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Food & drink events in Pittsfield, MA

Search for something you love or check out popular events in your area.

Party at Gabriele's of Westport with Gold Coast Connect October 14, 2025
Tue, Oct 14, 6:00 PM
Saugatuck · Gabriele's of Westport, 27 Powers Ct, Westport, CT
Party at Gabriele's of Westport with Gold Coast Connect October 14, 2025
Tue, Oct 14, 6:00 PM
Saugatuck · Gabriele's of Westport, 27 Powers Ct, Westport, CT
Nearly full
Perfect Pairings: How to Pair Cheese and Wine
Tue, Oct 21, 6:30 PM
Connecticut · Fairfield Cheese Company
Nearly full
Perfect Pairings: How to Pair Cheese and Wine
Tue, Oct 21, 6:30 PM
Connecticut · Fairfield Cheese Company
Selling quickly
Cheese 101
Thu, Oct 16, 6:30 PM
Connecticut · Fairfield Cheese Company
Selling quickly
Cheese 101
Thu, Oct 16, 6:30 PM
Connecticut · Fairfield Cheese Company
Speed Dating Fairfield Singles 24-39
Sat, Nov 8, 2:00 PM
Grover Hill · South Bay - Fairfield
Speed Dating Fairfield Singles 24-39
Sat, Nov 8, 2:00 PM
Grover Hill · South Bay - Fairfield
The Foods and Cheeses of Spain
Thu, Sep 25, 6:30 PM
Connecticut · Fairfield Cheese Company
The Foods and Cheeses of Spain
Thu, Sep 25, 6:30 PM
Connecticut · Fairfield Cheese Company
Mendon LOVE Scavenger Hunt for Couples Date Night!!
Today at 1:00 PM + 6 more
White City · 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 + 6 more
White City · 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)
The Cheese Encore - Guided Tasting Boxes
Sat, Oct 4, 5:00 PM
Little Falls · Rock Valley Brewing Co.
The Cheese Encore - Guided Tasting Boxes
Sat, Oct 4, 5:00 PM
Little Falls · Rock Valley Brewing Co.
Westbrook LOVE Scavenger Hunt for Couples Date Night!!
Today at 1:00 PM + 475 more
Saybrook Manor · 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 + 475 more
Saybrook Manor · 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)
Taste of Fairfield - Fall Edition
Sun, Oct 5, 12:00 PM
Grover Hill · Penfield Pavillion
Taste of Fairfield - Fall Edition
Sun, Oct 5, 12:00 PM
Grover Hill · Penfield Pavillion
Sales end soon
Cooking with Wine Class: Make the Most of Rotisserie Chicken (Amherst)
Thu, Sep 25, 6:00 PM
New Hampshire · LaBelle Winery Amherst Event Center
Sales end soon
Cooking with Wine Class: Make the Most of Rotisserie Chicken (Amherst)
Thu, Sep 25, 6:00 PM
New Hampshire · LaBelle Winery Amherst Event Center
Just added!
Harvest Season: Immersive Vineyard Tour & Tasting (10/5/25 – Amherst)
Sun, Oct 5, 11:00 AM
New Hampshire · LaBelle Winery Amherst Event Center
Just added!
Harvest Season: Immersive Vineyard Tour & Tasting (10/5/25 – Amherst)
Sun, Oct 5, 11:00 AM
New Hampshire · LaBelle Winery Amherst Event Center
Just added!
Cooking with Wine Class: Beer Recipes Demo & Tasting (10/8/25 – Amherst)
Wed, Oct 8, 6:00 PM
New Hampshire · LaBelle Winery Amherst Event Center
Just added!
Cooking with Wine Class: Beer Recipes Demo & Tasting (10/8/25 – Amherst)
Wed, Oct 8, 6:00 PM
New Hampshire · LaBelle Winery Amherst Event Center
Drag Brunch on October 11th in Monroe, NY
Sat, Oct 11, 10:00 AM
Marycrest · Somni Tapas Restaurant
Drag Brunch on October 11th in Monroe, NY
Sat, Oct 11, 10:00 AM
Marycrest · Somni Tapas Restaurant
Beer Mug Painting at True West Brewing
Sat, Sep 27, 1:00 PM
Kelly Corner · True West Brewing Co.
Beer Mug Painting at True West Brewing
Sat, Sep 27, 1:00 PM
Kelly Corner · True West Brewing Co.
5th Annual Pig Roast, Chicken BBQ and Camporee
Sat, Oct 4, 1:00 PM
Marycrest · Cornerstone Lodge #231 and Cornerstone Masonic Historical Society
5th Annual Pig Roast, Chicken BBQ and Camporee
Sat, Oct 4, 1:00 PM
Marycrest · Cornerstone Lodge #231 and Cornerstone Masonic Historical Society
Oktoberfest
Sat, Oct 4, 3:00 PM
Graniteville · Good Pickin' Farm
Oktoberfest
Sat, Oct 4, 3:00 PM
Graniteville · Good Pickin' Farm
Just added!
Burgers and Bloom
Sun, Sep 28, 4:00 PM
Downtown · 45-53 North St
Just added!
Burgers and Bloom
Sun, Sep 28, 4:00 PM
Downtown · 45-53 North St
Boo-licious Cupcakes
Thu, Oct 9, 11:00 AM
The Green · Stew Leonard's 100 Westport Ave
Boo-licious Cupcakes
Thu, Oct 9, 11:00 AM
The Green · Stew Leonard's 100 Westport Ave
Just added!
Cocktails With Capital
Wednesday at 5:00 PM
Saugatuck · The Boathouse at Saugatuck
Just added!
Cocktails With Capital
Wednesday at 5:00 PM
Saugatuck · The Boathouse at Saugatuck
But First…BRUNCH! With Lilly Bola
Sun, Oct 5, 11:00 AM
Oneonta · Brew U.
But First…BRUNCH! With Lilly Bola
Sun, Oct 5, 11:00 AM
Oneonta · Brew U.

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:

Party at Gabriele's of Westport with Gold Coast Connect October 14, 2025

Perfect Pairings: How to Pair Cheese and Wine

Speed Dating Fairfield Singles 24-39

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

stand up comedy

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!!

Cocktails With Capital

Cooking with Wine Class: Make the Most of Rotisserie Chicken (Amherst)