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Food & drink events in Pittsfield, MA

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

Tasting Event
Thu, May 22, 6:00 PM
di'Vine Wine Bar
Tasting Event
Thu, May 22, 6:00 PM
di'Vine Wine Bar
Bacon, Eggs, & Bikes
Sun, Jul 20, 8:00 AM
8 School St
Bacon, Eggs, & Bikes
Sun, Jul 20, 8:00 AM
8 School St
Naugatuck LOVE Scavenger Hunt for Couples Date Night!
Tomorrow at 1:00 PM + 85 more
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)
Naugatuck LOVE Scavenger Hunt for Couples Date Night!
Tomorrow at 1:00 PM + 85 more
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)
Brew Biscuits Birthday Brewfest at Lilac Hedge Farm
Sat, May 24, 1:00 PM
Lilac Hedge Farm
Brew Biscuits Birthday Brewfest at Lilac Hedge Farm
Sat, May 24, 1:00 PM
Lilac Hedge Farm
Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Naugatuck Area!
Tomorrow at 1:00 PM + 49 more
Andrew Mountain Road - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Naugatuck Area!
Tomorrow at 1:00 PM + 49 more
Andrew Mountain Road - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
Skip The Small Talk-Speed Dating at Castillo and Sons Cuisine
Fri, May 16, 6:00 PM
Castillo & Sons Cuisine
Skip The Small Talk-Speed Dating at Castillo and Sons Cuisine
Fri, May 16, 6:00 PM
Castillo & Sons Cuisine
Local Wine & Dessert Pairing at Lilac Hedge Farm
Wed, May 21, 6:00 PM
Lilac Hedge Farm
Local Wine & Dessert Pairing at Lilac Hedge Farm
Wed, May 21, 6:00 PM
Lilac Hedge Farm
Sip and Pour
Sat, May 17, 6:00 PM
122 College St
Sip and Pour
Sat, May 17, 6:00 PM
122 College St
Adirondack Wine and Food Festival
Sat, Jun 28, 11:00 AM
Charles R. Wood Park & Festival Space
Adirondack Wine and Food Festival
Sat, Jun 28, 11:00 AM
Charles R. Wood Park & Festival Space
Selling quickly
Midnight Cellars Reserve Wine Dinner
Wed, May 14, 5:30 PM
The Barn Princeton
Selling quickly
Midnight Cellars Reserve Wine Dinner
Wed, May 14, 5:30 PM
The Barn Princeton
Grape Stomping Festival 2025 at Robibero Winery
Sat, Sep 20, 11:00 AM + 3 more
Robibero Winery
Grape Stomping Festival 2025 at Robibero Winery
Sat, Sep 20, 11:00 AM + 3 more
Robibero Winery
Sales end soon
Composition in the Field - Gomez Mill House - Photography Class by Classpop!™
Saturday at 11:00 AM
Gomez Mill House
Sales end soon
Composition in the Field - Gomez Mill House - Photography Class by Classpop!™
Saturday at 11:00 AM
Gomez Mill House
Connecticut African Restaurant Week 2025
Thu, May 15, 12:00 PM
Connecticut
Connecticut African Restaurant Week 2025
Thu, May 15, 12:00 PM
Connecticut
Sip, Style & Savor: A Vineyard Charcuterie Workshop
Sun, Jun 8, 12:00 PM
Aquila's Nest Vineyards
Sip, Style & Savor: A Vineyard Charcuterie Workshop
Sun, Jun 8, 12:00 PM
Aquila's Nest Vineyards
Croissants & Wine Brunch
Sat, May 31, 12:00 PM
Aquila's Nest Vineyards
Croissants & Wine Brunch
Sat, May 31, 12:00 PM
Aquila's Nest Vineyards
Sales end soon
Mother's Day Chocolate and Wine Pairing
Saturday at 12:00 PM
Aquila's Nest Vineyards
Sales end soon
Mother's Day Chocolate and Wine Pairing
Saturday at 12:00 PM
Aquila's Nest Vineyards
Sip n Learn French Fundraising for Next Robotics
Sun, May 18, 12:00 PM
Aquila's Nest Vineyards
Sip n Learn French Fundraising for Next Robotics
Sun, May 18, 12:00 PM
Aquila's Nest Vineyards
Girl Scout Cookies & Wine Pairing
Fri, May 23, 12:00 PM
Aquila's Nest Vineyards
Girl Scout Cookies & Wine Pairing
Fri, May 23, 12:00 PM
Aquila's Nest Vineyards
Llamas and Llibations
Fri, May 16, 6:30 PM
Aquila's Nest Vineyards
Llamas and Llibations
Fri, May 16, 6:30 PM
Aquila's Nest Vineyards
Cheesecakes & Wine Pairing
Sun, Jun 1, 12:00 PM
Aquila's Nest Vineyards
Cheesecakes & Wine Pairing
Sun, Jun 1, 12:00 PM
Aquila's Nest Vineyards

Trends in Pittsfield

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Explore more trends

Frequently asked questions about Pittsfield

What are the best events to attend?

According to Eventbrite, the best events are:

Bacon, Eggs, & Bikes

Brew Biscuits Birthday Brewfest at Lilac Hedge Farm

Skip The Small Talk-Speed Dating at Castillo and Sons Cuisine

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

easter egg hunt

stand up comedy

Which events are coming up?

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

Naugatuck LOVE Scavenger Hunt for Couples Date Night!

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Naugatuck Area!

Composition in the Field - Gomez Mill House - Photography Class by Classpop!™

Mother's Day Chocolate and Wine Pairing