Gloucester Arts Events

Gloucester Waterfront Festival

Stage Fort Park 15 Aug 2026

GUITAR MONSTERS Jon Butcher & Johnny A. w/spec guest Dave Amato (former REO Speedwagon guitarist)

The Cut - Stage • Studio • Restaurant • Bar 24 Sep 2026

The North Shore's Own Renaissance Faire at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 7 Nov 2026

Cape Ann Artisans Open Studios - Fall Event

Gloucester and Rockport MA 10 Oct 2026

3rd Annual So-Long-To-Summer Comedy Show with Paul D'Angelo

The Cut Live 12 Sep 2026

Culture Splash on Rocky Neck

6 Wonson St, Gloucester, MA, United States, Massachusetts 01930 9 Jul 2026

Vyntyge Skynyrd - The Lynyrd Skynyrd Experience

The Cut Live 24 Oct 2026

Bella Rayne Band

The Cut Live 13 Aug 2026

Fortune - Vinyl-Era Classic Rock Tribute

The Cut Live 19 Sep 2026

The Backyard Growcery - August 26

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 26 Aug 2026

Robert Ellis Orrall with an After Party with Funbucket

The Cut Live 7 Aug 2026

Harborview Creative Showcase

Stage Fort Park 11 Sep 2026

Hogwarts Comes To The Apothecary

153 Main Street Gloucester MA 01930 3 Oct 2026

A Band of Brothers - More than an Allman Brothers Tribute

The Cut Live 11 Sep 2026

Spiritualism Tours by Candlelight at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 2 Jul 2026

Falconry and the Medieval World

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 7 Aug 2026

The Backyard Growcery - September 9

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 9 Sep 2026

Clinton Fearon & The Naya Rockers

The Cut Live 15 Aug 2026

The Backyard Growcery - September 23

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 23 Sep 2026

The Backyard Growcery - August 5

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 5 Aug 2026

Final Backyard Growcery Farmers Market of 2026!

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 30 Sep 2026

Yule Candle Making Course

153 Main Street, Gloucester MA 01930 1 Nov 2026

Walking Tour: Hopper’s Houses Downtown

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 1 Aug 2026

Walking Tour: Historic Dogtown­ – A Walk Back in Time

Babson Boulder Parking, Cherry Street, Gloucester, MA 01930 7 Jun 2026

CAM Talk – Summers by the Sea: Helen Frankenthaler and Toni LaSelle, by Alison de Lima Greene

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 22 Aug 2026

The Backyard Growcery - September 16

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 16 Sep 2026

Walking Tour: Ed & Jo Hopper’s Houses – Views from Portuguese Hill

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 15 Aug 2026

Deric Dyer - Music & Stories from a Life of Touring with Tina Turner and Joe Cocker

The Cut Live 30 Aug 2026

The Backyard Growcery - September 2

Burnham's Field, Gloucester, MA, United States, Massachusetts 01930 2 Sep 2026

Reckoners with Kevin James Graham

The Cut Live 16 Oct 2026

Art & Sensory: Children’s Art Making

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 5 Aug 2026

What's it Worth? Appraisal Night at Second Glance

Second Glance 13 Aug 2026

Tanya Donelly

The Cut Live 17 Sep 2026

Avery, Gottlieb & Rothko: By the Sea – Symposium

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 17 Sep 2026

Celebrating 10 years | Cape Ann Plein Air Gala and Art Sale

North Shore Arts Association 9 Oct 2026

Clay Wall Flower Vase Course

153 Main Street Gloucester MA 01930 23 Aug 2026

Walking Tour: Public Sculpture of Gloucester

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 11 Jul 2026

Cape Ann Artisans Summer Open Studio - One Day Only

Gloucester and Rockport MA 8 Aug 2026

Unveiling the Veil: A Beginner’s Journey into Divination & Mediumship

Apothecary Suil Crow 29 Aug 2026

Gloucester Gratis Days: Free Admission for Gloucester Residents

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 19 May 2026

CAM Talk – Exhibition Series: T. S. Eliot Among the Painters, by Dr. John D. Morgenstern

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 19 Sep 2026

Sculpted Vintage Jack-O’-Lantern Workshop

Apothecary Suil Crow 2 Oct 2026

CAM Talk – Exhibition Series: Mark Rothko’s “Slow Swirl at the Edge of the Sea,” by Dr. Thomas Crow

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 8 Aug 2026

Walking Tour: Waterfront Reflections – Gloucester’s Harbor Village

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 31 Jul 2026

En Plain Air Sketch Class with Sue Wheeler of Arts Abound Magnolia

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 20 Jun 2026

Beauport PRIDE Tour

75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930 4 Jun 2026

Tree Of Life Protection Wreath

153 Main Street, Gloucester MA 01930 30 Aug 2026

Beauport Landscape Design Tour

75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930 3 Jun 2026

Walking Tour: Harbor Views – The Paintings of Fitz Henry Lane

27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930 17 Jul 2026

The Art of Tasseography: A Tea Leaf Reading Workshop

153 Main Street Gloucester MA 01930 13 Sep 2026

Crystal Wand Making Course

153 Main Street Gloucester MA 01930 18 Oct 2026

GHS Class 1986 40th Reunion

Castle Manor Inn 26 Sep 2026

The Spirit of the Feline: Sculpting Ancestral Vessels

153 Main Street, Gloucester MA 01930 20 Sep 2026

Besom Broom Making Course

153 Main Street Gloucester MA 01930 16 Aug 2026