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Your Weekend Guide to Gloucester
August 21 – August 23, 2026 · 20 events
This weekend in Gloucester, Massachusetts brings 20 live events across the city — from arts & culture to community. 2 events are explicitly listed as free. Here's what's on.
Events in Gloucester This Sunday
5 events are listed for Sunday, including Daily Guided & Self-Guided Tour of Hammond Castle Museum at Hammond Castle Museum, Avery, Gottlieb & Rothko: By the Sea at Cape Ann Museum Downtown Campus, Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle at Gloucester Stage, Birdseye Rooftop Live Music Access at Beauport Hotel. Events that start earlier in the weekend may still be running Sunday; open an event for its current schedule.
Friday, August 21
Saturday, August 22
Sunday, August 23
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GloucesterMassachusettsThis Weekend
20 events
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Frequently Asked Questions
- What's happening in Gloucester this weekend?
- There are 20 events happening in Gloucester this weekend (August 21 – August 23, 2026), including Daily Guided & Self-Guided Tour of Hammond Castle Museum at Hammond Castle Museum, Avery, Gottlieb & Rothko: By the Sea at Cape Ann Museum Downtown Campus, Cove Gallery presents: Interconnected: featuring 5 Cape Ann Artists at Cove Gallery, Public Sail on a National Historic Landmark Schooner! at Schooner Adventure. Browse the full lineup on VenuNite.
- Are there free things to do in Gloucester this weekend?
- Yes — 2 events in Gloucester this weekend are explicitly listed as free. Confirm current entry details on the event page or organizer source.
- What events are happening in Gloucester this Sunday?
- 5 listed events are happening in Gloucester this Sunday, including Daily Guided & Self-Guided Tour of Hammond Castle Museum at Hammond Castle Museum, Avery, Gottlieb & Rothko: By the Sea at Cape Ann Museum Downtown Campus, Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle at Gloucester Stage, Birdseye Rooftop Live Music Access at Beauport Hotel.
- Where can I find things to do in Gloucester, Massachusetts?
- VenuNite aggregates live events from venues across Gloucester. Browse by date, venue, or event type to find what's happening near you.
