Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Springfield, Massachusetts

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Featured Local Events

Carmel, NY

14th Putnam County Wine & Music Fest

Sat, August 16, 2025

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Portland, CT

Yoga Night At Arrigoni Winery

Wed, May 28, 2025

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Portland, CT

Hocus Pocus: Sanderson Sisters Drag Show & Live Music Event

Sat, September 13, 2025

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Portland, CT

Taste The Rainbow: Arrigoni Drag Show & Live Music Event

Fri, June 6, 2025

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All Upcoming Local Events

  • Apr 3, 2025 (Thu)
Charcuterie Boarding School & Wine Tasting
Wine ETC. Simsbury | Simsbury, CT
  • Apr 3, 2025 (Thu)
Chell's Charcuterie Class And Wine Tasting At Total Wine, WH
Total Wine & More | West Hartford, CT
  • Apr 3, 2025 (Thu)
PLAINVILLE Adult Pizza Making & Wine Tasting Class To Celebrate Easter!
Square Peg Pizzeria | Plainville, CT
  • Apr 4, 2025 (Fri)
Free Friday Tasting - Imported Wines From Spain & New Zealand!
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 4, 2025 (Fri)
Live Music With Gemsong Productions
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 5, 2025 (Sat)
Free Saturday Tasting - Vermont Distillers No. 14 Maple Whiskey
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 5, 2025 (Sat)
Free Saturday Tasting - Don Julio Tequila
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 5, 2025 (Sat)
Free Saturday Tasting - Black Stallion Wines
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 5, 2025 (Sat)
Free Saturday Tasting - Ketel One Espresso Martini
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 5, 2025 (Sat)
Free Saturday Tasting - Coppola Wines New Diamond Shimmer White Blend
Highland Wine & Spirits | Berlin, Massachusetts
  • Apr 6, 2025 (Sun)
Live Music With Airborne
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 7, 2025 (Mon)
Sicilian Wine Dinner At BNapoli Italian
bNapoli Italian | West Springfield, MA
  • Apr 9, 2025 (Wed)
Guided Wine & Easter Treats Pairing At Broken Creek Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

40% Off All Riedel Glassware

Elevate every sip with perfectly crafted glassware. For a limited time only.

Shop the Sale
  • Apr 9, 2025 (Wed)
Candle Making At Seven Saws Brewery
Seven Saws Brewing Company | Holden, MA
  • Apr 9, 2025 (Wed)
Eastern Europe Cuisine Dinner By International Foods
Culinary Arts Center Dining Room L294 | Manchester, CT
  • Apr 10, 2025 (Thu)
Wine Pairing Dinner_Springfield (Boston Rd)
UNO Pizzeria & Grill | Springfield, MA
  • Apr 10, 2025 (Thu)
April Wine Glass Paint And Sip At Hardwick Winery
Hardwick Winery | Hardwick, MA
  • Apr 10, 2025 (Thu)
Wine Pairing Dinner_Sturbridge
UNO Pizzeria & Grill | Sturbridge, MA
  • Apr 10, 2025 (Thu)
Wine Pairing Dinner_Bellingham
UNO Pizzeria & Grill | Bellingham, MA
  • Apr 10, 2025 (Thu)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby
  • Apr 11, 2025 (Fri)
Wine Dinner
Notch 8 Grille | Northampton, MA
  • Apr 11, 2025 (Fri)
Easter Treats And Wine Pairing Experience At Hardwick Winery
Hardwick Winery | Hardwick, MA
  • Apr 11, 2025 (Fri)
Grand Tasting: Red Burgundy Vs. Barbaresco
Spiritus Wines | Hartford, CT
  • Apr 12, 2025 (Sat)
Adult Easter Egg Hunt
Sunset Meadow Vineyards | Goshen, CT
  • Apr 12, 2025 (Sat)
Manchester Sportsmen's Asssociation Annual Game Dinner
Manchester Elks Lodge #1893 | Manchester, CT
  • Apr 12, 2025 (Sat)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby
  • Apr 12, 2025 (Sat)
Daily Grind "Underground" Dinner
17 Depot Pl | Farmington, CT
  • Apr 13, 2025 (Sun)
Live Music With Tony Di & Brandt
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 13, 2025 (Sun)
Sunday Supper With Live Fiddle Music
The Inn at East Hill Farm | Troy, New Hampshire
  • Apr 16, 2025 (Wed)
Floribbean Dinner By Advanced Food Preparation
Culinary Arts Center Dining Room L294 | Manchester, CT
  • Apr 17, 2025 (Thu)
Canyon Ranch Chef's Dinner With Guest Chef, Jon Sterrett
Canyon Ranch, Lenox, MA, USA | Lenox, MA
  • Apr 17, 2025 (Thu)
VERNON Adult Pizza Making & Wine Tasting Class
SQUARE PEG PIZZERIA VERNON | Vernon, CT
  • Apr 18-21, 2025 (Fri-Mon)
Cheesecake And Wine Pairings
Sunset Meadow Vineyards | Goshen, CT
  • Apr 18, 2025 (Fri)
Live Music With Eran Troy Danner
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 18, 2025 (Fri)
4/18 Tequila Tasting W/ Cancion
Grey Goat Farmtique | Branford, CT
  • Apr 19, 2025 (Sat)
Putt For Perfection With Glenmorangie
Total Wine & More | Multiple Locations, Nearby
  • Apr 19, 2025 (Sat)
Napa-Super Tuscan Face Off - Part I
To be disclosed upon ticket purchase | Wrentham, MA

40% Off All Riedel Glassware

Elevate every sip with perfectly crafted glassware. For a limited time only.

Shop the Sale
  • Apr 19, 2025 (Sat)
Spring Fling Wine Dinner At Hardwick Winery
Hardwick Winery | Hardwick, MA
  • Apr 19, 2025 (Sat)
9th Annual Sun Whiskey Union At Mohegan Sun
Mohegan Sun | Uncasville, CT
  • Apr 24, 2025 (Thu)
So Many Ways To Chardonnay
Total Wine & More | Multiple Locations, Nearby
  • Apr 25, 2025 (Fri)
Live Music With Nick Fradiani Sr
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Apr 26, 2025 (Sat)
Salud! An Introduction To Tequila & Mezcal
Total Wine & More | Multiple Locations, Nearby
  • Apr 27, 2025 (Sun)
Live Music With DizzyFish
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • May 3, 2025 (Sat)
  • May 4, 2025 (Sun)
New England Taco Festival
The Guilford Fair & Fairgrounds | Guilford, CT
  • May 8, 2025 (Thu)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • May 10, 2025 (Sat)
14th Annual Rising Point Brewfest
Pratt & Whitney Stadium at Rentschler Field | East Hartford, CT
  • May 10, 2025 (Sat)
Wine And Cheese - A Guide To Perfect Pairings
Total Wine & More | Multiple Locations, Nearby
  • May 15, 2025 (Thu)
Stages Wine Dinner 2025
Palace Theater | WATERBURY, Connecticut
  • May 24, 2025 (Sat)
  • May 25, 2025 (Sun)
The Annual Hudson Berkshire Wine & Food Festival
Columbia County Fairgrounds | Chatham, NY
  • May 28, 2025 (Wed)
Yoga Night At Arrigoni Winery
Arrigoni Winery | Portland, CT
  • May 29, 2025 (Thu)
Exploremos America Del Sur
Total Wine & More | Multiple Locations, Nearby
  • May 31, 2025 (Sat)
Spirits With A Twist - A Flavored Spirits Exploration
Total Wine & More | Multiple Locations, Nearby
  • Jun 6, 2025 (Fri)
Taste The Rainbow: Arrigoni Drag Show & Live Music Event
Arrigoni Winery | Portland, CT
  • Jun 7, 2025 (Sat)
13th Worcester 
Food Truck & Craft Beer Festival
Worcester Common | Worcester, MA
  • Jun 7, 2025 (Sat)
Meet & Taste: Explore Chilean Wines In An Exclusive Tasting With Viña Carmen
Total Wine & More | Multiple Locations, Nearby
  • Jun 8, 2025 (Sun)
Meet & Taste: Explore Chilean Wines In An Exclusive Tasting With Viña Carmen
Total Wine & More | Multiple Locations, Nearby
  • Jun 12, 2025 (Thu)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • Jun 13, 2025 (Fri)
Meet & Taste: Explore Chilean Wines In An Exclusive Tasting With Viña Carmen
Total Wine & More | Multiple Locations, Nearby
  • Jun 14, 2025 (Sat)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • Jun 26, 2025 (Thu)
Discover New Wines From The Old World
Total Wine & More | Multiple Locations, Nearby
  • Jun 28, 2025 (Sat)
Gin, Vodka & Tequila— A Battle Of The Clear Spirits
Total Wine & More | Multiple Locations, Nearby
  • Jul 9, 2025 (Wed)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby
  • Jul 10, 2025 (Thu)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby
  • Jul 12, 2025 (Sat)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby
  • Jul 16, 2025 (Wed)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby
  • Jul 24, 2025 (Thu)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Jul 26, 2025 (Sat)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby
  • Aug 16, 2025 (Sat)
  • Aug 17, 2025 (Sun)
14th Putnam County Wine & Music Fest
Putnam County Veterans Memorial Park | Carmel, NY
  • Sep 13, 2025 (Sat)
Hocus Pocus: Sanderson Sisters Drag Show & Live Music Event
Arrigoni Winery | Portland, CT
  • Oct 11, 2025 (Sat)
14th Worcester 
Food Truck & Craft Beer Festival
Worcester Common | Worcester, MASSACHUSETTS

Virtual, Online & Other Listings By Locals

  • 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

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