Jul 27, 2024 (Sat)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby

  • Aug 2, 2024 (Fri)
PATRÓN Cocktail Lab
Total Wine & More | Multiple Locations, Nearby

  • Aug 8, 2024 (Thu)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Aug 9, 2024 (Fri)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Aug 10, 2024 (Sat)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Aug 15, 2024 (Thu)
PATRÓN Cocktail Lab
Total Wine & More | Multiple Locations, Nearby

  • Sep 12, 2024 (Thu)
Venture Sip & Support
Publick House Historic Inn (Tent) | Sturbridge, MA

  • Sep 12, 2024 (Thu)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Sep 13, 2024 (Fri)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Sep 14, 2024 (Sat)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

Virtual, Online & Other Listings By Locals


  • May 27, 2024 (Mon)
WSET Level 2 Wine Online Course & Exam (27 May , 2024)
Online Class | Hosted by:New England Wine Academy

  • May 27, 2024 (Mon)
WSET Level 1 Wine Online Course & Exam (Starting 27 May, 2024)
Online Class | Hosted by:New England Wine Academy

  • Jun 24, 2024 (Mon)
WSET Level 2 Wine Online Course & Exam (24 Jun , 2024)
Online Class | Hosted by:New England Wine Academy

  • Jun 24, 2024 (Mon)
WSET Level 1 Wine Online Course & Exam (Starting 24 Jun, 2024)
Online Class | Hosted by:New England Wine Academy

  • Jul 22, 2024 (Mon)
WSET Level 2 Wine Online Course & Exam (22 Jul , 2024)
Online Class | Hosted by:New England Wine Academy

  • Jul 22, 2024 (Mon)
WSET Level 1 Wine Online Course & Exam (Starting 22 Jul, 2024)
Online Class | Hosted by:New England Wine Academy