Gloucester Music Events

Rock & Roll Circus Benefit Concert Starring Jon Butcher, James Montgomery, and Danny Klein

The Cut Live 7 Nov 2025

Motor Booty Affair

The Cut Live 1 Nov 2025

Autumn Song Swap with Miranda Aisling, Matt Jenson, and Kara Kulpa

11 Pleasant St., Suite 64, Gloucester, MA, United States, Massachusetts 01930 9 Nov 2025

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live 13 Dec 2025

Fast Times - 80’s Music

The Cut Live 8 Nov 2025

BrassFed Nation's Holiday Bash

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

Deb Hardy and Friends Featuring Brian King and Alyce Underhill

Gloucester Unitarian Universalist Church 8 Nov 2025

Renaissance Faire Day at Hammond Castle Museum

Hammond Castle Museum 8 Nov 2025

Once An Outlaw with The Peacheaters

The Cut Live 15 Nov 2025

A Holiday Evening with Chelsea Berry

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 7 Dec 2025

Cape Ann Shakespeare Troupe presents: Two Gentlemen of Verona by William Shakespeare

Capt. Lester S. Wass American Legion Post 3 14 Nov 2025

DMTB - A Celebration of Dave Matthews Band

The Cut Live 14 Nov 2025

FJ - A Tribute To Foreigner & Journey

The Cut Live 21 Nov 2025

O'Brien's OBoru @ Blue Collar Lobster

Blue Collar Lobster Co. 16 Nov 2025

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

The Cut Live 27 Dec 2025

D&D at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 16 Nov 2025

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

Capt. Lester S. Wass American Legion Post 3 20 Dec 2025

Beck-Ola

The Cut Live 6 Dec 2025

Danielia Cotton with Megan Wolffe

The Cut Live 13 Nov 2025

Rhythm of The Saints Tribute to Paul Simon with Special Guest Gary Backstrom Band

The Cut Live 28 Nov 2025

Village Hall Dancing

Brimpsfield Village Hall GL4 8LD 29 Nov 2025

Beck-Ola - Celebrating the Music of Jeff Beck, featuring Johnny A.

The Cut Live 6 Dec 2025

Nirvani - A Nirvana Tribute Experience with Foo!

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 7 Mar 2026

Charlie Chaplin’s classic, The Gold Rush with live organ accompaniment Sunday, Nov. 2, at 3:30pm

Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA 2 Nov 2025

The Berklee College of Music Bob Marley Ensemble, directed by Matt Jenson

The Cut Live 5 Dec 2025