Gloucester Live Music Events

Gloucester Waterfront Festival

Stage Fort Park 15 Aug 2026

Blackburn Brew Fest

Stage Fort Park 18 Jul 2026

Los Lobos

The Cut Live 22 Jul 2026

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

Beauport Hotel Gloucester 30 Aug 2026

Thursday, July 16th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 16 Jul 2026

Yellowman in Gloucester

The Cut 8 Aug 2026

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

Beauport Hotel Gloucester 23 Aug 2026

Wednesday, July 22nd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 22 Jul 2026

Thursday, July 23rd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 23 Jul 2026

Monday, July 27th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 27 Jul 2026

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

Beauport Hotel Gloucester 6 Aug 2026

Thursday, July 30th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 30 Jul 2026

Sunday, August 2nd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 2 Aug 2026

Culture Splash on Rocky Neck

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

Monday, August 3rd, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 3 Aug 2026

Monday, July 20th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 20 Jul 2026

Sunday, July 19th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 19 Jul 2026

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

Beauport Hotel Gloucester 9 Aug 2026

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

Beauport Hotel Gloucester 5 Aug 2026

Barry Gourdreau's Engine Room

The Cut Live 5 Sep 2026

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

Beauport Hotel Gloucester 16 Aug 2026

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

Beauport Hotel Gloucester 17 Aug 2026

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

Beauport Hotel Gloucester 18 Aug 2026

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

Beauport Hotel Gloucester 19 Aug 2026

Tuesday, July 28th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 28 Jul 2026

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

Beauport Hotel Gloucester 20 Aug 2026

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

Beauport Hotel Gloucester 10 Aug 2026

Grateful Dead Cruise Feat: Diamond Blues

Beauport Cruiselines 23 Jul 2026

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

Beauport Hotel Gloucester 25 Aug 2026

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

Beauport Hotel Gloucester 4 Aug 2026

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

Beauport Hotel Gloucester 13 Aug 2026

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

Beauport Hotel Gloucester 24 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

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

Beauport Hotel Gloucester 1 Sep 2026

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

Beauport Hotel Gloucester 12 Aug 2026

The Beatles Candlelight Experience In Gloucester, MA - Saturday, August 1st

Gloucester Unitarian Universalist Church 1 Aug 2026

No Sitter Necessary Family Dance Party

The Cut Live 2 Aug 2026

Vyntyge Skynyrd - The Lynyrd Skynyrd Experience

The Cut Live 24 Oct 2026

Wednesday, July 15th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 15 Jul 2026

Tuesday, July 14th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 14 Jul 2026

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

Beauport Hotel Gloucester 3 Sep 2026

Tuesday, July 21st, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 21 Jul 2026

Robert Ellis Orrall with an After Party with Funbucket

The Cut Live 7 Aug 2026

Sunday, July 26th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 26 Jul 2026

Wednesday, July 29th, Rooftop Evening Access at Beauport Hotel

Beauport Hotel Gloucester 29 Jul 2026

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

Beauport Hotel Gloucester 11 Aug 2026

Thurston Howell – A Premier Yacht Rock Spectacular! 2026

The Cut Live 27 Aug 2026

Captain Jack and the Strangers: A Tribute to Billy Joel @ the CUT

The Cut Live 1 Aug 2026

Fortune - Vinyl-Era Classic Rock Tribute

The Cut Live 19 Sep 2026

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

Beauport Hotel Gloucester 26 Aug 2026

Harbor Loop Summer Concert Series w/ The Chip Rockers and Cold Start

Harbor Loop 16 Jul 2026

The Backyard Growcery - July 22

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 22 Jul 2026

Friday Fun with John Jerome on the Sun Deck

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 17 Jul 2026

KOTB live at HARBOR LOOP

Harbor Loop 6 Aug 2026

Jeff Pitchell and Texas Flood

The Cut Live 28 Aug 2026

Harbor Harmony Cruise with Annie Brobst Duo

Central Gloucester 30 Jul 2026

Annisquam Village Players presents The Addams Family

Annisquam Village Hall 9 Aug 2026

Live Music by Alessandro Schoc

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 24 Jul 2026

Live Music with Steve Dennis

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 18 Jul 2026

Llive Music with Annie Brobst

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 25 Jul 2026

Happy Friday! Live Music with Dan King

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 31 Jul 2026

Live Music with Mike Francis of Soul Rebel Project

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 1 Aug 2026

Live Music with Line's End

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 26 Jul 2026

Annisquam Village Players presents The Addams Family

Annisquam Village Hall 4 Aug 2026

Shubalananda Kirtan at Floating Lotus

Floating Lotus Gloucester 15 Jul 2026

Live Music with Mike Forgette on the Sun Deck

75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930 19 Jul 2026