All Upcoming events

• Sat, 29 Nov, 2025 - 06:30 PM

  Kevin Coan - World Renowned Spirit Medium

  Capt. Lester S. Wass American Legion Post 3

  82+ Interested
• Sat, 13 Dec, 2025 - 08:00 PM

  HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

  The Cut Live

  24+ Interested
• Sat, 15 Nov, 2025 - 07:30 PM

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

  Gloucester Unitarian Universalist Church
• Fri, 21 Nov, 2025 - 07:00 PM

  Livin' On Luck at Salted Cod, Gloucester

  53 Rocky Neck Ave
• Sat, 08 Nov, 2025 - 09:00 AM

  Renaissance Faire Day at Hammond Castle Museum

  Hammond Castle Museum

  4379+ Interested
• Sat, 06 Dec, 2025 - 07:00 PM

  A Holiday Evening with Chelsea Berry

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 06 Dec, 2025 - 06:00 PM

  Miranda Aisling Concert at Rocky Neck Cultural Center

  Cultural Center At Rocky Neck
• Sat, 08 Nov, 2025 - 08:00 PM

  Fast Times - 80’s Music

  The Cut Live
• Fri, 12 Dec, 2025 - 06:00 PM

  Private event- DJ holiday party

  Beauport Hotel Gloucester

  8+ Interested
• Fri, 19 Dec, 2025 - 07:30 PM

  BrassFed Nation's Holiday Bash

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Sat, 29 Nov, 2025 - 10:00 AM

  Holiday Sip and Shop

  Cruiseport Gloucester
• Sat, 15 Nov, 2025 - 08:00 PM

  Once An Outlaw with The Peacheaters

  The Cut Live

  47+ Interested
• Fri, 14 Nov, 2025 - 07:00 PM

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

  Capt. Lester S. Wass American Legion Post 3

  12+ Interested
• Fri, 21 Nov, 2025 - 09:00 AM

  Deck the Halls at Hammond Castle Museum

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 29 Nov, 2025 - 04:00 PM

  Annual Winter Wreath Workshop

  Magnolia Library and Community Center
• Fri, 14 Nov, 2025 - 08:00 PM

  DMTB - A Celebration of Dave Matthews Band

  The Cut Live
• Fri, 19 Dec, 2025 - 05:30 PM

  Firebird Pops Orchestra Presents Christmas at the Castle

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Thu, 04 Dec, 2025 - 05:30 PM

  Deck the Halls by Candlelight at Hammond Castle Museum

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 08 Nov, 2025 - 08:00 PM

  LIVE FROM THE LOUNGE - Ye Olde Mitchells

  Capt. Lester S. Wass American Legion Post 3
• Sun, 16 Nov, 2025 - 05:00 PM

  D&D at Hammond Castle Museum

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Fri, 21 Nov, 2025 - 08:00 PM

  FJ - A Tribute To Foreigner & Journey

  The Cut Live
• Sun, 16 Nov, 2025 - 01:00 PM

  Beauport Boutique's Annual Sip & Shop

  55 Commercial St, Gloucester, MA, United States, Massachusetts 01930
• Sat, 22 Nov, 2025 - 06:00 PM

  Holiday Wreath Making

  232 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Sun, 16 Nov, 2025 - 03:30 PM

  O'Brien's OBoru @ Blue Collar Lobster

  Blue Collar Lobster Co.
• Sat, 13 Dec, 2025 - 06:00 PM

  Welcome Yule! - Gloucester, MA

  Cultural Center At Rocky Neck
• Sun, 09 Nov, 2025 - 06:00 PM

  Autumn Song Swap with Miranda Aisling, Matt Jenson, and Kara Kulpa

  11 Pleasant St., Suite 64, Gloucester, MA, United States, Massachusetts 01930
• Sat, 06 Dec, 2025 - 07:00 PM

  Beck-Ola

  The Cut Live
• Sat, 22 Nov, 2025 - 07:00 PM

  LIVE FROM THE LOUNGE - ToniAnn Enes

  8 Washington St, Gloucester, MA 01930-5734, United States
• Sat, 06 Dec, 2025 - 08:00 PM

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

  The Cut Live
• Sat, 08 Nov, 2025 - 09:30 AM

  Foot Zoning 101

  6 Lexington Ave., Magnolia, MA, United States, Massachusetts 01930
• Sat, 08 Nov, 2025 - 11:00 AM

  Those Who Served - Korean, Vietnam & Cold War Veterans Portraits & Stories

  Gloucester City Hall
• Thu, 13 Nov, 2025 - 07:30 PM

  Danielia Cotton with Megan Wolffe

  The Cut Live
• Sat, 08 Nov, 2025 - 02:00 PM

  Deb Hardy and Friends Featuring Brian King and Alyce Underhill

  Gloucester Unitarian Universalist Church
• Fri, 22 May, 2026 - 07:00 PM

  2026 Endless Night Vampire Salon: HAMMOND CASTLE

  Hammond Castle Museum
• Sat, 29 Nov, 2025 - 10:00 AM

  Fourth Annual Gloucester Fishtown Horribles Parade of Trees

  First Baptist Church
• Fri, 14 Nov, 2025 - 06:00 PM

  Sound Healing Bath in Salt Cave

  Revive Wellness
• Fri, 28 Nov, 2025 - 08:00 PM

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

  The Cut Live
• Sat, 29 Nov, 2025 - 12:00 AM

  Village Hall Dancing

  Brimpsfield Village Hall GL4 8LD
• Sat, 18 Jul, 2026 - 08:00 PM

  AD/HD @ Minglewood Harborside!

  Minglewood Harborside
• Wed, 26 Nov, 2025 - 09:00 PM

  Neon 90’s Thanksgiving Eve at Minglewood

  Minglewood Harborside
• Thu, 11 Dec, 2025 - 07:00 PM

  Holiday Wreath Making Class with Meredith McCarthy

  Beauport Hotel Gloucester
• Fri, 12 Dec, 2025 - 06:00 PM

  Shamanic Breathwork & Drum Circle

  232 Main St
• Sat, 13 Dec, 2025 - 09:00 AM

  East Veterans Holiday Craft Fair

  Veterans Memorial
• Sat, 13 Dec, 2025 - 11:00 AM

  Middle Street Walking Tours led by CAM Docents

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Sat, 22 Nov, 2025 - 09:00 AM

  Holiday Craft Fair

  West Gloucester
• Sat, 27 Dec, 2025 - 06:00 PM

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

  The Cut Live
• Tue, 11 Nov, 2025 - 09:00 AM

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

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 07 Mar, 2026 - 08:00 PM

  Nirvani - A Nirvana Tribute Experience with Foo!

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Mon, 17 Nov, 2025 - 12:00 PM

  Book presentation + signing with Katie Parla

  Pastaio Via Corta
• Sun, 16 Nov, 2025 - 10:00 AM

  Holiday Mocktail Night

  232 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Sun, 07 Dec, 2025 - 04:00 PM

  Santa at the MLCC

  1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 20 Dec, 2025 - 01:00 PM

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

  Capt. Lester S. Wass American Legion Post 3
• Sat, 24 Jan, 2026 - 10:00 AM

  5th Annual Gloucester’s So Salty

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Thu, 04 Dec, 2025 - 10:30 AM

  Coffee & Conversations: Gabrielle de Veaux Clements

  Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA
• Sat, 06 Dec, 2025 - 10:00 AM

  Gloucester Elks Craft Fair - Sip n Shop

  Gloucester MA Elks Lodge #892
• Tue, 11 Nov, 2025 - 10:00 AM

  Funny Photo Night

  Revive Wellness
• Tue, 11 Nov, 2025 - 09:00 AM

  Veterans Day 2025

  Gloucester High School
• Wed, 24 Dec, 2025 - 03:00 PM

  Christmas at the Magee's

  5 forest street Gloucester ma
• Fri, 05 Dec, 2025 - 08:00 PM

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

  The Cut Live
• Thu, 20 Nov, 2025 - 07:00 PM

  LIVE! at The CUT

  The Cut Live