Festival Events and Things to do in Pittsfield, MA
2026 Hudson Valley Wine & Food Festival
Sat, Sep 12, 11:00 AM
Rhinebeck · Dutchess County Fairgrounds, U.S. 9, Rhinebeck, NY, USA
2026 Hudson Valley Wine & Food Festival
Sat, Sep 12, 11:00 AM
Rhinebeck · Dutchess County Fairgrounds, U.S. 9, Rhinebeck, NY, USA
FREE DOOR PRIZE TICKET $200 Charcoal Grill + $100 Aldi Gift Card Give-A-Way
Saturday at 10:00 AM
Torrington · Coe Memorial Park
FREE DOOR PRIZE TICKET $200 Charcoal Grill + $100 Aldi Gift Card Give-A-Way
Saturday at 10:00 AM
Torrington · Coe Memorial Park
Ramblin' Roads Country Fest 2026- Annual Country Music Festival
Sat, Oct 3, 12:00 PM
Winhall · Bondville Fair
Ramblin' Roads Country Fest 2026- Annual Country Music Festival
Sat, Oct 3, 12:00 PM
Winhall · Bondville Fair
DEATH and the THE FOOL: A Medieval Folly
Sun, Jun 21, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
DEATH and the THE FOOL: A Medieval Folly
Sun, Jun 21, 3:00 PM
West Stockbridge · The Foundry West Stockbridge
Celebration of the Nation’s 250th Anniversary
Sat, Jul 4, 10:00 AM
New Marlborough · New Marlborough Meeting House
Celebration of the Nation’s 250th Anniversary
Sat, Jul 4, 10:00 AM
New Marlborough · New Marlborough Meeting House
A Night Out in Pittsfield | Dinner with New Friends: Small Town Edition
Thu, Jun 4, 7:00 PM + 6 more
Pittsfield · Restaurant of the Week
A Night Out in Pittsfield | Dinner with New Friends: Small Town Edition
Thu, Jun 4, 7:00 PM + 6 more
Pittsfield · Restaurant of the Week
Caribbean Rum and Food Festival Connecticut
Sat, Jul 25, 12:00 PM
New Britain · The Grand Alure Banquet Hall
Caribbean Rum and Food Festival Connecticut
Sat, Jul 25, 12:00 PM
New Britain · The Grand Alure Banquet Hall
Cameroonian Association Annual Cultural Evening and Fundraising Gala
Sat, Jun 20, 5:30 PM
Albany · Saint Sophia Greek Orthodox Church
Cameroonian Association Annual Cultural Evening and Fundraising Gala
Sat, Jun 20, 5:30 PM
Albany · Saint Sophia Greek Orthodox Church
Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)
Thu, Jun 4, 7:00 PM + 3 more
Pittsfield · Hot Plate Brewing Co.
Pride Night w/ DJ PupDaddy @ Hot Plate Brewing (Pittsfield, MA)
Thu, Jun 4, 7:00 PM + 3 more
Pittsfield · Hot Plate Brewing Co.
Magic The Gathering Monthly Casual Play & Meetup at Bard & Baker
Sunday at 5:00 PM + 7 more
Troy · Bard and Baker Board Game Cafe
Magic The Gathering Monthly Casual Play & Meetup at Bard & Baker
Sunday at 5:00 PM + 7 more
Troy · Bard and Baker Board Game Cafe
