Massachusetts Best Food and Drink Festivals
Food, Wine, Spirits and Beer Festivals listed also include surrounding areas that host signature events.
Boston
Boston Wine & Food Festival
January
Uncorked Wine Festival
February
Japan Festival Boston
April
Massachusetts Craft Brewers Fest
April
Boston Pizza Festival
June
Lexington Battle Green BBQ Festival
June
Boston Portuguese Festival
June
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Taste of Somerville
June
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Beantown Beanfest
June
Taste of Cambridge
July
Boston Seafood Festival
September
Salem Food Truck & Craft Beer Festival
September
Sommerville What the Fluff
September
Boston Veg Food Fest
September
Frozen Fire Food & Drink Festival Salem
December
Cape Cod
Nantucket Wine & Food Festival
May
Provincetown Portuguese Festival
June
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Martha's Vineyard Food & Wine Festival
June
Yarmouth Clam Festival
July
Cape Cod Food Truck & Craft Beer Festival
August
Cape Cod Brew Fest
September
Sandwich SandwichFest
October
Wellfleet OysterFest
October
Yarmouth Seaside Festival
October
Provincetown Food & Wine Festival
November
Worcester
Brew Woo Beer Festival
March
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Taste of Shrewsbury Street
June
New England VegFest
June
Worcester Food Truck & Craft Beer Festival
June
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Polar Park Food Truck & Craft Beer Festival
July
Mt. Carmel Italian Festival
August
Springfield
Indulge in Culinary Delights: The Ultimate Guide to Food, Wine, Spirits, and Beer Festivals in Massachusetts
Massachusetts, known for its rich history and diverse culture, offers a feast for the senses beyond just its iconic clam chowder and lobster rolls. The state's thriving food, wine, spirits, and beer festival scene provides a delightful opportunity to sample an array of delectable treats and beverages across the cities of Boston, Worcester, and Springfield.
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Boston: The Hub of Culinary Bliss
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Boston Seafood Festival: September
This annual waterfront celebration brings together New England's finest seafood purveyors and culinary experts at Boston's historic Fish Pier. More than 45 local vendors, including James Hook & Co., Red's Best, and Yankee Lobster, serve up fresh catches ranging from steamed lobster to raw oysters and grilled swordfish. Live music from local bands like The Waves and Harbor Sound creates a festive atmosphere while guests enjoy craft beers from Harpoon Brewery and wine selections from Boston Harbor Distillery. The event typically draws over 7,500 seafood enthusiasts who can participate in hands-on demonstrations including oyster shucking competitions and lobster eating contests.
Celebrity chef demonstrations occur throughout the day at the main stage, featuring local favorites like Jason Santos and Barbara Lynch sharing their seafood preparation techniques. The festival's unique features include a traditional blessing of the fleet ceremony, touch tanks with live marine creatures, and boat tours of Boston Harbor offered by Massachusetts Marine Trade Association.
Boston Wine & Food Festival: September:
The nation's longest-running wine and food festival draws over 3,500 attendees to the Boston Harbor Hotel for an immersive culinary celebration. The festival features 125 wine vendors including notable names like Stag's Leap Wine Cellars, Jordan Vineyard & Winery, and Chateau Montelena offering tastings of premium vintages from around the globe. Local chefs from restaurants such as Mooo, Meritage, and Grill 23 serve gourmet food pairings including fresh seafood towers, artisanal cheeses, and hand-crafted desserts.
Live jazz performances by the Berklee College of Music Alumni Band create an elegant atmosphere throughout the grand ballroom and waterfront rotunda. Interactive elements include wine seminars, blind tastings, and chef-led cooking demonstrations where guests can learn techniques directly from culinary masters. The festival's signature feature is the iconic Grand Wine Tasting held in the hotel's majestic Wharf Room overlooking Boston Harbor, complete with champagne sabering ceremonies and vintage port stations.
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Cape Cod: Savoring Food, Wine and Brew
Nantucket Wine and Food Festival: May
Food lovers and wine enthusiasts flock to this coastal island getaway, drawing over 3,000 attendees to celebrate culinary excellence each spring. The Nantucket Wine and Food Festival, hosted at the White Elephant Hotel, features more than 150 renowned winemakers and 60 prestigious chefs from around the globe. Visitors can sample wines from notable vineyards like Château Margaux and Louis Roederer, while enjoying fresh seafood dishes, artisanal cheeses, and locally sourced farm-to-table creations from acclaimed restaurants such as Manhattan's Le Bernardin and Boston's Menton.
Live jazz performances by the Harbor Stage Band and acoustic sets by local musicians create an elegant backdrop for the waterfront tastings. Festival highlights include hands-on cooking demonstrations by James Beard Award winners, intimate winemaker dinners in historic homes, and the signature Grand Tasting pavilion overlooking Nantucket Harbor. The event's distinct feature is its Harbor Gala, where guests arrive by wooden boats to enjoy champagne and oysters while watching the sunset over the marina.
Cape Cod Brew Fest: September
This annual celebration of craft beer on the Cape has grown into one of New England's most anticipated tasting events. The Cape Cod Brew Fest, hosted at the Cape Cod Fairgrounds in Falmouth, welcomes over 3,500 beer enthusiasts to sample more than 300 styles of beer from 75 different breweries including Cisco Brewers, Devil's Purse, and Bad Martha.
Local food trucks serve an array of options from wood-fired pizza to gourmet grilled cheese, while Cape Cod Beer offers exclusive festival-only releases. Live music fills the fairgrounds with performances by local bands The Salty Dogs and Cape Cod Moonlighters, creating an upbeat atmosphere throughout the day-long event. The festival features unique touches like a beer education tent where master brewers give demonstrations, a homebrew competition judged by certified beer experts, and a special VIP area offering rare and limited-edition pours.
Worcester: A Gourmet's Haven
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The Taste of Shrewsbury Street: June
Central Massachusetts' premier food festival brings together over 40 local restaurants and food vendors along Worcester's famous restaurant row each June. Participating establishments like Flying Rhino Café, Piccolo's, 111 Chophouse, and Vintage Grille serve sample-sized portions of their signature dishes, allowing attendees to experience a wide variety of cuisines. Live music fills the air from multiple stages along Shrewsbury Street, featuring local bands and entertainers throughout the evening.
More than 2,500 food enthusiasts typically attend this walkable feast, which spans nearly a mile of Shrewsbury Street from Union Station to the Interstate 290 area. The festival includes beer gardens, wine tastings, and craft cocktail stations hosted by participating restaurants and local breweries. Street performers, cooking demonstrations, and local artisan vendors add to the festive atmosphere while attendees stroll between venues sampling dishes.
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Worcester Food Truck & Craft Beer Festival: June
Thousands of food and craft beer enthusiasts gathered at the expansive Polar Park to celebrate New England's diverse culinary scene. The Worcester Food Truck & Craft Beer Festival featured over 25 gourmet food trucks including local favorites like Empanada Papa, Say Cheese, and The Chicken & Rice Guys. Attendees sampled more than 50 different craft beers from regional breweries such as Wormtown Brewery, Greater Good Imperial Brewing Co., and Redemption Rock Brewing. Live music from local bands The Hip Swayers and Charlie Scott Band kept the crowd entertained throughout the afternoon.
VIP ticket holders enjoyed early admission, shorter lines, and exclusive access to specialty beer tastings in a designated area. The family-friendly event included a kids' zone with face painting and lawn games, while adults enjoyed axe throwing competitions and cornhole tournaments.
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Springfield: Spirited and Flavorful Festivals
Worthy Brewfest: June
This annual craft beer festival in Springfield, offers beer enthusiasts a unique tasting experience with a limited attendance of 1,000 guests. Hosted on Worthington Street, this intimate event showcases a variety of local and regional breweries, featuring both popular and experimental brews. Attendees can sample a wide range of beers, including extreme, firkin, cask, and concept beers, providing a comprehensive exploration of craft brewing innovations.
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The festival, organized by Smith's, a renowned local establishment known for its exceptional beer offerings, aims to highlight the best of the craft brewing movement in Western Massachusetts.​​
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Oktoberfest Massachusetts Hadley: October
The largest beer and food festival in the Pioneer Valley draws crowds eager to celebrate German heritage and culture. The Club & Pavilion in Hadley transforms into a lively festival space featuring over 30 local and regional food vendors, including favorites like The Munich Haus, Corsello Butcheria, and The Student Prince. Festival goers, typically numbering around 8,000 throughout the event, enjoy authentic German fare such as bratwurst, schnitzel, pretzels, and sauerkraut alongside a selection of both domestic and imported German beers.
Performers Costa, Chucky Blizz, and Rooster keep the energy high with live music throughout the day on two stages. Live competitions include stein hoisting contests, pretzel eating challenges, and a best-dressed lederhosen contest that adds to the festive atmosphere. The venue features multiple beer gardens, a craft vendor marketplace with 25 artisans, and dedicated spaces for both family activities and traditional German dance performances.
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Whether you're a local or just passing through, these food, wine, spirits, and beer festivals in Massachusetts offer a unique opportunity to savor the state's diverse culinary scene.