Entertainment events in Gloucester

• Fri, 19 Dec, 2025 - 05:30 PM

  Firebird Pops Orchestra Presents Christmas at the Castle

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

  210+ Interested
• Fri, 19 Dec, 2025 - 07:30 PM

  BrassFed Nation's Holiday Bash

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930

  63+ Interested
• Sat, 27 Dec, 2025 - 05:30 PM

  Battle of the Bands Alumni - Fundraiser for the Gloucester Public Schools Band Programs

  The Cut Live

  66+ Interested
• Sat, 20 Dec, 2025 - 08:00 PM

  Acoustic View Bill Dwyer &Friends

  Snug Harbor Studio 39 Ye Olde County Rd Gloucester
• Sat, 17 Jan, 2026 - 08:00 PM

  Annie Brobst with Whiskey-6 & Ross Livermore

  The Cut Live

  109+ Interested
• Sun, 08 Feb, 2026 - 07:00 PM

  Super Bowl Party

  The Cut Live

  6+ Interested
• Sat, 20 Dec, 2025 - 08:30 PM

  It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

  The Rhumb Line
• Sat, 20 Dec, 2025 - 01:00 PM

  A Very Jack Favazza Christmas - Fundraiser for Veterans' Holiday Meals

  Capt. Lester S. Wass American Legion Post 3

  65+ Interested
• Fri, 30 Jan, 2026 - 08:00 PM

  The Super 70s Rock Show

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930

  29+ Interested
• Fri, 06 Feb, 2026 - 08:00 PM

  Little Lies - A Tribute to Fleetwood Mac

  The Cut Live

  17+ Interested
• Sat, 24 Jan, 2026 - 08:00 PM

  The Beautiful Losers - A Tribute to Bob Seger & The Silver Bullet Band

  The Cut Live

  6+ Interested
• Sat, 07 Feb, 2026 - 08:00 PM

  Back to Black LIVE: An Amy Winehouse Tribute Starring Megan Wolffe

  The Cut Live

  14+ Interested
• Fri, 20 Feb, 2026 - 08:30 PM

  Mixtape Misfits: 90's & 2000's Rock Tribute LIVE @ The Rhumb Line

  The Rhumb Line
• Tue, 16 Dec, 2025 - 06:00 AM

  Lobster Trap Menorah Lighting

  Temple Ahavat Achim
• Wed, 17 Jun, 2026 - 06:00 PM

  A Film-in-Process Screening & Q&A for THE GATE

  The Historic Ben Butler Homestead

  Free