Pittsfield Festivals Events

10 by Satch: The Music of Louis Armstrong

The Proprietor's Lodge - Lakefront Events, Dining & Venue 20 Feb 2026

3rd Annual Winter Festival at Clapp Park

Clapp Park 16 Feb 2026

Shredfest Rewind: 80's Day + Bank Slalom

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 7 Mar 2026

The Art Switch Benefit Auction Party for Roots Rising (10x10 Arts Festival)

Clock Tower Artists' Studios and Gallery 17 Feb 2026

Vinyl Night w/ DJ Pup Daddy - Mardi Gras 2026 @ 45 RPM

Methuselah Bar and Lounge 17 Feb 2026

10x10 Real Art Party (RAP) Call for Art and Drop-off

Clock Tower Business Park 7 Feb 2026

Rev Tor’s 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 28 Mar 2026

SKI-BR Day w/ Pabst Blue Ribbon

101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201 14 Mar 2026

10x10 Festival: Winter Tree Identification Walk at Springside Park

Springside Park 14 Feb 2026

Beaver Detectives at Canoe Meadows

Canoe Meadows Wildlife Sanctuary 16 Feb 2026

Berkshire Book Con: A Celebration of Reading & Writing

1 Wendell Avenue, Pittsfield, MA, United States, Massachusetts 01201 18 Apr 2026

Hootenanny 2026

Noble's Farm Stand And Flower Shop 25 Jul 2026