Pittsfield Arts Events

June 5 First Fridays at Five

Downtown Pittsfield 5 Jun 2026

Rhapsody: The Music of Queen

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Jun 2026

Comedian Bob Marley PITTSFIELD Massachusetts Show June 12 at The Colonial Theatre!

Colonial Theatre 12 Jun 2026

Back to the Garden 1969

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 30 May 2026

Rev Tor's 30th Anniversary Jam

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 25 Sep 2026

Orleans in Pittsfield

The Colonial Theatre 11 Sep 2026

June 5 First Fridays Artswalk

Upstreet Cultural District, Pittsfield, MA, United States, Massachusetts 01201 5 Jun 2026

1776

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 2 Jul 2026

Strange Fancies: Stories of Hauntings and Ghostly Inspiration at Arrowhead

Herman Melville's Arrowhead 29 May 2026

PAINT & SIP

Tavern At The A 5 Jun 2026

The Legend of Georgia McBride

The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201 31 Jul 2026

A Chorus Line

30 Union St, Pittsfield, MA, United States, Massachusetts 01201 16 Jul 2026

An Enchanted Evening Celebrating Magic Tree House at Colonial Theatre Pittsfield

Colonial Theatre Pittsfield 23 May 2026

Devised Theatre Ensemble: The Legends of the Berkshires

Robert Boland Theatre 25 Jul 2026

Paint 'n Sip at Dotties Coffee Lounge

Dottie's Coffee Lounge 29 May 2026

Berkshire Arts Collective & Pride Art Exhibit Planning Team (Pittsfield, MA

Berkshire Athenaeum, Pittsfield's Public Library 12 Feb 2026

Run for the Revolution 5K/10K/15K

Pittsfield State Forest 18 Oct 2026

AI for Hospitality and Tourism

1350 West St, Pittsfield, MA, United States, Massachusetts 01201 3 Jun 2026

A Community Celebration in Honor of President Kennedy

1350 West St, Pittsfield, MA, United States, Massachusetts 01201 4 Jun 2026

Estate Sale

36 Linden St, Pittsfield, MA 01201-3212, United States 1 Jul 2026

spoken word at Dotties/ if I were your father

444 North St, Pittsfield, MA, United States, Massachusetts 01201 21 Jun 2026

Sunshine Sessions!

Berkshire County Head Start 30 Jul 2025