All Upcoming events

• Fri, 24 Oct

  SOLD OUT - 2025 Goblin King Ball at Hammond Castle Museum

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

  10+ Interested
• Sat, 11 Oct

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

  The Cut Live
• Fri, 17 Oct

  Restorative Gentle Somatic Yoga® Workshop

  3A Pond Road, Gloucester, MA, United States, Massachusetts 01930
• Fri, 07 Nov

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

  The Cut Live
• Fri, 10 Oct

  Convergence: Trio Gaia in Recital

  10 Church St, Gloucester, MA, United States, Massachusetts 01930
• Fri, 10 Oct

  The Warped Tour Band

  The Cut Live
• Sat, 18 Oct

  Dead to the Core - Fall Tour

  The Cut Live
• Sat, 11 Oct

  LIVE FROM THE LOUNGE - Jake Pardee

  8 Washington St, Gloucester, MA 01930-5734, United States
• Fri, 10 Oct

  Cape Ann Plein Air 2025 Gala and Art Sale

  North Shore Arts Association
• Sat, 25 Oct

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

  The Cut Live
• Fri, 24 Oct

  Edgar Allan Poe Double Header

  267 E Main St, Gloucester, MA, United States, Massachusetts 01930
• Sat, 11 Oct

  Line's End: Live at Blue Collar Lobster

  Blue Collar Lobster Co.
• Sat, 25 Oct

  Undone

  Movement Arts Gloucester MA
• Fri, 14 Nov

  DMTB - A Celebration of Dave Matthews Band

  The Cut Live
• Fri, 17 Oct

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

  The Cut Live
• Sat, 18 Oct

  Dead To The Core LIVE at The Cut

  The Cut Live
• Sat, 18 Oct

  Somatic Movement Flows® for Whole-Self Nourishment

  3A Pond Road, Gloucester, MA, United States, Massachusetts 01930
• Fri, 21 Nov

  FJ - A Tribute To Foreigner & Journey

  The Cut Live
• Sun, 19 Oct

  The NONNAS Dinner

  2 Main St., Gloucester, MA, United States, Massachusetts 01930
• Sat, 25 Oct

  Granite Block Shaping Demonstration by Scott Natti

  Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA
• Wed, 15 Oct

  The Common Crow 25th Anniversary Ball

  The Cut Live
• Sat, 08 Nov

  Fast Times - 80’s Music

  The Cut Live
• Sat, 18 Oct

  Open to the Community: Family Yoga

  7 Gloucester Crossing Road, Gloucester, MA, United States, Massachusetts 01930
• Sat, 22 Nov

  Holiday Wreath Making

  232 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Thu, 16 Oct

  2nd Annual NEFSA @ The Lobster of Gloucester

  The Lobster
• Thu, 16 Oct

  Comedy & Conversations; Navigating Menopause

  Revive Wellness
• Fri, 07 Nov

  Holiday Craft Night: Wooden Gnome Decorating

  Revive Wellness
• Sat, 18 Oct

  Waterfront Reflections: Gloucester’s Harbor Village Walking Tour

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Sat, 08 Nov

  Renaissance Faire Day at Hammond Castle Museum

  Hammond Castle Museum
• Fri, 10 Oct

  Madame Mozart: The Lacrimosa

  267 E Main St, Gloucester, MA, United States, Massachusetts 01930
• Fri, 24 Oct

  Livin' On Luck at Salted Cod, Gloucester

  53 Rocky Neck Ave
• Sat, 22 Nov

  LIVE FROM THE LOUNGE - ToniAnn Enes

  8 Washington St, Gloucester, MA 01930-5734, United States
• Fri, 14 Nov

  Sound Healing Bath in Salt Cave

  Revive Wellness
• Fri, 24 Oct

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

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Fri, 31 Oct

  Soul Rebel Project - The Halloween Show

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Sun, 12 Oct

  Cape Ann Makers Market at Magtoberfest 2025

  Magnolia Library and Community Center
• Fri, 31 Oct

  Beauport Hotel Presents: A Halloween Soirée!

  Beauport Hotel Gloucester
• Sat, 08 Nov

  Foot Zoning 101

  6 Lexington Ave., Magnolia, MA, United States, Massachusetts 01930
• Sun, 12 Oct

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

  8 Washington St, Gloucester, MA 01930-5734, United States
• Sat, 18 Oct

  Funny Photoshoot Night

  232 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Fri, 28 Nov

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

  The Cut Live
• Thu, 16 Oct

  Coffee & Conversations: John Sloan

  Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA
• Sat, 11 Oct

  The 42nd Annual Cape Ann Artisans Open Studios Fall Tour

  Gloucester and Rockport
• Wed, 22 Oct

  The Influence Event 2025

  The Cut - Stage • Studio • Restaurant • Bar
• Sat, 07 Mar

  Nirvani - A Nirvana Tribute Experience with Foo!

  177 Main Street, Gloucester, MA, United States, Massachusetts 01930
• Sun, 19 Oct

  Kevin V. Coan: An Evidential Medium

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sun, 12 Oct

  5th Annual Magtoberfest

  1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930
• Thu, 23 Oct

  Intergenerational Drag Bingo

  Rose Baker Senior Center Gloucester
• Fri, 17 Oct

  Drag Bingo with local queen Lady Carmen Brulee

  1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930
• Sun, 12 Oct

  Fundraiser and ride for Bob Rich

  Gloucester Mass
• Mon, 20 Oct

  The Madness within the Abbadia Mare

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Wed, 15 Oct

  The Backyard Growcery - now closing at 5:30pm

  Burnham's Field, Gloucester, MA, United States, Massachusetts 01930
• Wed, 26 Nov

  Neon 90’s Thanksgiving Eve at Minglewood

  Minglewood Harborside
• Sat, 11 Oct

  Discover Saturdays

  Cape Ann Museum Green, 13 Poplar Street, Gloucester, MA
• Sun, 26 Oct

  Phantom of the Opera with Live Accompaniment by Peter Krasinski

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sun, 02 Nov

  200hr Yoga Teacher Training

  186 Main St, Gloucester, MA, United States, Massachusetts 01930
• Sat, 01 Nov

  PENNY SALE!

  8 Washington St, Gloucester, MA 01930-5734, United States
• Thu, 30 Oct

  Coffee & Conversations: Augustus Bühler

  Cape Ann Museum Green. 13 Poplar Street, Gloucester, MA
• Sat, 25 Oct

  Hamilton-Wenham RHS Class of '75 50th Reunion

  Bass Rocks Golf Club
• Fri, 10 Oct

  Take More Time at Beauport

  75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930
• Fri, 07 Nov

  Spike the Punch at Minglewood in Gloucester

  The Minglewod Gloucester MA
• Sat, 11 Oct

  Live Music with local talent Steve Dennis

  75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930
• Fri, 17 Oct

  Walking Tour: Hopper’s Houses Downtown

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Tue, 28 Oct

  Costumes & Candlelight: Hammond Castle Museum After Dark

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Thu, 23 Oct

  2025 GMGI Science Forum

  Cruiseport Gloucester
• Thu, 30 Oct

  Trick-or-Treat at the Castle

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sun, 26 Oct

  O'Brien's OBoru @ Blue Collar Lobster

  Blue Collar Lobster Co.
• Fri, 10 Oct

  Live Music with Dan King

  75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930
• Sun, 12 Oct

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

  75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930
• Fri, 31 Oct

  Muddy Ruckus - Halloween at The Rhumb Line!

  The Rhumb Line
• Sun, 16 Nov

  Beauport Boutique's Annual Sip & Shop

  55 Commercial St, Gloucester, MA, United States, Massachusetts 01930
• Sun, 19 Oct

  Walking Tour: Historic Dogtown

  Babson Boulder Parking, Dogtown, Gloucester
• Sat, 25 Oct

  The Body Remembers, The Body Rewrites: A Community Workshop

  Movement Arts Gloucester MA
• Tue, 21 Oct

  Mayoral Debate

  1 Lexington Ave, Gloucester, MA, United States, Massachusetts 01930
• Sun, 26 Oct

  Celebration of Life Catherine A. Nicastro

  Capt. Lester S. Wass American Legion Post 3 8 Washington St., Gloucester, MA
• Sat, 06 Dec

  Beck-Ola

  The Cut Live
• Sun, 12 Oct

  White-Ellery House Tour

  White-Ellery House, CAM Green, 13 Poplar Street, Gloucester, MA
• Sun, 16 Nov

  D&D at Hammond Castle Museum

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• 29-30 Nov

  Fourth Annual Gloucester Fishtown Horribles Parade of Trees

  First Baptist Church
• Fri, 10 Oct

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

  Gloucester Unitarian Universalist Church
• Sat, 06 Dec

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

  The Cut Live
• Thu, 23 Oct

  Autumn Breakfast 2025

  Beauport Hotel Gloucester
• Thu, 16 Oct

  Men's Fall League!

  Harbor 9 Golf
• Fri, 24 Oct

  Harbor Views: The Paintings of Fitz Henry Lane Walking Tour

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Wed, 15 Oct

  Phantom Passage - A Haunted Storytelling Sail

  63 Rogers St, Gloucester, MA, United States, Massachusetts 01930
• Fri, 31 Oct

  Walking Tour: Bones of Homes

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Sun, 19 Oct

  GloArts Salon

  11 Pleasant St., Suite 64, Gloucester, MA, United States, Massachusetts 01930
• Thu, 13 Nov

  Danielia Cotton with Megan Wolffe

  The Cut Live
• Sat, 29 Nov

  Village Hall Dancing

  Brimpsfield Village Hall GL4 8LD
• Fri, 07 Nov

  36th Anniversary Celebration

  121 Main St, Gloucester, MA, United States, Massachusetts 01930
• Mon, 27 Oct

  Metropolis with Live Accompaniment by Peter Krasinski

  80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
• Sat, 01 Nov

  One Day Spoon Carving Workshop

  235 E Main St, Gloucester, MA, United States, Massachusetts 01930
• Sun, 19 Oct

  Halloween Showdown

  Young Legends Ball Hockey
• Tue, 21 Oct

  Smart Health Insurance Choices for Small Businesses

  24 Harbor Loop, Gloucester, MA, United States, Massachusetts 01930
• Tue, 21 Oct

  All About Dental Implants

  Soheil Samiei, D.M.D., P.C.
• Sat, 13 Dec

  Middle Street Walking Tours led by CAM Docents

  27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930
• Fri, 22 May

  2026 Endless Night Vampire Salon: HAMMOND CASTLE

  Hammond Castle Museum
• Tue, 11 Nov

  Funny Photo Night

  Revive Wellness
• Fri, 17 Oct

  Jeff Fraser at The Cut in Gloucester

  The Cut Live