Entertainment events in Pittsfield

Check out happening entertainment events all around Pittsfield, MA

Roald Dahl’s Matilda The Musical JR.

Fri, 25 Apr, 2025 at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Fundraiser and Raffle for the Riello's

Fri, 04 Apr, 2025 at 04:00 pm Berkshire Hills Country Club

Pink Floyd’s The Wall: A Theatrical Concert Experience

Fri, 27 Jun, 2025 at 07:00 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Lady Supreme: A Diana Ross Experience

Sat, 12 Apr, 2025 at 07:30 pm The Colonial Theatre - 111 South St, Pittsfield, MA 01201-6174, United States

Pittsfield National Water Summit

Sat, 26 Apr, 2025 at 11:00 am Zion Lutheran Church (ELCA) Free

Rooted in Water: A Plant Cutting Party at The Plant Connector

Sat, 19 Apr, 2025 at 01:00 pm The Plant Connector Pittsfield Free

GRRL HAUS at WANDER Berkshires

Sat, 12 Apr, 2025 at 07:00 pm Wander Berkshires 34 Depot St Suite 101, Pittsfield, MA

Earth Day Costume Dance Party @ Methuselah

Sat, 19 Apr, 2025 at 09:00 pm Methuselah Bar and Lounge

Zumba Pop-Up Class w/ Angel

Sat, 12 Apr, 2025 at 10:15 am 740 Williams Street, Pittsfield, MA, United States, Massachusetts 01201

The Wailers: 2025 Natural Mystic 30th Anniversary

Sat, 10 May, 2025 at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Rock & Bowl Fundraiser for South Community Food Pantry

Fri, 11 Apr, 2025 at 05:00 pm Masonic Temple

First Nations Day of Honor in the Berkshires

Fri, 08 Aug, 2025 at 07:00 pm Holiday Inn & Suites Pittsfield-Berkshires by IHG Free

Free Children’s Spring Tea Party and Paint & Sip

Tue, 22 Apr, 2025 at 02:00 pm W A N D E R Berkshires

Howl at the Moon

Fri, 02 May, 2025 at 07:00 pm Country Club of Pittsfield

Yacht Lobsters

Sat, 24 May, 2025 at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Legendary Comedian George Wallace

Sat, 14 Jun, 2025 at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Volunteer Recruitment Party

Thu, 24 Apr, 2025 at 05:00 pm Hot Plate Brewing Co.

Yacht Lobsters at The Colonial Theatre - May 24

Fri, 09 May, 2025 at 07:30 pm The Colonial Theatre USD 34

9th Annual Cupcakes Wars Fundraiser

Thu, 24 Apr, 2025 at 05:00 pm Country Club of Pittsfield

Big Yellow Taxi: The Music & Genius of Joni Mitchell

Fri, 09 May, 2025 at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Music Bingo & Dance Party to benefit Berkshire Running Foundation

Fri, 04 Apr, 2025 at 06:00 pm Berkshire Hills Country Club USD 35 to 400

33rd. Annual Harry A Bateman Memorial Jimmy Fund Fishing Derby

Sat, 07 Jun, 2025 at 06:00 am Onota Lake Pavilion

Cupcake Wars

Thu, 24 Apr, 2025 at 05:00 pm 639 South St USD 60