Upcoming Gloucester Events

Check out what's happening all around Gloucester, MA

SOLD OUT - 2025 Goblin King Ball at Hammond Castle Museum

Fri, 24 Oct at 07:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

The Body Remembers, The Body Rewrites: A Community Workshop

Sat, 25 Oct at 01:00 pm Movement Arts Gloucester MA USD 0 to 23

Edgar Allan Poe Double Header

Sat, 25 Oct at 07:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Motor Booty Affair

Sat, 01 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

Undone

Sat, 25 Oct at 07:30 pm Movement Arts Gloucester MA USD 0 to 31

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

Hamilton-Wenham RHS Class of '75 50th Reunion

Sat, 25 Oct at 05:00 pm Bass Rocks Golf Club

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

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

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

Fri, 24 Oct at 08:30 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Soul Rebel Project - The Halloween Show

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

Fast Times - 80’s Music

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

Book presentation + signing with Katie Parla

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

Renaissance Faire Day at Hammond Castle Museum

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

Edgar Allan Poe Double Header

Fri, 24 Oct at 07:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Beauport Hotel Presents: A Halloween Soirée!

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

Foot Zoning 101

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

Once An Outlaw with The Peacheaters

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

Livin' On Luck at Salted Cod, Gloucester

Fri, 24 Oct at 07:00 pm 53 Rocky Neck Ave Free

Beauport Boutique's Annual Sip & Shop

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

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

O'Brien's OBoru @ Blue Collar Lobster

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

Coffee & Conversations: Augustus Bühler

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

Neon 90’s Thanksgiving Eve at Minglewood

Wed, 26 Nov at 09:00 pm Minglewood Harborside

PENNY SALE!

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

FJ - A Tribute To Foreigner & Journey

Fri, 21 Nov at 08:00 pm The Cut Live

200hr Yoga Teacher Training

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

Granite Block Shaping Demonstration by Scott Stewart

Sat, 25 Oct at 01:30 pm Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

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

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

Muddy Ruckus - Halloween at The Rhumb Line!

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

Holiday Craft Night: Wooden Gnome Decorating

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

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

Beck-Ola

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

Harbor Views: The Paintings of Fitz Henry Lane Walking Tour

Fri, 24 Oct at 10:30 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

Holiday Mocktail Night

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

Holiday Mocktail Night

Mon, 24 Nov at 06:00 pm 232 Main Street, 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

Santa at the MLCC

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

Fourth Annual Gloucester Fishtown Horribles Parade of Trees

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

Walking Tour: Bones of Homes

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

Danielia Cotton with Megan Wolffe

Thu, 13 Nov at 07:30 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

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

36th Anniversary Celebration

Fri, 07 Nov at 05:30 am 121 Main St, 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

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

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

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

Gloucester Halloween Toddler Parade 2025

Fri, 24 Oct at 12:30 pm Downtown Gloucester

Funny Photo Night

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

BrassFed Nation's Holiday Bash

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

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

A Date Night Adventure! - Glorious Gloucester Escapade

Wed, 16 Jul at 08:00 am Post Office - City Hall USD 36

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