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

Booty Vortex - Boston's Finest Funk and Disco Band at The Cut

 Sat, 11 Oct at 08:30 pm The Cut Live

Reiki Usui Level One

 Sat, 04 Oct at 10:00 am 6 Lexington Ave., Magnolia, MA, United States, Massachusetts 01930

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

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

Convergence: Trio Gaia in Recital

 Fri, 10 Oct at 07:30 pm 10 Church St, Gloucester, MA, United States, Massachusetts 01930

LIVE FROM THE LOUNGE - Jake Pardee

 Sat, 11 Oct at 08:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

The Warped Tour Band

 Fri, 10 Oct at 08:00 pm The Cut Live

Cape Ann Plein Air 2025 Gala and Art Sale

Fri, 10 Oct at 06:00 pm North Shore Arts Association

Dead to the Core - Fall Tour

 Sat, 18 Oct 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 Hotel Presents: A Halloween Soirée!

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

Pumpkin Painting Decoupage

 Fri, 03 Oct at 06:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Restorative Gentle Somatic Yoga® Workshop

 Fri, 17 Oct at 06:00 pm 3A Pond Road, Gloucester, MA, United States, Massachusetts 01930

Funbucket Friday at the Rhumbline 10/3 at 830!

 Fri, 03 Oct at 08:50 pm Central Gloucester

Funny Photoshoot Night

 Sat, 18 Oct at 06:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Moss Henry Live at Lobsta Land

Fri, 03 Oct at 05:00 pm Lobsta Land Restaurant

Undone

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

Krewe de Groove at The Rhumb Line in Gloucester Saturday night

Sat, 04 Oct at 08:30 pm The Rhumb Line

Madame Mozart: The Lacrimosa

 Sat, 11 Oct at 03:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Somatic Movement Flows® for Whole-Self Nourishment

 Sat, 18 Oct at 04:00 pm 3A Pond Road, Gloucester, MA, United States, Massachusetts 01930

Live music with Bill Toomey

 Sat, 04 Oct at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

The 42nd Annual Cape Ann Artisans Open Studios Fall Tour

 Sun, 12 Oct at 10:00 am Gloucester and Rockport Free

Walking Tour: Hopper’s Houses Downtown

 Fri, 17 Oct at 10:30 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

Granite Block Shaping Demonstration by Scott Natti

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

Dead To The Core LIVE at The Cut

 Sat, 18 Oct at 07:00 pm The Cut Live

Holiday Wreath Making

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

Holiday Craft Night: Wooden Gnome Decorating

Fri, 07 Nov at 06:30 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Madame Mozart: The Lacrimosa

 Fri, 10 Oct at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

The Nectar Exchange

 Mon, 06 Oct at 06:30 pm 6 Lexington Ave., Magnolia, MA, United States, Massachusetts 01930

Sound Healing Bath in Salt Cave

 Fri, 14 Nov at 06:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Comedy & Conversations; Navigating Menopause

 Thu, 16 Oct at 07:00 pm 232 Main Street, Gloucester, MA, United States, Massachusetts 01930

Open to the Community: Family Yoga

 Sat, 18 Oct at 12:00 pm 7 Gloucester Crossing Road, Gloucester, MA, United States, Massachusetts 01930

2nd Annual NEFSA @ The Lobster of Gloucester

 Thu, 16 Oct at 06:00 pm The Lobster

Muddy Ruckus - Halloween at The Rhumb Line!

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

Waterfront Reflections: Gloucester’s Harbor Village Walking Tour

 Sat, 18 Oct at 10:30 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

White-Ellery House Tour

 Sun, 12 Oct at 02:00 pm White-Ellery House, CAM Green, 13 Poplar Street, Gloucester, MA

Renaissance Faire Day at Hammond Castle Museum

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

Nooks at Night

 Sat, 04 Oct at 05:00 pm 75 Eastern Point Blvd, 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

The Common Crow 25th Anniversary Ball

 Wed, 15 Oct at 07:30 pm The Cut Live

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

D&D at Hammond Castle Museum

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

SKUNK HALLOWEEN AT THE CUT, with Liquid light Bros, and four special musical guests

Sat, 25 Oct at 08:00 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

The NONNAS Dinner

 Sun, 19 Oct at 02:00 pm 2 Main St., 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

Walking Tour: Bones of Homes

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

Music Video Bingo in our Pub

Tue, 07 Oct at 07:30 pm 53 Gloucester Ave, Gloucester, MA, United States, Massachusetts 01930

Cape Ann Makers Market at Magtoberfest 2025

 Sun, 12 Oct at 11:00 am Magnolia Library and Community Center

Edgar Allan Poe Double Header

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

Moss Henry Live at Lobsta Land

 Sat, 04 Oct at 05:00 pm Lobsta Land Restaurant

Men's Fall League!

 Thu, 16 Oct at 06:00 pm Harbor 9 Golf

Phantom Passage - A Haunted Storytelling Sail

 Wed, 15 Oct at 06:00 pm 63 Rogers St, 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

GloArts Salon

 Sun, 19 Oct at 04:00 pm 11 Pleasant St., Suite 64, 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

The 42nd Annual Cape Ann Artisans Open Studios Fall Tour

 Sat, 11 Oct at 10:00 am Gloucester and Rockport Free

Lez Zeppelin Earl's Court '75: The Greatest Led Zeppelin Show Performed in its Entirety

 Fri, 03 Oct at 08:30 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

The Influence Event 2025

 Wed, 22 Oct at 05:30 pm The Cut - Stage • Studio • Restaurant • Bar USD 80

Village Hall Dancing

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

Edgar Allan Poe Double Header

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

The Backyard Growcery - now closing at 5:30pm

 Wed, 08 Oct at 02:30 pm Burnham's Field, Gloucester, MA, United States, Massachusetts 01930

5th Annual Magtoberfest

 Sun, 12 Oct at 11:00 am 1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930

Intergenerational Drag Bingo

Thu, 23 Oct at 05:00 pm Rose Baker Senior Center Gloucester

Coffee & Conversations: John Sloan

 Thu, 16 Oct at 10:30 am Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

Drag Bingo with local queen Lady Carmen Brulee

 Fri, 17 Oct at 06:30 pm 1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930

Sunday Funday with Funbucket 10/5 at Blue Collar Lobster Co 3-6pm

 Sun, 05 Oct at 03:00 pm Central Gloucester

Discover Saturdays

 Sat, 11 Oct at 10:00 am Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA

Fridays

 Fri, 03 Oct at 07:00 pm CORE Peer Recovery & Resource Center

FJ - A Tribute To Foreigner & Journey

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

Neon 90’s Thanksgiving Eve at Minglewood

 Wed, 26 Nov at 09:00 pm Minglewood Harborside

The Madness within the Abbadia Mare

 Mon, 20 Oct at 06:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Live Band Karaoke Showcase with Groove Therapy - hosted by DJ Lou

 Fri, 17 Oct at 07:00 pm The Cut Live

Hamilton-Wenham RHS Class of '75 50th Reunion

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

Live Music with John Jerome

 Fri, 03 Oct at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Take More Time at Beauport

 Fri, 10 Oct at 03:00 pm 75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930

PENNY SALE!

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

Rockfish to Resiliency: Marine Genomic Insights for Oceans & Human Health

 Thu, 09 Oct at 05:30 pm Sawyer Free Library Free

Spike the Punch at Minglewood in Gloucester

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

En Plein Air Sketch Class with Sue Wheeler of Arts Abound

 Sat, 04 Oct at 09:30 am 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

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

Costumes & Candlelight: Hammond Castle Museum After Dark

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

Live Music with local talent Steve Dennis

 Sat, 11 Oct at 05:30 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Live Music with Dan King

 Fri, 10 Oct at 05:30 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Annual Fall Elks Craft Fair

 Sun, 05 Oct at 10:00 am Gloucester MA Elks Lodge #892

FRIDAY 90s

 Fri, 03 Oct at 05:15 am 186 Main St, Gloucester, MA

Beauport Boutique's Annual Sip & Shop

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

Kevin V. Coan: An Evidential Medium

 Sun, 19 Oct at 04:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

O'Brien's OBoru @ Blue Collar Lobster

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

Trick-or-Treat at the Castle

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

Beck-Ola

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

Walking Tour: Historic Dogtown

 Sun, 19 Oct at 10:00 am Babson Boulder Parking, Dogtown, Gloucester

The Body Remembers, The Body Rewrites: A Community Workshop

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

Live Music with Matt Rich on the Sun Deck or Bridge Deck

 Sun, 12 Oct at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

GLOUCESTER MEETINGHOUSE 2025-26 SERIES OPENS OCT. 10WITH NEW ENGLAND CONSERVATORY’S ‘TRIO GAIA’

 Fri, 10 Oct at 07:30 pm Gloucester Unitarian Universalist Church

SIP & PAINT (A Fundraiser for the LEGION T-Shirt Contest!)

 Sun, 12 Oct at 04:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

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

 Tue, 07 Oct at 09:00 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Danielia Cotton with Megan Wolffe

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