82 things to do in Gloucester, Massachusetts this month
October 2026 in Gloucester, Massachusetts brings 82 live events across the city, led by art (70), community (25), festival (4). Here's what's on.
Art (70)Community (25)Festival (4)Workshop (4)Literary (3)
All October 2026 Events
Frequently Asked Questions
What's happening in Gloucester in October 2026?
There are 82 events in Gloucester, Massachusetts in October 2026, including Avery, Gottlieb & Rothko: By the Sea at Cape Ann Museum Downtown Campus, Daily Guided & Self-Guided Tour of Hammond Castle Museum at Hammond Castle Museum, Spiritualism Tours by Candlelight at Hammond Castle Museum at Hammond Castle Museum, Cape Ann Farmers Market — Thursday at Cape Ann Farmers Market. Browse the full October 2026 calendar on VenuNite.
Are there free things to do in Gloucester in October 2026?
No October 2026 events in Gloucester are currently marked free. Events with an unknown price are not counted as free.
How do I find events in Gloucester for a specific date in October 2026?
VenuNite lists every upcoming event in Gloucester, Massachusetts with date filters. Use the date picker on this page to narrow October 2026 down to a single day or weekend.