Goblin King Ball at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 31 Oct 2026

Cape Ann Artisans Open Studios - Fall Event

Gloucester and Rockport MA 10 Oct 2026

Next Wave Event

Beauport Cruiselines 14 Oct 2026

Around Cape Ann Half Marathon

32 Cherry Street Gloucester, MA 01930 18 Oct 2026

Chelsea Berry - Peace Soldier Album Release

The Cut Live 17 Oct 2026

Reckoners with Kevin James Graham

The Cut Live 16 Oct 2026

Beauport Hotel Presents: The Halloween Soirée

Beauport Hotel Gloucester 31 Oct 2026

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

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

Vyntyge Skynyrd - The Lynyrd Skynyrd Experience

The Cut Live 24 Oct 2026

HOMECOMING starring Laila McQueen

The Cut Live 7 Nov 2026

Grunge Fest @ The Cut! Alice In Chains and Stone Temple Pilots Tribute Night

The Cut Live 9 Oct 2026

Jimmy Tingle: The "Radical" Middle- Why Would a Comedian Run for Office? Film Screening + Q&A

The Cut Live 11 Oct 2026

Spiritualism Tours by Candlelight at Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 1 Oct 2026

Magic Hunks

The Cut Live 22 Oct 2026

Oct 22nd: Gloucester, MA- MAGIC HUNKS® AUSTRALIAN TAKEOVER at Kitchen at The Cut

Kitchen at The Cut 22 Oct 2026

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

North Shore Arts Association 9 Oct 2026

Walking Tour: Historic Dogtown­ – A Walk Back in Time

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

The Silent Supper at Suil Crow Apothecary

153 Main Street Gloucester MA 01930 30 Oct 2026

SAFETY 80'S - Early Halloween Show

The Cut Live 31 Oct 2026

Nordic Wood-Fired Sauna and Ocean Plunge in Gloucester

Plum Cove Beach 10 Oct 2026