Upcoming Gloucester Events

Check out what's happening all around Gloucester, MA

Kevin Coan - World Renowned Spirit Medium

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

Once An Outlaw with The Peacheaters

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

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

 Sat, 13 Dec at 08:00 pm The Cut Live

‘Cold Chocolate’ debuts on Cape Ann, Saturday, Nov. 15th

Sat, 15 Nov at 07:30 pm Gloucester Unitarian Universalist Church

Firebird Pops Orchestra Presents Christmas at the Castle

 Fri, 19 Dec at 05:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Deck the Halls at Hammond Castle Museum

 Fri, 21 Nov at 09:00 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Holiday Celebration & Illumination

 Sat, 22 Nov at 05:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Ladies Pre-Chanukah Resin Menorah

 Sat, 06 Dec at 07:00 pm 37 Main Street, Gloucester, MA, United States, Massachusetts 01930

LIVE FROM THE LOUNGE - ToniAnn Enes

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

BrassFed Nation's Holiday Bash

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

Private event- DJ holiday party

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

Vikings Alumni Hockey Game and Family Skate

 Sat, 29 Nov at 06:00 pm Talbot Rink

Stress Reduction Workshop in the Salt Cave

 Fri, 21 Nov at 06:00 pm 232 Main St USD 33

Beauport Boutique's Annual Sip & Shop

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

Horizon at Blue Collar Lobster 11/15

 Sat, 15 Nov at 04:00 pm Blue Collar Lobster Co.

Livin' On Luck at Salted Cod, Gloucester

 Fri, 21 Nov at 07:00 pm 53 Rocky Neck Ave Free

Village Hall Dancing

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

An Evening with Cold Chocolate

 Sat, 15 Nov at 07:30 pm 10 Church St, Gloucester, MA, United States, Massachusetts 01930

LIVE from the LOUNGE - INGE BERGE

 Sat, 17 Jan at 08:00 pm Capt. Lester S. Wass American Legion Post 3

Business After Hours at GMGI

 Wed, 19 Nov at 06:15 pm Gloucester Marine Genomics Institute, Inc.

FJ - A Tribute To Foreigner & Journey

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

A Holiday Evening with Chelsea Berry

 Sat, 06 Dec at 07:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Holiday Sip and Shop

 Sat, 29 Nov at 10:00 am Cruiseport Gloucester

O'Brien's OBoru @ Blue Collar Lobster

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

Holiday Wreath Making

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

A Conversation for Book Lovers

 Sun, 16 Nov at 03:00 pm 1 Lexington Ave, Gloucester, MA

Operation Keep Gloucester Warm

 Sat, 06 Dec at 10:00 am Trinity Congregational Church

Miranda Aisling Concert at Rocky Neck Cultural Center

 Sat, 06 Dec at 06:00 pm Cultural Center At Rocky Neck

D&D at Hammond Castle Museum

 Sun, 16 Nov at 05:00 pm 80 Hesperus Ave, 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

Welcome Yule! - Gloucester, MA

 Sat, 13 Dec at 06:00 pm Cultural Center At Rocky Neck

Bare Bones Boston at Drift

 Sat, 15 Nov at 09:00 pm DRIFT Gloucester

Past Life Regression & Angelic Message

 Sat, 15 Nov at 04:00 pm 3A Pond Road, Gloucester, MA, United States, Massachusetts 01930

Tip A Cop @ Minglewood Harborside

 Thu, 04 Dec at 05:00 pm Minglewood Tavern

Live Music with Peter Tentido

 Thu, 20 Nov at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Beck-Ola

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

Fourth Annual Gloucester Fishtown Horribles Parade of Trees

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

FUNdraiser: Holiday Door Swag Workshop

 Wed, 10 Dec at 06:00 pm 103 R Maplewood Ave, Gloucester, MA, United States, Massachusetts 01930

A Holiday Evening with Chelsea Berry

 Sun, 07 Dec at 05:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

 Sat, 20 Dec at 08:30 pm The Rhumb Line

Discover Saturdays

 Sat, 15 Nov at 10:00 am Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

Bordellos At The Blue Collar Lobster Co. Cafe!!

 Sat, 22 Nov at 04:00 pm Blue Collar Lobster Co.

Deck the Halls by Candlelight at Hammond Castle Museum

 Thu, 04 Dec at 05:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Cookie Swap

 Sun, 07 Dec at 03:00 pm 232 Main St USD 13

Neon 90’s Thanksgiving Eve at Minglewood

 Wed, 26 Nov at 09:00 pm Minglewood Harborside

Elemental Balancing Experience in the Salt Cave

Sat, 27 Dec at 06:30 pm Gloucester Massahusetts

Toy drive / Meet and greet with Santa

 Wed, 10 Dec at 04:00 pm Gloucester MA Elks Lodge #892

Holiday Craft Fair

 Sat, 22 Nov at 09:00 am West Gloucester

Annual Winter Wreath Workshop

 Sat, 29 Nov at 04:00 pm Magnolia Library and Community Center

JOIN US! Lecture next Sunday, Nov. 16th! Grand Hotels: The Hesperus & The Oceanside

Sun, 16 Nov at 03:30 pm 46 Magnolia Ave, Magnolia, MA, United States, Massachusetts 01930

Holiday Wreath Making Class with Meredith McCarthy

 Thu, 11 Dec at 07:00 pm Beauport Hotel Gloucester USD 93

Holiday Drag Bingo

 Fri, 19 Dec at 06:30 pm 1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930

Shamanic Breathwork & Drum Circle

 Fri, 12 Dec at 06:00 pm 232 Main St USD 54

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

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

Masshole & Co Pet Provisions Turns 1!

 Sat, 15 Nov at 09:00 am 137 Main St, Gloucester, MA, United States, Massachusetts 01930

The Super 70s Rock Show

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

Bowl with Santa

Sat, 06 Dec at 11:00 am 53 Gloucester Ave, Gloucester, MA, United States, Massachusetts 01930

East Veterans Holiday Craft Fair

 Sat, 13 Dec at 09:00 am Veterans Memorial

Holiday Mocktail Night

 Mon, 24 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

5th Annual Gloucester’s So Salty

 Sat, 24 Jan at 10:00 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

FRIDAY 90s

 Fri, 05 Dec at 05:15 am 186 Main St, Gloucester, MA

Annual Veterans Day Tournament!

 Sun, 16 Nov at 10:00 am Harbor 9 Golf

Film Screening & Panel Discussion: Timeline Cape Ann: Sawyer Free Library

 Thu, 20 Nov at 05:00 pm Sawyer Free Library

Book presentation + signing with Katie Parla

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

Santa at the MLCC

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

Battle of the Bands Alumni - Fundraiser for the Gloucester Public Schools Band Programs

 Sat, 27 Dec at 06:00 pm The Cut Live

Gloucester Gratis Days: Complimentary Self-Guided Tours for Gloucester Residents

 Tue, 18 Nov at 09:00 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Nirvani - A Nirvana Tribute Experience with Foo!

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

A Very Jack Favazza Christmas - Fundraiser for Veterans' Holiday Meals

 Sat, 20 Dec at 01:00 pm Capt. Lester S. Wass American Legion Post 3

Holiday Mocktail Night

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

Minglewood Marketplace

 Sun, 30 Nov at 11:00 am 25 Rogers St Gloucester, MA

LIVE FROM THE LOUNGE - ToniAnn Enes

 Sat, 31 Jan at 07:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

Deck the Halls of Hammond Castle Museum: Self-Guided Exploration from Boston

 Sun, 30 Nov at 10:30 am Hammond Castle

Indoor golf tourney for Gloucester little league!

 Tue, 25 Nov at 05:00 pm Harbor 9 Golf

CAM Talk: 100 years in 20 Minutes—The Story of Granite Quarrying on Cape Ann, by Monica Lawton

 Sat, 10 Jan at 03:00 pm Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

Coffee & Conversations: Gabrielle de Veaux Clements

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

Live Music with Peter Tentido

 Thu, 11 Dec at 05:00 pm 75 Essex Ave (Rt. 133), 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

Trusted Adult North Shore for Parents & Caregivers

 Thu, 20 Nov at 06:00 pm Cape Ann YMCA

Christmas Fair 2025

 Sat, 06 Dec at 08:00 am Annisquam

Gloucester Gratis Days During Deck the Halls at Hammond Castle Museum

 Tue, 25 Nov at 09:00 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

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

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

Christmas at the Magee's

Wed, 24 Dec at 03:00 pm 5 forest street Gloucester ma

LIVE! at The CUT

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

Chester Monte's M**der Mystery - Gloucester

 Thu, 30 Oct at 08:00 am Chester Monte's Murder Mystery - 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

Awesome Scavenger Hunt - Glorious Gloucester Escapade

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