Live Music in Pittsfield

• Sat, 14 Mar, 2026 - 08:00 PM

  Aquanett LIVE at Proprietor's Lodge

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

  139+ Interested
• Fri, 20 Feb, 2026 - 07:30 PM

  10 by Satch: The Music of Louis Armstrong

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

  39+ Interested
• Sat, 09 May, 2026 - 07:00 PM

  The Lovin' Spoonful in Pittsfield

  The Colonial Theatre

  6+ Interested
• Sat, 14 Feb, 2026 - 12:00 PM

  DJ on the Deck Après Ski Party

  101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

  48+ Interested
• Sat, 04 Apr, 2026 - 07:30 PM

  Four Sticks: The Music of Led Zeppelin

  111 South St., Pittsfield, MA, United States, Massachusetts 01201

  8+ Interested
• Sat, 07 Mar, 2026 - 08:00 PM

  The Flannel Kings DEBUT at The Proprietor’s Lodge!

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

  11+ Interested
• Sat, 28 Feb, 2026 - 06:00 PM

  A Salute to the American Soldier a Military Musical- Presented by Wayne Soares

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

  26+ Interested
• Thu, 26 Feb, 2026 - 07:00 PM

  SPINDLE (music bingo) w/ DJ Pup Daddy - Golden Age of Hip Hop

  Thistle and Mirth

  5+ Interested
• Fri, 10 Apr, 2026 - 07:30 PM

  Little Lies: A Tribute to Fleetwood Mac

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

  48+ Interested
• Mon, 16 Feb, 2026 - 12:00 PM

  Live Music with Jack Waldheim

  101 Dan Fox Dr, Pittsfield, MA, United States, Massachusetts 01201

  8+ Interested
• Sat, 14 Feb, 2026 - 08:00 PM

  BR&B returns to Bei Tempi for Valentine’s Day

  Bei Tempi - Good Times

  11+ Interested
• Fri, 13 Mar, 2026 - 06:00 PM

  All Over the Map Returns to Tavern at the A!!!!

  Tavern at the A
• Sun, 22 Feb, 2026 - 06:00 PM

  Breaking Out of the Mid-Winter Blues IV

  75 North Street , Pittsfield, MA, United States, Massachusetts 01201

  69+ Interested
• Sat, 14 Mar, 2026 - 07:00 PM

  Dan Gingras at the Polish Falcons Pittsfield

  Polish Falcons of America Nest 580

  39+ Interested
• Sat, 28 Feb, 2026 - 07:00 PM

  Brian Benlien at the Polish Falcons Pittsfield

  Polish Falcons of America Nest 580

  66+ Interested