Gloucester Music Events

Gloucester Waterfront Festival

Stage Fort Park 16 Aug 2025

SOLD OUT - 2025 Goblin King Ball at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 24 Oct 2025

Boat Parade of Lights

The Hotel at Cape Ann Marina 30 Aug 2025

SOLD OUT! Gloucester Rotary Comedy Show 2025

Cruiseport Gloucester 28 Aug 2025

Friday, August 15th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 15 Aug 2025

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

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 20 Sep 2025

Heavy Metal Horns - Live at The Cut Album Release Party

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 15 Aug 2025

Blackburn Brew Fest

Stage Fort Park 13 Sep 2025

Live Music with Dennis Dulong

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 24 Aug 2025

Cape Ann Guitar Society Presents Fabiola Mendez

The Cut Live 29 Aug 2025

Fish Tales Pub | King Saison

Fish Tales Pub 23 Aug 2025

Back to the 80s live at The Cut

The Cut Live 30 Aug 2025

Friday, August 29th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 29 Aug 2025

Duane Betts & Palmetto Motel with Wood & Bone

The Cut Live 31 Aug 2025

Hey Nineteen - A Tribute to Steely Dan

The Cut Live 27 Sep 2025

51 ROCKY NECK Music Fridays

51 Rocky Neck, Gloucester, MA, United States, Massachusetts 01930 15 Aug 2025

Fortune

The Cut Live 26 Sep 2025

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

Salted Cod Arthouse 12 Sep 2025

Mamadou at the Lanesville Music Festival

8 Vulcan St, Gloucester, MA 01930-1125, United States 13 Sep 2025

The Dirty Dozen Brass Band

The Cut Live 13 Aug 2025

Rico Barr Band - Free Show

Antonio Gentile Bandstand 24 Aug 2025

Sunday, August 17th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 17 Aug 2025

Gary Backstrom Band plays music of Jiggle the Handle; w/ special guest Erinn Brown Band

8 Washington St, Gloucester, MA 01930-5734, United States 22 Aug 2025

Saturday, August 16th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 16 Aug 2025

Family Pre-Shabbat Extravaganza

Central Gloucester 22 Aug 2025

Sunday, August 31st, End of Summer Celebration at Beauport Hotel

Beauport Hotel Gloucester 31 Aug 2025

Cape Ann Community Band - Free Show

Antonio Gentile Bandstand 16 Aug 2025

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

53 Rocky Neck Ave 15 Aug 2025

Thursday, August 14th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 14 Aug 2025

THE FOOLS

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

Dead to the Core - Fall Tour

The Cut Live 18 Oct 2025

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

Beauport Hotel Gloucester 21 Aug 2025

A Night of Art Songs with Svetlana Sozdateleva

House of Arts 16 Aug 2025

Line's End Live at The Cut

The Cut Live 21 Aug 2025

Hye Fusion on Meetinghouse Green on August 15th

Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA 15 Aug 2025

Albert Castiglia

The Cut Live 17 Aug 2025

Live Music with John Jerome

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 15 Aug 2025

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

Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA 22 Aug 2025

THE LISTENING ROOM

Movement Arts Gloucester MA 16 Aug 2025

Friday, August 22nd, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 22 Aug 2025

4th Annual Jones Creek Summer Nights Sunset Cruise

Cape Ann Whale Watch 23 Aug 2025

Fast Times - 80’s Music

The Cut Live 8 Nov 2025

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

Beauport Hotel Gloucester 28 Aug 2025

The Cut Live & Rock On! Concerts Present: REPRISE Recreates Phish 5/16/92

The Cut Live 16 Aug 2025

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

Beauport Hotel Gloucester 20 Aug 2025

Bordellos at Gloucester Waterfront Festival!!

Stage Fort Park 16 Aug 2025

The Rasa String Quartet

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 24 Aug 2025

Saturday, August 30th, Labor Day Weekend Celebration at Beauport Hotel

Beauport Hotel Gloucester 30 Aug 2025

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

Beauport Hotel Gloucester 18 Aug 2025

Saturday, August 23rd, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 23 Aug 2025

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

Beauport Hotel Gloucester 19 Aug 2025

The Influence Event 2025

The Cut - Stage • Studio • Restaurant • Bar 22 Oct 2025

Wednesday, August 13th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 13 Aug 2025

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

Beauport Hotel Gloucester 27 Aug 2025

Booty Vortex - Boston's Finest Funk and Disco Band

The Cut Live 11 Oct 2025

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

Beauport Hotel Gloucester 25 Aug 2025

Dueling Pianos

The Cut Live 19 Sep 2025

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

177 Main St, Gloucester, MA 01930-5703, United States 22 Aug 2025

Bim Skala Bim 40th Anniversary Tour w/ special guest Chip Rockers and Lense

The Cut Live 6 Sep 2025

Lisa Love Experience - A Fundraiser for Gloucester Schooner Festival

The Cut Live 27 Aug 2025

Our Snow White's Enchanted Garden Party at the Castle

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 19 Aug 2025

Stage Fort Park, Gloucester, MA

Stage Fort Ave, Gloucester, MA 01930, United States 24 Aug 2025

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

Beauport Hotel Gloucester 24 Aug 2025

SUNDAY SOUL and LOBSTER ROLLS dance party at the CUT! 9/7

The Cut Live 7 Sep 2025

Renaissance Faire Day at Hammond Castle Museum

Hammond Castle Museum 8 Nov 2025

Member Event: Visit to The Sargent House Museum

The Sargent House Museum 6 Sep 2025

Live Music with Steve Dennis

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 7 Sep 2025

Tuesday, August 12th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 12 Aug 2025

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

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 24 Oct 2025

Tuesday, August 26th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 26 Aug 2025

Lez Zeppelin Earl's Court '75: The Greatest Led Zeppelin Show Performed in its Entirety

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 3 Oct 2025

Live Music with John Jerome

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 12 Sep 2025

Live music with Dan King

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 5 Sep 2025

Soul Rebel Project - The Halloween Show

177 Main Street, Gloucester, MA, United States, Massachusetts 01930 31 Oct 2025

O'Brien's OBoru @ Blue Collar Lobster

Blue Collar Lobster Co. 1 Sep 2025

Live Music Orville Giddings

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 31 Aug 2025

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

The Cut Live 17 Oct 2025

Massive Prophet at Gloucester Harbor Loop Concert Series

1 Harbor Loop, Gloucester, MA 01930-5004, United States 21 Aug 2025

O'Brien's OBoru @ Blue Collar Lobster

Blue Collar Lobster Co. 26 Oct 2025

Phantom of the Opera with Live Accompaniment by Peter Krasinski

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 26 Oct 2025

Black Uhuru

The Cut Live 2 Oct 2025

Live Music with Millie Manning

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 17 Aug 2025

Live Music with Dennis Dulong

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 21 Sep 2025

Groove Therapy - Third Thursday (music) Therapy FREE Show

The Cut Live 18 Sep 2025

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

Harbor Loop 4 Sep 2025

Live Music with Steve Dennis

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 24 Aug 2025

O'Brien's OBoru @ Blue Collar Lobster

Blue Collar Lobster Co. 16 Nov 2025

Live music with Matt Rich

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 1 Sep 2025

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

The Cut Live 28 Nov 2025

Metropolis with Live Accompaniment by Peter Krasinski

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 27 Oct 2025

KARAOKE EVERY FRIDAY - in the Lounge

8 Washington St, Gloucester, MA 01930-5734, United States 15 Aug 2025

An Evening of Bliss - Kirtan with Nada Brahma and Divine Light Activation/Teaching with Mirabai Devi

Floating Lotus Gloucester 17 Aug 2025

Space Moose at Gloucester Harbor Loop Summer Concert Series Thurs Aug 14th 7:00pm

Harbor Loop 14 Aug 2025