Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Brookline Village, Massachusetts

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Featured Local Events

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  • Jul 8, 2025 (Tue)
Hands-On: Fresh Egg Pasta Shapes
Eataly Boston | Boston, MA

  • Jul 8, 2025 (Tue)

  • Jul 9, 2025 (Wed)
Hands-On: Tiramisu
Eataly Boston | Boston, MA

  • Jul 9, 2025 (Wed)

  • Jul 9, 2025 (Wed)
Hands-On: Mushroom Ravioli
Eataly Boston | Boston, MA

  • Jul 9, 2025 (Wed)
Charcuterie Workshop
The Hotel Salem | Salem, MA

  • Jul 9, 2025 (Wed)
Wine & Cake Pop Pairing Experience At Broken Creek Vineyard
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 9, 2025 (Wed)
Italian Wine & Cheese Pairing
Coastal Bubbles + Wine Bar | New Bedford, MA

  • Jul 9, 2025 (Wed)
A Lovely Day For A Guinness!
Oscar's | Dedham, MA

  • Jul 10, 2025 (Thu)

  • Jul 10, 2025 (Thu)

  • Jul 10, 2025 (Thu)
Hands-On: Pasta Alla Puttanesca
Eataly Boston | Boston, MA

  • Jul 10, 2025 (Thu)
Sangria And Spirits With Tiffany Rice
Brack's Grille & Tap | Taunton, MA

40% Off All Riedel Glassware

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

Shop the Sale

  • Jul 10, 2025 (Thu)
CG Boards & Co. Charcuterie Workshop
Appolo Vineyards | Derry, NH

  • Jul 10, 2025 (Thu)
Wine Essentials: How To Taste, Describe, Pair And Enjoy Wine
Islington Bottle Shoppe | Portsmouth, NH

  • Jul 10, 2025 (Thu)
Queso Royale - USA Vs France
Commonwealth Wine School | Cambridge, MA

  • Jul 10, 2025 (Thu)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby

  • Jul 10, 2025 (Thu)
Sicilian Night At La Pizza & La Pasta
La Pizza & La Pasta | Boston, MA

  • Jul 11, 2025 (Fri)

  • Jul 11, 2025 (Fri)

  • Jul 11, 2025 (Fri)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 11, 2025 (Fri)
Mediterranean Friday Night
17 Fabyan Woodstock Rd | Thompson, CT

  • Jul 11, 2025 (Fri)
Uncork & Unwind: Sip, Connect & Celebrate
Willow Spring Vineyards | Haverhill, MA

  • Jul 11, 2025 (Fri)
Old Homestead Farm’s Second Annual Farm To Table Dinner
Old Homestead Farm | New Ipswich, NH

  • Jul 11, 2025 (Fri)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby

  • Jul 11, 2025 (Fri)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby

  • Jul 12, 2025 (Sat)
12th Annual Boston JerkFest Rum & Brew Tasting
Harvard Athletic Complex at 145 North Harvard Street, Boston, MA 02134 | Boston, MA

  • Jul 12, 2025 (Sat)

  • Jul 12, 2025 (Sat)

  • Jul 12, 2025 (Sat)
July Fine Wine Flea Market In Needham!
Bin Ends Wine | Needham, MA

  • Jul 12, 2025 (Sat)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 12, 2025 (Sat)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby

  • Jul 12, 2025 (Sat)
Premiere Series: Bastille Day Special, France Vs. USA
Formaggio Kitchen - Cambridge | Cambridge, MA

  • Jul 13, 2025 (Sun)

  • Jul 13, 2025 (Sun)
2025 July- Brunch & Bubbles
Flag Hill Distillery & Winery | Lee, NH

  • Jul 13, 2025 (Sun)

  • Jul 13, 2025 (Sun)
Hendrick's Marvelous Cocktail Masterclass
Total Wine & More | Multiple Locations, Nearby

40% Off All Riedel Glassware

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

Shop the Sale

  • Jul 13, 2025 (Sun)
Vineyard Tours + Wine
Squamscott Vineyard & Winery | Newfields, NH

  • Jul 13, 2025 (Sun)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 14, 2025 (Mon)
Bastille Day French Wine Dinner
La Maison Navarre - Pastry, Bistro, Wine Bar, Congress Street, Portsmouth, NH, USA | Portsmouth, NH

  • Jul 15, 2025 (Tue)
Hands-On: Mushroom Ravioli
Eataly Boston | Boston, MA

  • Jul 15, 2025 (Tue)
Agave Dinner
Unwined | Milford, NH

  • Jul 15, 2025 (Tue)
Wines Of Crete!
Commonwealth Wine School | Cambridge, MA

  • Jul 16, 2025 (Wed)
Hands-On: Pasta All' Amatriciana
Eataly Boston | Boston, MA

  • Jul 16, 2025 (Wed)
Hands-On: Sicilian Cannoli
Eataly Boston | Boston, MA

  • Jul 16, 2025 (Wed)
Gibbet Hill Farm Dinner • July 16
Gibbet Hill Grill | Groton, MA

  • Jul 16, 2025 (Wed)
An Evening With Antinori: Discover The Legacy Of Iconic Italian Wines
NH Liquor & Wine Outlet, Nashua NH (Store #50) | Nashua, NH

  • Jul 16, 2025 (Wed)
Hands-on Pasta Alla Bolognese 7.16 6pm
9 Via Toscana | Salem, NH

  • Jul 16, 2025 (Wed)
Discover The Spirit Of Ireland : Irish Whiskey Seminar In Epping
NH Liquor & Wine Outlet (Store #79) - Brickyard Plaza | Epping, NH

  • Jul 16, 2025 (Wed)

  • Jul 16, 2025 (Wed)
July Wine Glass Paint And Sip At Hardwick Winery
Hardwick Winery | Hardwick, MA

  • Jul 16, 2025 (Wed)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Jul 16, 2025 (Wed)

  • Jul 17, 2025 (Thu)

  • Jul 17, 2025 (Thu)

  • Jul 17, 2025 (Thu)
Hands-On: Pappardelle Ai Funghi
Eataly Boston | Boston, MA

  • Jul 17, 2025 (Thu)
Prosecco Picnic On Spectacle Island
Spectacle Island | Boston, MA

  • Jul 17, 2025 (Thu)
Discover The Spirit Of Ireland : Irish Whiskey Seminar In Nashua
NH Liquor & Wine Outlet, Nashua NH (Store #50) | Nashua, NH

  • Jul 17, 2025 (Thu)
Hands-on Cappalaci Pasta 7.17 6pm
9 Via Toscana | Salem, NH

  • Jul 17, 2025 (Thu)
Beer Festival At The Artisan Hotel 7/17
17 Via Toscana | Salem, NH

  • Jul 17, 2025 (Thu)

  • Jul 17, 2025 (Thu)
Passport To Pour: An Introduction To Wines Of The World
Commonwealth Wine School | Cambridge, MA

  • Jul 17, 2025 (Thu)
Passport To Pour: An Introduction To Wines Of The World
Commonwealth Wine School | Cambridge, MA

  • Jul 17, 2025 (Thu)
Charcuterie Workshop & Private Wine Tasting
Blanchards Wines & Spirits- West Roxbury | West Roxbury, MA

  • Jul 17, 2025 (Thu)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Jul 17, 2025 (Thu)

  • Jul 17, 2025 (Thu)

  • Jul 18, 2025 (Fri)

  • Jul 18, 2025 (Fri)

  • Jul 18, 2025 (Fri)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 18, 2025 (Fri)

  • Jul 18, 2025 (Fri)

  • Jul 18, 2025 (Fri)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Jul 18, 2025 (Fri)

  • Jul 18, 2025 (Fri)
Beer & Wine Dinner With Great North Aleworks At LaBelle Winery Amherst
LaBelle Winery Amherst Event Center | Amherst, NH

  • Jul 19, 2025 (Sat)
The Great American Craft Beverage Festival
Bally's Twin River Lincoln | Lincoln, RI

  • Jul 19, 2025 (Sat)

  • Jul 19, 2025 (Sat)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 19, 2025 (Sat)
14th Anniversary Tasting
Jack's Abby Craft Lagers | Framingham, MA

  • Jul 19, 2025 (Sat)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Jul 20, 2025 (Sun)
MASSeration
Whittier Birthplace | Haverhill, MA

  • Jul 20, 2025 (Sun)

  • Jul 20, 2025 (Sun)

  • Jul 20, 2025 (Sun)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 20, 2025 (Sun)

  • Jul 20, 2025 (Sun)
The Open Championship Watch Party @ GPub
Providence G Pub | Providence, Rhode Island

  • Jul 20, 2025 (Sun)
Hands-on Pasta Alla Norma 7.20 4pm
9 Via Toscana | Salem, NH

  • Jul 20, 2025 (Sun)
The Unexpected Pairing Of Wine And BBQ
Formaggio Kitchen - Cambridge | Cambridge, MA

  • Jul 22, 2025 (Tue)
Hands-On: Pasta Alla Carbonara
Eataly Boston | Boston, MA

  • Jul 22, 2025 (Tue)
Hands-On: Fresh Egg Pasta Shapes
Eataly Boston | Boston, MA

  • Jul 22, 2025 (Tue)
Cream Puffs And Espresso Martinis 7.22 6pm
9 Via Toscana | Salem, NH

  • Jul 22, 2025 (Tue)
5-Course Belgian Beer Dinner At Burgundian
Burgundian | Attleboro, MA

  • Jul 23, 2025 (Wed)
Bonsai Workshop At Ipswich Ale Brewery
Ipswich Ale Brewery | Ipswich, MA

  • Jul 23, 2025 (Wed)

  • Jul 23, 2025 (Wed)
Vine & Dine: Passport To The French Countryside
The Garden at Elm Bank | Wellesley, MA

  • Jul 23, 2025 (Wed)

  • Jul 24, 2025 (Thu)

  • Jul 24, 2025 (Thu)

  • Jul 24, 2025 (Thu)
Block Party: Sunset Stroll Edition
EATALY BOSTON | Boston, MA

  • Jul 24, 2025 (Thu)
Rosé Rumble 2025
First Street Market | Cambridge, MA

  • Jul 24, 2025 (Thu)
Intro To Wine & Cheese Pairings
Commonwealth Wine School | Cambridge, MA

  • Jul 24, 2025 (Thu)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby

  • Jul 24, 2025 (Thu)
Sicilian Night At La Pizza & La Pasta
La Pizza & La Pasta | Boston, MA

  • Jul 25, 2025 (Fri)

  • Jul 25, 2025 (Fri)

  • Jul 25, 2025 (Fri)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 25, 2025 (Fri)

  • Jul 25, 2025 (Fri)
JULY - HCC X K&S: Steak & Cigar Night Series
Haverhill Country Club | Haverhill, MA

  • Jul 25, 2025 (Fri)

  • Jul 25, 2025 (Fri)
Introduction To Sparkling Wine
Commonwealth Wine School | Cambridge, MA

  • Jul 25, 2025 (Fri)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby

  • Jul 26, 2025 (Sat)

  • Jul 26, 2025 (Sat)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 26, 2025 (Sat)
Rum For All And All For Rum!
Total Wine & More | Multiple Locations, Nearby

  • Jul 26, 2025 (Sat)

  • Jul 26, 2025 (Sat)
Uncork Romance: A Book Club And Wine Tasting
Leyden Farm Vineyard & Winery | West Greenwich, RI

  • Jul 26, 2025 (Sat)
Around The World With Pinot Grigio
Commonwealth Wine School | Cambridge, MA

  • Jul 27, 2025 (Sun)

  • Jul 27, 2025 (Sun)

  • Jul 27, 2025 (Sun)
July Fine Wine Flea Market In Braintree!
Bin Ends Wine | Braintree, Massachusetts

  • Jul 27, 2025 (Sun)
Picnic At The Vineyard!
Broken Creek Vineyard and Winery | Shrewsbury, MA

  • Jul 27, 2025 (Sun)
Hands-on Pasta With Roman Sauces 7.27 5pm
9 Via Toscana | Salem, NH

  • Jul 27, 2025 (Sun)
Wine, Cheese & Charcuterie
Formaggio Kitchen - Cambridge | Cambridge, MA

  • Aug 2, 2025 (Sat)
Hendrick's Marvelous Cocktail Masterclass
Total Wine & More | Multiple Locations, Nearby

  • Aug 2, 2025 (Sat)
Entertaining With Doladira Aperitivo
Total Wine & More | Multiple Locations, Nearby

  • Aug 7, 2025 (Thu)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Aug 9, 2025 (Sat)

  • Aug 9, 2025 (Sat)
August Fine Wine Flea Market In Needham!
Bin Ends Wine | Needham, Massachusetts

  • Aug 9, 2025 (Sat)
Sip N’ Snack Pairings
Total Wine & More | Multiple Locations, Nearby

  • Aug 21, 2025 (Thu)
Summertime Sips
Total Wine & More | Multiple Locations, Nearby

  • Aug 22, 2025 (Fri)
Rosé All The Way: A Beginner's Guide To Pink Wines
Commonwealth Wine School | Cambridge, MA

  • Aug 23, 2025 (Sat)
Pawtucket Food Truck & Craft Beer Festival
The Stadium at Tidewater Landing | Pawtucket, RI

  • Aug 23, 2025 (Sat)
Salud! An Introduction To Tequila & Mezcal
Total Wine & More | Multiple Locations, Nearby

  • Aug 23, 2025 (Sat)
A Premium Tequila Experience—The Art Of Agave
Total Wine & More | Multiple Locations, Nearby

  • Aug 24, 2025 (Sun)
August Fine Wine Flea Market In Braintree!
Bin Ends Wine | BRAINTREE, MA

  • Aug 24, 2025 (Sun)

  • Sep 4, 2025 (Thu)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Sep 5, 2025 (Fri)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Sep 6, 2025 (Sat)
  • Sep 7, 2025 (Sun)
Rhode Island Seafood Festival
India Point Park | Providence, RI

  • Sep 6, 2025 (Sat)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby

  • Sep 10, 2025 (Wed)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Sep 11, 2025 (Thu)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Sep 12, 2025 (Fri)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Sep 13, 2025 (Sat)
Georgia On My Wine - The Lanchava Collection With The Lanchava Siblings
Total Wine & More | Multiple Locations, Nearby

  • Sep 18, 2025 (Thu)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Sep 19, 2025 (Fri)
The King Of Grapes - Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Sep 19, 2025 (Fri)
Paso Robles Defined – Austin Hope Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby


  • Sep 20-21, 2025 (Sat-Sun)
Salem Food Truck & Craft Beer Festival
Salem Common | Salem, MASSACHUSETTS

  • Sep 20, 2025 (Sat)
Singular Sensations - Getting To Know Single Malt
Total Wine & More | Multiple Locations, Nearby

  • Sep 20, 2025 (Sat)
Sip Happens: Wine Mistakes And How To Avoid Them
Commonwealth Wine School | Cambridge, MA

  • Sep 21, 2025 (Sun)
Paso Robles Defined – Austin Hope Cabernet Sauvignon
Total Wine & More | Multiple Locations, Nearby

  • Sep 27, 2025 (Sat)
USA TODAY Wine & Food Experience - Providence, RI
195 District Park | Providence, Rhode Island

  • Sep 27, 2025 (Sat)
Unlocking The Secrets Of Burgundy With The Boisset Family
Total Wine & More | Multiple Locations, Nearby

  • Oct 2, 2025 (Thu)
Left Bank, Right Bank—All About Bordeaux
Total Wine & More | Multiple Locations, Nearby

  • Oct 3, 2025 (Fri)
Spirits Around The World With Alexander Murray
Total Wine & More | Multiple Locations, Nearby

  • Oct 3, 2025 (Fri)
Left Bank, Right Bank—All About Bordeaux
Total Wine & More | Multiple Locations, Nearby

  • Oct 4, 2025 (Sat)
Left Bank, Right Bank—All About Bordeaux
Total Wine & More | Multiple Locations, Nearby

  • Oct 11, 2025 (Sat)
14th Worcester 
Food Truck & Craft Beer Festival
Worcester Common | Worcester, MASSACHUSETTS

  • Oct 16, 2025 (Thu)
Exploremos América Del Sur (Let's Explore South America)
Total Wine & More | Multiple Locations, Nearby

  • Oct 17, 2025 (Fri)
Exploremos América Del Sur (Let's Explore South America)
Total Wine & More | Multiple Locations, Nearby

  • Oct 18, 2025 (Sat)
Unlocking Your Home Bar - Essentials For Cocktail Lovers
Total Wine & More | Multiple Locations, Nearby

  • Oct 23, 2025 (Thu)

  • Oct 24, 2025 (Fri)

  • Oct 30, 2025 (Thu)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby

  • Oct 31, 2025 (Fri)
Intro To Orange Wines: A Beginner's Guide To Skin-Contact Wines
Commonwealth Wine School | Cambridge, MA

  • Nov 1, 2025 (Sat)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby

  • Dec 18, 2025 (Thu)
Intro To Sweet Wines: Understanding Dessert And Off-Dry Wines
Commonwealth Wine School | Cambridge, MA

  • Sep 9, 2026 (Wed)

Preserve Every Pour

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