Upcoming Gloucester Events

Check out what's happening all around Gloucester, MA

Rock & Roll Circus Benefit Concert Starring Jon Butcher, James Montgomery, and Danny Klein

 Fri, 07 Nov at 08:00 pm The Cut Live

Motor Booty Affair

 Sat, 01 Nov at 08:00 pm The Cut Live

Danielia Cotton with Megan Wolffe

 Thu, 13 Nov at 07:30 pm The Cut Live

Once An Outlaw with The Peacheaters

 Sat, 15 Nov at 08:00 pm The Cut Live

Metropolis with Live Accompaniment by Peter Krasinski

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

Sawyer Free Library Matz Gallery Artist Reception: Volume One

 Thu, 06 Nov at 05:00 pm 2 Dale Avenue, Gloucester, MA, United States, Massachusetts 01930

LIVE FROM THE LOUNGE - Ye Olde Mitchells

 Sat, 08 Nov at 08:00 pm Capt. Lester S. Wass American Legion Post 3

Private event- DJ holiday party

 Fri, 12 Dec at 06:00 pm Beauport Hotel Gloucester

Neon 90’s Thanksgiving Eve at Minglewood

 Wed, 26 Nov at 09:00 pm Minglewood Harborside

Jack-o-Lantern Jamboree

 Thu, 30 Oct at 07:00 pm 27 Webster St, Gloucester, MA 01930-2951, United States

Kevin Coan - World Renowned Spirit Medium

 Sat, 29 Nov at 06:30 pm Capt. Lester S. Wass American Legion Post 3

FJ - A Tribute To Foreigner & Journey

 Fri, 21 Nov at 08:00 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

Trick-or-Treat at the Castle

 Thu, 30 Oct at 04:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Fast Times - 80’s Music

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

Soul Rebel Project - The Halloween Show

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

Holiday Craft Night: Wooden Gnome Decorating

 Fri, 07 Nov at 06:30 pm Revive Wellness USD 39

Book presentation + signing with Katie Parla

 Mon, 17 Nov at 12:00 pm Pastaio Via Corta Free

Beauport Boutique's Annual Sip & Shop

 Sun, 16 Nov at 01:00 pm 55 Commercial St, Gloucester, MA, United States, Massachusetts 01930

Renaissance Faire Day at Hammond Castle Museum

 Sat, 08 Nov at 09:00 am Hammond Castle Museum

Beauport Hotel Presents: A Halloween Soirée!

 Fri, 31 Oct at 08:00 pm Beauport Hotel Gloucester USD 93 to 802

Beck-Ola

 Sat, 06 Dec at 07:00 pm The Cut Live

Walking Tour: Bones of Homes

 Fri, 31 Oct at 10:30 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

D&D at Hammond Castle Museum

 Sun, 16 Nov at 05:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Foot Zoning 101

 Sat, 08 Nov at 09:30 am 6 Lexington Ave., Magnolia, MA, United States, Massachusetts 01930

Fourth Annual Gloucester Fishtown Horribles Parade of Trees

 Sat, 29 Nov at 10:00 am First Baptist Church

DMTB - A Celebration of Dave Matthews Band

 Fri, 14 Nov at 08:00 pm The Cut Live

Costumes & Candlelight: Hammond Castle Museum After Dark

 Tue, 28 Oct at 06:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Coffee & Conversations: Augustus Bühler

 Thu, 30 Oct at 10:30 am Cape Ann Museum Green. 13 Poplar Street, Gloucester, MA

O'Brien's OBoru @ Blue Collar Lobster

 Sun, 26 Oct at 03:30 pm Blue Collar Lobster Co.

PENNY SALE!

 Sat, 01 Nov at 02:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

200hr Yoga Teacher Training

 Sun, 02 Nov at 12:30 pm 186 Main St, Gloucester, MA, United States, Massachusetts 01930

Spike the Punch at Minglewood in Gloucester

 Fri, 07 Nov at 09:00 pm The Minglewod Gloucester MA

Holiday Wreath Making

 Sat, 22 Nov at 06:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Middle Street Walking Tours led by CAM Docents

 Sat, 13 Dec at 11:00 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

Holiday Craft Fair

 Sat, 22 Nov at 09:00 am West Gloucester

Muddy Ruckus - Halloween Costume Party at The Rhumb Line!

 Fri, 31 Oct at 09:30 pm The Rhumb Line

Crowned28 - A Theatrical Tribute to 28 Legendary Women in Music

 Thu, 30 Oct at 08:00 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

O'Brien's OBoru @ Blue Collar Lobster

 Sun, 16 Nov at 03:30 pm Blue Collar Lobster Co.

LIVE FROM THE LOUNGE - ToniAnn Enes

 Sat, 22 Nov at 07:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

Holiday Mocktail Night

 Sun, 16 Nov at 10:00 am Revive Wellness USD 45

Celebration of Life Catherine A. Nicastro

 Sun, 26 Oct at 02:00 pm Capt. Lester S. Wass American Legion Post 3 8 Washington St., Gloucester, MA

Beck-Ola - Celebrating the Music of Jeff Beck, featuring Johnny A.

 Sat, 06 Dec at 08:00 pm The Cut Live

Santa at the MLCC

 Sun, 07 Dec at 04:00 pm 1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930

Holiday Mocktail Night

 Mon, 24 Nov at 06:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

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

 Fri, 28 Nov at 08:00 pm The Cut Live

One Day Spoon Carving Workshop

 Sat, 01 Nov at 09:00 am 235 E Main St, Gloucester, MA, United States, Massachusetts 01930

Sound Healing Bath in Salt Cave

 Fri, 14 Nov at 06:00 pm Revive Wellness USD 61

36th Anniversary Celebration

 Fri, 07 Nov at 05:30 am 121 Main St, Gloucester, MA, United States, Massachusetts 01930

Village Hall Dancing

 Sat, 29 Nov at 12:00 am Brimpsfield Village Hall GL4 8LD

Salt & Moon Magic: A Full Moon Circle in the Cave

 Wed, 05 Nov at 06:30 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Gloucester Elks Craft Fair - Sip n Shop

 Sat, 06 Dec at 10:00 am Gloucester MA Elks Lodge #892

Atlantis Oceanfront Inn’s Breakfast Café [Last Day Of The 2025 Season]

 Sun, 02 Nov at 07:30 am Atlantis Oceanfront Inn

East Veterans Holiday Craft Fair

 Sat, 13 Dec at 09:00 am Veterans Memorial

Nirvani - A Nirvana Tribute Experience with Foo!

 Sat, 07 Mar at 08:00 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Power in the Problem HBCU Homecoming Tour — Howard University

 Mon, 27 Oct at 03:30 pm Blackburn Center

BrassFed Nation's Holiday Bash

 Fri, 19 Dec at 07:30 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Wave Makers ~ Tide Changers: Women of Innovation & Impact

 Wed, 29 Oct at 11:00 am Beauport Hotel Gloucester

Coffee & Conversations: Gabrielle de Veaux Clements

 Thu, 04 Dec at 10:30 am Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

Charlie Chaplin’s classic, The Gold Rush with live organ accompaniment Sunday, Nov. 2, at 3:30pm

Sun, 02 Nov at 03:30 pm Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA

Funny Photo Night

 Tue, 11 Nov at 10:00 am Revive Wellness USD 39

The Berklee College of Music Bob Marley Ensemble, directed by Matt Jenson

 Fri, 05 Dec at 08:00 pm The Cut Live

Cape Ann Shakespeare Troupe presents: Two Gentlemen of Verona by William Shakespeare

 Fri, 14 Nov at 07:00 pm Capt. Lester S. Wass American Legion Post 3

LIVE! at The CUT

 Thu, 20 Nov at 07:00 pm The Cut Live

Scavenger Hunt - Bank Heist - Gloucester

 Fri, 10 Oct at 08:00 am Scavenger Hunt - Bank Heist - Gloucester USD 23 to 60

The Wonderful Wizard of Oz Experience - Gloucester

 Mon, 22 Sep at 08:00 am The Wonderful Wizard of Oz Experience - Gloucester USD 23 to 60

Awesome Scavenger Hunt - Glorious Gloucester Escapade

 Tue, 19 Nov at 08:00 am Post Office - City Hall USD 15
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