Gloucester Music Events

Gloucester Waterfront Festival

Stage Fort Park 15 Aug 2026

GUITAR MONSTERS Jon Butcher & Johnny A. w/spec guest Dave Amato (former REO Speedwagon guitarist)

The Cut - Stage • Studio • Restaurant • Bar 24 Sep 2026

The North Shore's Own Renaissance Faire at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 7 Nov 2026

Sunday, August 30th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 30 Aug 2026

Yellowman in Gloucester

The Cut 8 Aug 2026

Saturday, August 15th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 15 Aug 2026

Saturday, August 29th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 29 Aug 2026

Friday, August 14th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 14 Aug 2026

Friday, August 21st, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 21 Aug 2026

Sunday, August 23rd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 23 Aug 2026

Friday, August 28th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 28 Aug 2026

Beauport Cruiselines 90s Rewind Cruise

Central Gloucester 6 Aug 2026

Saturday, August 8th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 8 Aug 2026

Saturday, August 22nd, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 22 Aug 2026

Thursday, August 6th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 6 Aug 2026

Tuesday, August 4th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 4 Aug 2026

Sunday, August 9th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 9 Aug 2026

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

Beauport Hotel Gloucester 13 Aug 2026

Barry Gourdreau's Engine Room

The Cut Live 5 Sep 2026

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

Beauport Hotel Gloucester 20 Aug 2026

Culture Splash on Rocky Neck

6 Wonson St, Gloucester, MA, United States, Massachusetts 01930 9 Jul 2026

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

Beauport Hotel Gloucester 24 Aug 2026

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

Beauport Hotel Gloucester 25 Aug 2026

Tuesday, September 1st, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 1 Sep 2026

Friday, September 4th, Sunset Sessions at Beauport Hotel

Beauport Hotel Gloucester 4 Sep 2026

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

Beauport Hotel Gloucester 12 Aug 2026

Third World in Gloucester

The Cut 20 Sep 2026

Vyntyge Skynyrd - The Lynyrd Skynyrd Experience

The Cut Live 24 Oct 2026

Thursday, September 3rd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 3 Sep 2026

Bella Rayne Band

The Cut Live 13 Aug 2026

Thurston Howell – A Premier Yacht Rock Spectacular! 2026

The Cut Live 27 Aug 2026

Wednesday, August 5th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 5 Aug 2026

Jeff Pitchell and Texas Flood

The Cut Live 28 Aug 2026

Fortune - Vinyl-Era Classic Rock Tribute

The Cut Live 19 Sep 2026

Sunday, August 16th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 16 Aug 2026

Tuesday, August 11th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 11 Aug 2026

Monday, August 10th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 10 Aug 2026

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

Beauport Hotel Gloucester 17 Aug 2026

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

Beauport Hotel Gloucester 19 Aug 2026

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

Beauport Hotel Gloucester 18 Aug 2026

Monday, August 31st, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 31 Aug 2026

Wednesday, September 2nd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 2 Sep 2026

Robert Ellis Orrall with an After Party with Funbucket

The Cut Live 7 Aug 2026

A Band of Brothers - More than an Allman Brothers Tribute

The Cut Live 11 Sep 2026

Livin' On Luck at the Salted Cod

53 Rocky Neck Ave 28 Aug 2026

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

Beauport Hotel Gloucester 26 Aug 2026

Clinton Fearon & The Naya Rockers

The Cut Live 15 Aug 2026

KOTB live at HARBOR LOOP

Harbor Loop 6 Aug 2026

Third Thursday (music) Therapy with HEADLANDS - FREE SHOW

The Cut Live 20 Aug 2026

Don't Stop Believin' Karaoke with DJ Lou

The Cut Live 22 Aug 2026

GHS Class of 1976 50th reunion

Cruiseport Gloucester 11 Sep 2026

Little River Reverb - A Summer Concert to Benefit ACTION, INC.

7 Crafts Rd 19 Sep 2026

Sat Aug 22nd - Minglewood presents "All That Glitters" Band - Gloucester

Minglewood Harborside 22 Aug 2026

Story Songs of the 70's - Summer Show

The Cut Live 23 Aug 2026

Steve Rondo

The Cut Live 2 Oct 2026

Deric Dyer - Music & Stories from a Life of Touring with Tina Turner and Joe Cocker

The Cut Live 30 Aug 2026

The Meditations

The Cut Live 26 Aug 2026

Reckoners with Kevin James Graham

The Cut Live 16 Oct 2026

LOTP 🌅 Sunset Beach Edition 2026 🌅

Wingaersheek Beach 9 Aug 2026

Tanya Donelly

The Cut Live 17 Sep 2026

The Coalboilers at The HarborLoop Summer Concert Series Gloucester, MA 5:30-6:30pm then Jiggle!

Harbor Loop 27 Aug 2026

No Explanation at Harbor Loop Concert Series

Harbor Loop 6 Aug 2026

SAFETY 80'S - 21+ Halloween Show (The Late Show)

The Cut Live 30 Oct 2026

Line's End at Lobsta Land

Lobsta Land Restaurant 4 Aug 2026

SAFETY 80'S - Early Halloween Show

The Cut Live 31 Oct 2026

GSB Tour Kick-Off Concert at The Cut

The Cut Live 19 Aug 2026

Gloucester Rotary Comedy Show 2026

Cruiseport Gloucester 3 Sep 2026

Celtic Music Sunset Sails w/ Michael O'Leary & Friends - Sundays thru October 4

SAIL Ardelle 26 Jul 2026