Every morning we round up what’s happening in Gloucester and Rockport — the fairs, markets, pop-ups, waterfront happenings, library programs, school and community events — all in one place, so you don’t have to go hunting for it. Under the flyer, every event links back to the folks putting it on, so you can get the details straight from them. We keep it local — Gloucester and Rockport only — and we keep it to the good community stuff. Here’s what’s on:
What’s coming up around Gloucester and Rockport — tap an event for the details:
Sunday, November 8
1. Renaissance Faire at Hammond Castle Museum — 9:00 AM – 5:00 PM, Hammond Castle Museum, 80 Hesperus Ave, Gloucester. Knights, armored combat demos, medieval arms and armor, storytelling, music and hands-on fun for kids. Costumes encouraged; free parking and shuttle from Stage Fort Park.
2. Walking Tour: Historic Dogtown – A Walk Back in Time — 10:00 AM – 12:00 PM, Babson Boulder Parking, Cherry Street, Gloucester. Last Dogtown walk of the season – cellar holes, stone walls and tales of old Dogtown. Registration required.
3. Holiday Market at North Shore Arts Association — 12:00 – 4:00 PM, North Shore Arts Association, 11 Pirates Lane, Gloucester. Final day of NSAA’s final open weekend of 2026 – artwork, ceramics, jewelry, textiles and more, with hot cider and coffee.
4. The Great Marsh Starts Here! A Living Landscape in Motion — 12:00 – 5:00 PM, Cultural Center at Rocky Neck, 6 Wonson Street, Gloucester. Free exhibition by the Great Marsh Artists Fellows. Open Friday-Sunday, noon-5, through November 22.
Tuesday, November 10
5. Highlights Tour: An Introduction to the Galleries — 11:00 AM – 12:00 PM, Cape Ann Museum, 27 Pleasant Street, Gloucester. Docent-led introduction to the galleries. Free with general admission, drop-in.
6. Women’s Night of Thanks — 6:00 – 8:00 PM, Community Church of East Gloucester, Gloucester. The church’s annual Women’s Ministry Night of Thanks in the fellowship hall. Please RSVP.
7. Beauport Sessions — 6:00 – 9:00 PM, 1606 Restaurant & Oyster Bar, Beauport Hotel, Gloucester. Tuesday-night live music series at 1606 inside the Beauport Hotel.
Wednesday, November 11
8. Fish Tales: Veterans – What It Means, What It Meant — 7:00 PM, Gloucester Stage, 267 East Main Street, Gloucester. On Veterans Day, Gloucester Writers Center presents true stories told live by and about veterans.
Thursday, November 12
9. Artful Conversations: John Sloan’s Scavenger Rocks — 12:30 – 1:30 PM, Cape Ann Museum, 27 Pleasant Street, Gloucester. Informal, docent-led look at one work in depth. Registration required.
Friday, November 13
10. Captain Elias Davis House Tour — 2:00 – 3:00 PM, Cape Ann Museum, 27 Pleasant Street, Gloucester. Step inside the Davis House and see what a house tells us about the people who lived there. Free with general admission.
11. Gloucester Fishermen Football vs. Foxborough – Playoff Quarterfinal — 7:00 PM, Newell Stadium, Gloucester High School, Gloucester. The No. 2 seed Fishermen (8-1) host Foxborough in the MIAA Division 5 quarterfinal after beating Blackstone Valley 34-6.
Saturday, November 14
12. Rockport PTO Holiday Fair — 9:00 AM – 1:00 PM, Rockport High School, 24 Jerdens Lane, Rockport. 50+ vendors, surprise jars, gingerbread houses, pictures with Santa, raffles and more.
13. AI’s Promise and Peril: A Conversation — 1:00 – 3:00 PM, Kyrouz Auditorium, Gloucester City Hall, Gloucester. Gloucester Lyceum, with Sawyer Free Library – a free community conversation on AI, work, privacy and daily life. Registration required.
14. This Other Eden: Photographs by Anne Rearick – Opening Day — Opens today – Members’ Reception 3:00 – 5:00 PM, Cape Ann Museum, 27 Pleasant Street, Gloucester. More than 60 photographs of life at Stage Fort Park by longtime Gloucester resident Anne Rearick. Runs through March 21.
