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Food & drink events in Pittsfield, MA

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

Sales end soon
Foodies & New Friends: Middletown | Dinner with Strangers
Today at 7:00 PM + 17 more
South Farms · Restaurant of the Night
Sales end soon
Foodies & New Friends: Middletown | Dinner with Strangers
Today at 7:00 PM + 17 more
South Farms · Restaurant of the Night
2025 Tropical Summer Sizzle Networking Event
Thu, Aug 21, 6:00 PM
Massachusetts · Castle Cantina Tapas Bar & Restaurant
2025 Tropical Summer Sizzle Networking Event
Thu, Aug 21, 6:00 PM
Massachusetts · Castle Cantina Tapas Bar & Restaurant
Sales end soon
A Night Out with New Friends: Middletown | Dinner with Strangers 2025
Saturday at 7:00 PM + 8 more
South Farms · Restaurant of the Week
Sales end soon
A Night Out with New Friends: Middletown | Dinner with Strangers 2025
Saturday at 7:00 PM + 8 more
South Farms · Restaurant of the Week
Soup Supper Cook-Off
Thu, Oct 23, 5:00 PM
Bretton Heights · Cross Street AME Zion Church
Soup Supper Cook-Off
Thu, Oct 23, 5:00 PM
Bretton Heights · Cross Street AME Zion Church
Whine in the Vines
Sat, Sep 13, 6:30 PM
Connecticut · Arrigoni Winery & Cider Co.
Whine in the Vines
Sat, Sep 13, 6:30 PM
Connecticut · Arrigoni Winery & Cider Co.
Nearly full
Nine Chefs, One Table 2025
Sun, Aug 31, 4:30 PM
Pine Bush · Kerhonkson
Nearly full
Nine Chefs, One Table 2025
Sun, Aug 31, 4:30 PM
Pine Bush · Kerhonkson
2025 Adk Brewery Oktoberfest
Sat, Oct 18, 12:00 PM
Fort William Henry · Adirondack Pub & Brewery
2025 Adk Brewery Oktoberfest
Sat, Oct 18, 12:00 PM
Fort William Henry · Adirondack Pub & Brewery
YRP Hartford - First Happy Hour!
Thu, Aug 28, 5:00 PM
West End · Sparrow Pizza Bar
YRP Hartford - First Happy Hour!
Thu, Aug 28, 5:00 PM
West End · Sparrow Pizza Bar
Vegan Puerto Rican Dinner at Little Logan’s Farm
Sat, Sep 20, 5:00 PM
Tuthill · Gardiner
Vegan Puerto Rican Dinner at Little Logan’s Farm
Sat, Sep 20, 5:00 PM
Tuthill · Gardiner
13th Annual Latino Winemakers
Thu, Sep 25, 5:30 PM
Connecticut · Farms Country Club
13th Annual Latino Winemakers
Thu, Sep 25, 5:30 PM
Connecticut · Farms Country Club
Sip, Style & Savor: Mini Charcuterie Workshop
Sun, Aug 24, 12:30 PM
Oakdale Manor · Aquila's Nest Vineyards
Sip, Style & Savor: Mini Charcuterie Workshop
Sun, Aug 24, 12:30 PM
Oakdale Manor · Aquila's Nest Vineyards
Farm to Table Dinner with Growing Places & Wachusett Brewing Co.
Thu, Sep 18, 5:30 PM
West Fitchburg · Wachusett Brewing Company
Farm to Table Dinner with Growing Places & Wachusett Brewing Co.
Thu, Sep 18, 5:30 PM
West Fitchburg · Wachusett Brewing Company
Charm Bar at Aquila’s Nest Vineyards
Wed, Aug 27, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Charm Bar at Aquila’s Nest Vineyards
Wed, Aug 27, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Sales end soon
Girl Scout Cookies & Wine Pairing
Sunday at 12:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Sales end soon
Girl Scout Cookies & Wine Pairing
Sunday at 12:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Sip & Shimmy Belly Dancing
Sun, Aug 24, 12:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Sip & Shimmy Belly Dancing
Sun, Aug 24, 12:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Llamas and Llibations
Thu, Aug 21, 6:30 PM
Oakdale Manor · Aquila's Nest Vineyards
Llamas and Llibations
Thu, Aug 21, 6:30 PM
Oakdale Manor · Aquila's Nest Vineyards
Sales end soon
Brownies & Wine Pairing
Tomorrow at 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Sales end soon
Brownies & Wine Pairing
Tomorrow at 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Baked Brie & Vino Nights
Fri, Aug 29, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Baked Brie & Vino Nights
Fri, Aug 29, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Belgian Chocolate and Wine Pairing
Fri, Aug 29, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Belgian Chocolate and Wine Pairing
Fri, Aug 29, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Local Cheese & Wine Pairing
Fri, Sep 5, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards
Local Cheese & Wine Pairing
Fri, Sep 5, 6:00 PM
Oakdale Manor · Aquila's Nest Vineyards

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:

2025 Tropical Summer Sizzle Networking Event

Soup Supper Cook-Off

Whine in the Vines

Nine Chefs, One Table 2025

Which events are currently trending in Pittsfield?

The trending searches this month in Pittsfield are:

stand up comedy

free events this weekend

Which events are coming up?

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

Foodies & New Friends: Middletown | Dinner with Strangers

Brownies & Wine Pairing

A Night Out with New Friends: Middletown | Dinner with Strangers 2025

Girl Scout Cookies & Wine Pairing