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Food & drink events in Pittsfield, MA

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Bully Boy Bourbon Dinner by Firefly’s BBQ & Julio’s Liquors
Tue, Dec 9, 6:00 PM
Marlborough · Firefly's BBQ
Bully Boy Bourbon Dinner by Firefly’s BBQ & Julio’s Liquors
Tue, Dec 9, 6:00 PM
Marlborough · Firefly's BBQ
Selling quickly
Gingerbread Cookie Decorating & Wine Night
Tue, Dec 9, 6:00 PM + 1 more
Madison · Madison Beach Hotel, Curio Collection by Hilton
Selling quickly
Gingerbread Cookie Decorating & Wine Night
Tue, Dec 9, 6:00 PM + 1 more
Madison · Madison Beach Hotel, Curio Collection by Hilton
Dinner on Main Street: Marlborough
Mon, Nov 16, 7:00 PM + 13 more
Marlborough · Restaurant of the Week
Dinner on Main Street: Marlborough
Mon, Nov 16, 7:00 PM + 13 more
Marlborough · Restaurant of the Week
Community Potluck
Sun, Nov 30, 5:00 PM
Newtown · Sticks and Stones Farm
Community Potluck
Sun, Nov 30, 5:00 PM
Newtown · Sticks and Stones Farm
Selling quickly
Holiday Bites + Frosty Treats for Kids
Fri, Dec 12, 4:30 PM
Westport · Wakeman Town Farm
Selling quickly
Holiday Bites + Frosty Treats for Kids
Fri, Dec 12, 4:30 PM
Westport · Wakeman Town Farm
Blades & Brews: Spoon Carving at Dirigible Brewing Company
Wed, Jan 21, 6:30 PM
Littleton · Dirigible Brewing Company
Blades & Brews: Spoon Carving at Dirigible Brewing Company
Wed, Jan 21, 6:30 PM
Littleton · Dirigible Brewing Company
Salsa Nights at Elicit!
Thu, Dec 11, 8:00 PM
Fairfield · Elicit Brewing Co - Fairfield
Salsa Nights at Elicit!
Thu, Dec 11, 8:00 PM
Fairfield · Elicit Brewing Co - Fairfield
Selling quickly
Holiday Gingerbread - Parent + Child Workshop
Sat, Dec 20, 12:00 PM
Westport · Wakeman Town Farm
Selling quickly
Holiday Gingerbread - Parent + Child Workshop
Sat, Dec 20, 12:00 PM
Westport · Wakeman Town Farm
Trivia Night at Angry Orchard
Fri, Dec 5, 6:00 PM
Walden · 2241 Albany Post Rd
Trivia Night at Angry Orchard
Fri, Dec 5, 6:00 PM
Walden · 2241 Albany Post Rd
Disco Lemonade
Fri, Jan 9, 9:00 PM
Marlborough · Tackle Box Brewing Company
Disco Lemonade
Fri, Jan 9, 9:00 PM
Marlborough · Tackle Box Brewing Company
The Chocolate Expo 2026 Mohegan Sun (SATURDAY TICKETS)
Sat, May 30, 10:00 AM
Montville · Earth Expo & Convention Center at Mohegan Sun
The Chocolate Expo 2026 Mohegan Sun (SATURDAY TICKETS)
Sat, May 30, 10:00 AM
Montville · Earth Expo & Convention Center at Mohegan Sun
Death over Drafts at NEBCO
Wed, Dec 3, 6:00 PM
Woodbridge · New England Brewing Company - Woodbridge
Death over Drafts at NEBCO
Wed, Dec 3, 6:00 PM
Woodbridge · New England Brewing Company - Woodbridge
SHELTON FREE KIDS PIZZA MAKING CLASS!
Sat, Dec 13, 12:00 PM + 1 more
Shelton · Square Peg Pizzeria Shelton
SHELTON FREE KIDS PIZZA MAKING CLASS!
Sat, Dec 13, 12:00 PM + 1 more
Shelton · Square Peg Pizzeria Shelton
Mendon LOVE Scavenger Hunt for Couples Date Night!
Today at 1:00 PM + 484 more
Mendon · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Mendon LOVE Scavenger Hunt for Couples Date Night!
Today at 1:00 PM + 484 more
Mendon · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Westbrook LOVE Scavenger Hunt for Couples Date Night!!
Today at 1:00 PM + 437 more
Westbrook · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Westbrook LOVE Scavenger Hunt for Couples Date Night!!
Today at 1:00 PM + 437 more
Westbrook · Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Winter Farm Nights 2025
Sat, Dec 6, 3:00 PM + 2 more
Westford · Good Pickin' Farm
Winter Farm Nights 2025
Sat, Dec 6, 3:00 PM + 2 more
Westford · Good Pickin' Farm
Reindeer Cupcake Making Class
Tue, Dec 9, 10:00 AM
Norwalk · Stew Leonard's 100 Westport Ave
Reindeer Cupcake Making Class
Tue, Dec 9, 10:00 AM
Norwalk · Stew Leonard's 100 Westport Ave
Sales end soon
"Not So Obvious" Connections Trivia at Yankee Cider Co
Thursday at 6:30 PM + 3 more
East Haddam · 23 Petticoat Ln
Sales end soon
"Not So Obvious" Connections Trivia at Yankee Cider Co
Thursday at 6:30 PM + 3 more
East Haddam · 23 Petticoat Ln
DJ Bingo at Bear's Smokehouse New Haven
Wed, Dec 10, 7:00 PM
New Haven · Bear's Smokehouse Barbecue
DJ Bingo at Bear's Smokehouse New Haven
Wed, Dec 10, 7:00 PM
New Haven · Bear's Smokehouse Barbecue
Crafted Wreath & Cocktails
Fri, Dec 5, 6:00 PM
Stamford · Designs By Lee Inc
Crafted Wreath & Cocktails
Fri, Dec 5, 6:00 PM
Stamford · Designs By Lee Inc

Trends in Pittsfield

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Frequently asked questions about Pittsfield

What are the best events to attend?

According to Eventbrite, the best events are:

Bully Boy Bourbon Dinner by Firefly’s BBQ & Julio’s Liquors

Gingerbread Cookie Decorating & Wine Night

Dinner on Main Street: Marlborough

Holiday Bites + Frosty Treats for Kids

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

stand up comedy

halloween events

music bingo berkshire

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Mendon LOVE Scavenger Hunt for Couples Date Night!

Westbrook LOVE Scavenger Hunt for Couples Date Night!!

"Not So Obvious" Connections Trivia at Yankee Cider Co

Community Potluck