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Happening Next in Gloucester

Upcoming Live Music Events

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

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

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

 Beauport Hotel Gloucester 30 Aug 2026
FITNESS USD 23

Yellowman in Gloucester

 The Cut 8 Aug 2026
CONCERTS

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Upcoming Festivals Events

Gloucester Waterfront Festival

 Stage Fort Park 15 Aug 2026
FESTIVALS

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

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

Schooner Festival (Labor Day Weekend) Viewing Cruises

 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930 3 Sep 2026
FESTIVALS

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Upcoming Food & Drinks Events

Beauport Cruiselines 90s Rewind Cruise

 Central Gloucester 6 Aug 2026
ENTERTAINMENT

The Backyard Growcery - August 26

 Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 26 Aug 2026
WORKSHOPS

Gloucester Rotary Pancake Breakfast

 Stage Fort Park 15 Aug 2026
NONPROFIT

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Upcoming Comedy Events

3rd Annual So-Long-To-Summer Comedy Show with Paul D'Angelo

 The Cut Live 12 Sep 2026
COMEDY

Jeff Pitchell and Texas Flood

 The Cut Live 28 Aug 2026
MUSIC

Annisquam Village Players presents The Addams Family

 Annisquam Village Hall 4 Aug 2026
COMEDY USD 23 TO 50

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Trending Events in Gloucester

7th Annual PMONEY BOOZE CRUISE

 Gloucester Fleet 15 Aug 2026
FITNESS USD 32

Culture Splash on Rocky Neck

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

Gloucester Rotary Comedy Show 2026

 Cruiseport Gloucester 3 Sep 2026
COMEDY

Saturday, September 5th, Sunset Sessions: Summer's Grand Finale

 Beauport Hotel Gloucester 5 Sep 2026
FIREWORKS USD 55 TO 429

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

 The Cut Live 30 Aug 2026
MUSIC

2026 Boat Parade of Lights - Gloucester

 Central Gloucester 5 Sep 2026
PARADES

Goblin King Ball at Hammond Castle Museum

 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 30 Oct 2026
NONPROFIT

Saturday, August 15th, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 15 Aug 2026
FITNESS USD 34 TO 322

Saturday, August 29th, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 29 Aug 2026
FITNESS USD 34 TO 322

Friday, August 14th, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 14 Aug 2026
FITNESS USD 34 TO 322

Guitar Monsters with Jon Butcher, Johnny A. and Dave Amato (formerly of REO Speedwagon)

The Cut Live 24 Sep 2026
MUSIC

Friday, August 21st, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 21 Aug 2026
FITNESS USD 34 TO 322

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

 Beauport Hotel Gloucester 23 Aug 2026
MUSIC USD 23

Friday, August 7th, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 7 Aug 2026
FITNESS USD 34 TO 322

Friday, August 28th, Sunset Sessions at Beauport Hotel

 Beauport Hotel Gloucester 28 Aug 2026
FITNESS USD 34 TO 322
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More things to do in Gloucester

Live Music
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St. Patrick's Day
Music Festivals
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