Entertainment events in Pittsfield

Check out happening entertainment events all around Pittsfield, MA

Dancing Dream: The Music of ABBA

 Sat, 16 May at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Kristin Key: The Camp Kristin Tour

 Fri, 27 Mar at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

The Lovin' Spoonful in Pittsfield

 Sat, 09 May at 07:00 pm The Colonial Theatre

Aquanett LIVE at Proprietor's Lodge

 Sat, 14 Mar at 08:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Shredfest Rewind: 80's Day + Bank Slalom

 Sat, 07 Mar at 12:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

Four Sticks: The Music of Led Zeppelin

 Sat, 04 Apr at 07:30 pm 111 South St., Pittsfield, MA, United States, Massachusetts 01201

THS Theatre presents The Character Carnival

 Sat, 14 Mar at 10:00 am 96 Valentine Rd, Pittsfield, MA 01201-3022, United States, Pittsfield, MA, United States, Massachusetts 01201

Benefit concert with the Berkshire Chamber Players

 Sat, 28 Mar at 07:00 pm Zion Lutheran Church of Pittsfield

3rd Annual Night of Dreams Gala 2026

 Fri, 08 May at 06:00 pm Berkshire Hills Country Club

Rev Tor’s 30th Anniversary Jam

 Sat, 28 Mar at 07:30 pm The Colonial Theatre - 111 South St., Pittsfield, MA, United States, Massachusetts 01201

Skeeter Creek At The Proprietor’s Lodge

 Sat, 21 Mar at 08:00 pm 22 Waubeek Rd USD 23 to 42

St. Paddy's Day Party

 Sun, 15 Mar at 12:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

DJ on the Deck Après Ski Party

 Sat, 14 Mar at 12:00 pm 101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

The Flannel Kings DEBUT at The Proprietor’s Lodge!

 Sat, 07 Mar at 08:00 pm The Proprietor's Lodge - Lakefront Events, Dining & Venue

Little Lies: A Tribute to Fleetwood Mac

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

Purim 2026: Beach Party

 Sat, 07 Mar at 07:30 pm Knesset Israel Synagogue, Pittsfield, MA

Cosmic Bowling- STRIKE OUT GLIOBLASTOMA!

 Sat, 07 Mar at 06:00 pm K&M Bowling

SHYNE RETURNS TO Tavern at The A!!!!

 Sat, 07 Mar at 08:00 pm Tavern at the A

Invest In The Berkshires- Mixer & Market Tour

 Fri, 22 May at 05:30 pm Price Memorial AME Zion Church 27 East st Pittsfield, MA 01201

Music Bingo Pt.2 w/ DJ Champ

 Sat, 04 Apr at 07:00 pm Tavern at the A

36th Annual Pittsfield Rotary Auction

 Sat, 28 Mar at 04:30 pm Berkshire Hills Country Club

Yacht Lobsters

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

SPINDLE (music bingo) w/ DJ Pup Daddy - Songs of the 2000s

 Thu, 26 Mar at 07:00 pm Thistle and Mirth

Cards and Karaoke

 Sat, 21 Mar at 07:00 pm Country Club of Pittsfield - Berkshires USD 66 to 109

Bomb Shack 2nd Year Anniversary Show Featuring Dj Lucas and The Jagaloons

 Fri, 20 Mar at 07:00 pm 307 North St USD 13

Audition Call for BSC's Devised Theatre Ensemble

Sat, 14 Mar at 11:00 am 122 North Street, Pittsfield, MA, United States, Massachusetts 01201

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Pittsfield Free

NEW Queer Live Jazz March Madness @ Methuselah (Pittsfield, MA)

 Mon, 02 Mar at 06:00 pm Methuselah Bar and Lounge Free

Karaoke Wednesdays!

 Wed, 04 Feb at 09:00 pm Methuselah Bar and Lounge