Performing-arts Events in Gloucester

Check out happening performing-arts events all around Gloucester, MA

SOLD OUT! Gloucester Rotary Comedy Show 2025

 Thu, 28 Aug at 07:00 pm Cruiseport Gloucester

Hey Nineteen - A Tribute to Steely Dan

 Sat, 27 Sep at 08:00 pm The Cut Live

Gavin Marengi Band w/s/g Nate Perry & Ragged Company

 Sat, 20 Sep at 08:00 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Cape Ann Guitar Society Presents Fabiola Mendez

 Fri, 29 Aug at 08:00 pm The Cut Live

Duane Betts & Palmetto Motel with Wood & Bone

 Sun, 31 Aug at 08:00 pm The Cut Live

Fish Tales Pub | King Saison

 Sat, 23 Aug at 09:00 pm Fish Tales Pub

Fortune

 Fri, 26 Sep at 08:00 pm The Cut Live

Mamadou at the Lanesville Music Festival

 Sat, 13 Sep at 05:00 pm 8 Vulcan St, Gloucester, MA 01930-1125, United States

Back to the 80s live at The Cut

 Sat, 30 Aug at 08:00 pm The Cut Live

Preview #2: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Fri, 05 Sep at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Ms. Holmes and Ms. Watson

 Fri, 26 Sep at 07:00 pm Gloucester Stage Company

Thursday, August 21st, Rooftop Evening Access at Beauport Hotel

 Thu, 21 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Fast Times - 80’s Music

 Sat, 08 Nov at 08:00 pm The Cut Live

Thursday, August 28th, Rooftop Evening Access at Beauport Hotel

 Thu, 28 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Albert Castiglia

 Sun, 17 Aug at 07:00 pm The Cut Live

Preview #1: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 04 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

What Time is it, Mr. Fox?’ August 22nd at 6:00pm

 Fri, 22 Aug at 06:00 pm Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA

The Rasa String Quartet

Sun, 24 Aug at 06:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Wednesday, August 20th, Rooftop Evening Access at Beauport Hotel

 Wed, 20 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Wednesday, August 27th, Rooftop Evening Access at Beauport Hotel

 Wed, 27 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Monday, August 18th, Rooftop Evening Access at Beauport Hotel

 Mon, 18 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Tuesday, August 19th, Rooftop Evening Access at Beauport Hotel

 Tue, 19 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Booty Vortex - Boston's Finest Funk and Disco Band

 Sat, 11 Oct at 08:30 pm The Cut Live

Livin' On Luck at Salted Cod Art House & Wine Bar

 Fri, 12 Sep at 07:00 pm Salted Cod Arthouse Free

Champagne Opening: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Sat, 06 Sep at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Rico Barr Band - Free Show

 Sun, 24 Aug at 06:30 pm Antonio Gentile Bandstand

Dueling Pianos

 Fri, 19 Sep at 08:00 pm The Cut Live

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 11 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Monday, August 25th, Rooftop Evening Access at Beauport Hotel

 Mon, 25 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

JOE DEVITO - Comedy Hypnotist

 Fri, 12 Sep at 07:30 pm Capt. Lester S. Wass American Legion Post 3

Sunday, August 24th, Rooftop Evening Access at Beauport Hotel

 Sun, 24 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Robert Ellis Orrall at The Cut - Friday, August, 22, 2025 7:30PM

 Fri, 22 Aug at 07:30 pm 177 Main St, Gloucester, MA 01930-5703, United States

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 18 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Our Snow White's Enchanted Garden Party at the Castle

 Tue, 19 Aug at 04:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Gloucester Stage Cape Ann Nights: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Wed, 10 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Fri, 12 Sep at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Sun, 07 Sep at 03:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

SAFETY - The Neverending Safety Show - 80s Fantasy & Magic

 Fri, 24 Oct at 08:30 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Maximus to Jack: Charles Olson & John Hays Hammond Jr.

 Wed, 03 Sep at 05:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Soul Rebel Project - The Halloween Show

 Fri, 31 Oct at 09:00 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Beauport PRIDE Tour

 Thu, 28 Aug at 04:30 pm 75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930

Live Band Karaoke Showcase with Groove Therapy - hosted by DJ Lou

 Fri, 17 Oct at 07:00 pm The Cut Live

Phantom of the Opera with Live Accompaniment by Peter Krasinski

 Sun, 26 Oct at 06:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Kevin V. Coan: An Evidential Medium

 Sun, 19 Oct at 04:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Dire Wolf at The Harbor Loop Concert Series - with special guests, All Good!

 Thu, 04 Sep at 06:00 pm Harbor Loop

Pre-Show Coffee + Chat: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Sun, 14 Sep at 02:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Metropolis with Live Accompaniment by Peter Krasinski

 Mon, 27 Oct at 06:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Massive Prophet at Gloucester Harbor Loop Concert Series

 Thu, 21 Aug at 05:30 am 1 Harbor Loop, Gloucester, MA 01930-5004, United States

Cape Ann Arts Alive 2025 "BEAST, BIRD & FISH ~ the Creatures of Cape Ann" A Youth Arts program

Mon, 18 Aug at 08:30 am 48 Middle Steet, Gloucester, MA, United States, Massachusetts 01930