Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Springfield, Massachusetts

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Featured Local Events

Portland, Connecticut

Yoga Night At Arrigoni Winery

Wed, September 9, 2026

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Portland, CT

Live Music At Arrigoni Winery!

Fri, August 28, 2026 to Sun, August 30, 2026

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Westborough, MA

Sake Day East 2026

Sat, October 3, 2026

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All Upcoming Local Events

85 Events listed within 60 miles.

60 miles 30 miles 15 miles
  • Aug 27, 2026 (Thu)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 27, 2026 (Thu)
Great Lawn Supper Series At Canyon Ranch With Chef Joe Cash
Canyon Ranch, Lenox, MA, USA | Lenox, MA
  • Aug 27, 2026 (Thu)
Paint & Sip At Paradise Hills Vineyard | Wine Glasses
Paradise Hills Vineyard & Winery | Wallingford, CT
  • Aug 28, 2026 (Fri)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 28, 2026 (Fri)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 28, 2026 (Fri)
Free Friday Tasting - Rushford & Sons Brewhouse
Highland Wine & Spirits | Berlin, Massachusetts
  • Aug 28, 2026 (Fri)
Live Music With The Emily Mager Duo
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Aug 28, 2026 (Fri)
Cheese & Charcuterie Workshop
Bon Appetit | Hamden, CT
  • Aug 28-30, 2026 (Fri-Sun)
  • Sep 4-6, 2026 (Fri-Sun)
  • Sep 11-13, 2026 (Fri-Sun)
  • Sep 18-20, 2026 (Fri-Sun)
Live Music At Arrigoni Winery!
Arrigoni Winery | Portland, CT
  • Aug 28, 2026 (Fri)
August Summer Cocktail Class With Nicole
68 Pratt St | Hartford, CT
  • Aug 29, 2026 (Sat)
Slow Tea: A Rare Tea Tasting Experience
33 Brook Rd | Cornwall, CT
  • Aug 29, 2026 (Sat)
Hands-on Korean Gimbap, A Cooking Class With Chef Sylvia Becker
HGS Home Chef | Hillsdale, NY
  • Aug 29, 2026 (Sat)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 29, 2026 (Sat)
Free Saturday Tasting -Surfside Ready-To-Drink Cocktails
Highland Wine & Spirits | Berlin, Massachusetts
  • Aug 29, 2026 (Sat)
Free Vodka Tasting Saturday - Stateside Vodka
Highland Wine & Spirits | Berlin, Massachusetts
  • Aug 29, 2026 (Sat)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 29, 2026 (Sat)
Free Tasting - Bully Boy Kitchen Cocktails
Highland Wine & Spirits | Berlin, MA
  • Aug 29, 2026 (Sat)
The Revival House: Wine Parlor + Bites
17 Commercial St | Adams, MA
  • Aug 30, 2026 (Sun)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 30, 2026 (Sun)
British Afternoon Tea
Duck Soup | Sudbury, MA
  • Aug 30, 2026 (Sun)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Aug 30, 2026 (Sun)
Live Music With Jon Condie
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 3, 2026 (Thu)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 3, 2026 (Thu)
Chell's Charcuterie Class At Ox & Oak Vineyards
Ox & Oak Vineyards | Lebanon, CT
  • Sep 4, 2026 (Fri)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 4, 2026 (Fri)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 4, 2026 (Fri)
Live Music With Donald Gioiella
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 4, 2026 (Fri)
Live Music With Donald Gioiella
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 4, 2026 (Fri)
The Revival House: Wine Parlor + Bites
17 Commercial St | Adams, MA
  • Sep 5, 2026 (Sat)
Slow Tea: A Rare Tea Tasting Experience
33 Brook Rd | Cornwall, CT
  • Sep 5, 2026 (Sat)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 5, 2026 (Sat)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 5, 2026 (Sat)
The Revival House: Wine Parlor + Bites
17 Commercial St | Adams, MA
  • Sep 6, 2026 (Sun)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 6, 2026 (Sun)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 6, 2026 (Sun)
Live Music With Gemsong Productions
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 8, 2026 (Tue)
New York Baking Class
617 Main St N | Southbury, CT
  • Sep 8, 2026 (Tue)
Steakhouse Steaks
Duck Soup | Sudbury, MA
  • Sep 9, 2026 (Wed)
Yoga Night At Arrigoni Winery
Arrigoni Winery | Portland, Connecticut
  • Sep 9, 2026 (Wed)
Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)
Total Wine & More | Multiple Locations, Nearby
  • Sep 10, 2026 (Thu)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 10, 2026 (Thu)
Wine Trail - Garden Glass Painting
Tranquillity Vineyard & Winery | Middlebury, CT
  • Sep 10, 2026 (Thu)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 11, 2026 (Fri)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 11, 2026 (Fri)
Live Music With Bernie Gagliardi
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 11, 2026 (Fri)
The Revival House: Wine Parlor + Bites
17 Commercial St | Adams, MA
  • Sep 11, 2026 (Fri)
9/11 Mixology Class & Fall Cocktail Preview
Grey Goat Farmtique | Branford, CT
  • Sep 11, 2026 (Fri)
Donelan Wine Tasting Among The Cars At Archive
280 Worcester Rd | Framingham, MA
  • Sep 12, 2026 (Sat)
Fall Soups, Stews, & Comfort Foods
617 Main St N | Southbury, CT
  • Sep 12, 2026 (Sat)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 12, 2026 (Sat)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 12, 2026 (Sat)
The Revival House: Wine Parlor + Bites
17 Commercial St | Adams, MA
  • Sep 12, 2026 (Sat)
Tasty Wine Pairing Dinner: A Five-Course Experience
162 Harding St | Worcester, MA
  • Sep 12, 2026 (Sat)
Little Lion's Fall Wine Club
New England Spirits & Wine Purveyors | Hamden, CT
  • Sep 13, 2026 (Sun)
Western Mass Vegan Food Fest: September Edition
Abandoned Building Brewery | Easthampton, MA
  • Sep 13, 2026 (Sun)
TO GO Picnics From Broken Creek Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA
  • Sep 13, 2026 (Sun)
Live Music With Airborne Jazz
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 13, 2026 (Sun)
Chefs For Sub-Edge
100 Tillotson Rd | Avon, CT
  • Sep 15, 2026 (Tue)
Gluten Free Baking Part 2
617 Main St N | Southbury, CT
  • Sep 15, 2026 (Tue)
Tutti Quanti Wine Tasting
Tutti Quanti Italian Market | Sturbridge, MA
  • Sep 18, 2026 (Fri)
Live Music With Dave Crispino
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 20, 2026 (Sun)
Live Music With Tony Di & Carla Zipay
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 24, 2026 (Thu)
Singular Sensations - Getting To Know Single Malt
Total Wine & More | Multiple Locations, Nearby
  • Sep 24, 2026 (Thu)
Painting With Annie For Wine Club Craft Night!
Franklin Liquors | FRANKLIN, MA
  • Sep 25, 2026 (Fri)
Live Music With Nick Fradiani Sr
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 25, 2026 (Fri)
Botanicals & Smoke: The Edinburgh Gin X Smokehead Cocktail Lab
Total Wine & More | Multiple Locations, Nearby
  • Sep 26, 2026 (Sat)
Singular Sensations - Getting To Know Single Malt
Total Wine & More | Multiple Locations, Nearby
  • Sep 27, 2026 (Sun)
Live Music With DizzyFish
Paradise Hills Vineyard and Winery | Wallingford, Connecticut
  • Sep 27, 2026 (Sun)
Vina Carmen Winery-Led Tasting: A Journey Through Chile’s Terroirs
Total Wine & More | Multiple Locations, Nearby
  • Oct 3, 2026 (Sat)
Sake Day East 2026
Julio's Liquors | Westborough, MA
  • Oct 4, 2026 (Sun)
20th Annual Oktoberfest Dinner With Live Oompah Music
The Inn at East Hill Farm | Troy, NH
  • Oct 7, 2026 (Wed)
Explore The Flavors Of California: Wine Class With Needle & Thread, Mother's Choice & More
Total Wine & More | Multiple Locations, Nearby
  • Oct 7, 2026 (Wed)
Fall For A Negroni With Campari America
Total Wine & More | Multiple Locations, Nearby
  • Oct 8, 2026 (Thu)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 10, 2026 (Sat)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 15, 2026 (Thu)
Sip And Savor With Caymus Vineyards
Total Wine & More | Multiple Locations, Nearby
  • Oct 16, 2026 (Fri)
Duckhorn Vineyards 50th Anniversary. From 1976 To Forever.
Total Wine & More | Multiple Locations, Nearby
  • Oct 22, 2026 (Thu)
Bubbles Beyond Borders With Maisons Marques & Domaines
Total Wine & More | Multiple Locations, Nearby
  • Oct 24, 2026 (Sat)
Icons Of Spirits
Total Wine & More | Multiple Locations, Nearby
  • Nov 1, 2026 (Sun)
18th Annual NH Growers Dinner With Live Fiddle Music
The Inn at East Hill Farm | Troy, New Hampshire
  • Nov 5, 2026 (Thu)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 7, 2026 (Sat)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 12, 2026 (Thu)
Sips Of The Season: A Guide To Holiday Entertaining
Total Wine & More | Multiple Locations, Nearby
  • Dec 3, 2026 (Thu)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2026 (Sat)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby

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Wine, Food & Drink in Springfield: Frequently Asked Questions

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For over 25 years, LocalWineEvents.com has been the definitive go-to source for discovering the best wine, food, and drink events in Springfield. From local wine tastings and boutique dinners to large-scale food festivals, we provide the most comprehensive, expert-curated calendar for Springfield enthusiasts and professionals.

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LocalWineEvents.com features a dedicated discovery engine for Springfield that includes craft beer festivals, spirits tastings, and distillery tours. As a leading industry resource since 2000, we ensure our Springfield listings are updated hourly to help you find the perfect drink experience.