Gloucester Live Music Events

BrassFed Nation's Holiday Bash

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 19 Dec 2025

Annie Brobst with Whiskey-6 & Ross Livermore

The Cut Live 17 Jan 2026

Live Music with Peter Tentido

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 18 Dec 2025

Eagle in the Attic at Minglewood 12/26

Minglewood Harborside 26 Dec 2025

December 17th: Jingle Bar at Beauport Hotel

Beauport Hotel Gloucester 17 Dec 2025

Mardi Gras with the Jambalaya Horns

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 13 Feb 2026

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

The Cut Live 7 Feb 2026

December 22nd: Jingle Bar at Beauport Hotel

Beauport Hotel Gloucester 22 Dec 2025

Don't Stop Believin, Live Band Karaoke Showcase with Groove Therapy - hosted by DJ Lou

The Cut Live 14 Feb 2026

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

The Rhumb Line 20 Feb 2026

Jeff Fraser solo at the Beauport

Beauport Hotel Gloucester 17 Feb 2026