23 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Annisquam Village Players present The Addams Family Tue 4 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
Annisquam Village Players present The Addams Family Wed 5 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
Annisquam Village Players present The Addams Family Thu 6 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
RED: A Gloucester Stage Benefit - One-Night-Only Staged Reading Fri 7 Aug 2026, 5:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930 · 18+
Annisquam Village Players present The Addams Family Fri 7 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
Literary Gloucester: A Walking Tour Sat 8 Aug 2026, 10:00 AM — Meetup 80 Main Antiques & Ephemera · 80 Main St, Gloucester, MA 01930 · Free
Annisquam Village Players present The Addams Family Sat 8 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
Annisquam Village Players present The Addams Family Sun 9 Aug 2026, 7:00 PM — Theater Annisquam Village Hall · 36 Leonard St, Gloucester, MA 01930 · $23.11
What's It Worth? Appraisal Night at Second Glance Thu 13 Aug 2026, 5:00 PM — Meetup Second Glance · 2 Pond Rd, Gloucester, MA 01930 · $23.18
Dalloway: First Love (Thursday evenings) Thu 13 Aug 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Dalloway: First Love (Friday evenings) Fri 14 Aug 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Sea Glass Drilling & Jewelry-Making Class Sat 15 Aug 2026, 4:00 PM — Crafts 242 Main St, Gloucester · 242 Main St, Gloucester, MA 01930 · $65.87
Dalloway: First Love (Saturday evenings) Sat 15 Aug 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Dalloway: First Love (Sunday matinees) Sun 16 Aug 2026, 2:00 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Dalloway: First Love (Wednesday evenings) Wed 19 Aug 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
A Day of Music for the Lily Jean Families Fri 28 Aug 2026, 2:00 PM — Live music J D & Myers Best Friends · 24 Lexington Ave, Gloucester, MA 01930 · $12.51 · 21+
Livin' On Luck at the Salted Cod Fri 28 Aug 2026, 7:00 PM — Live music The Salted Cod · 53 Rocky Neck Ave, Gloucester, MA 01930 · Free · 21+
Sunset Sessions: Summer's Grand Finale Sat 5 Sep 2026, 7:00 PM — Live music Birdseye Rooftop, Beauport Hotel Gloucester · 55 Commercial St, Gloucester, MA 01930 · $55.20 · 21+
Moon Man Walk (Thursday evenings) Thu 10 Sep 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Moon Man Walk (Friday evenings) Fri 11 Sep 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Moon Man Walk (Saturday evenings) Sat 12 Sep 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Moon Man Walk (Sunday matinees) Sun 13 Sep 2026, 2:00 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Moon Man Walk (Wednesday evenings) Wed 16 Sep 2026, 7:30 PM — Theater Natti-Willsky Performance Center, Gloucester Stage Company · 267 E Main St, Gloucester, MA 01930
Listings are seeded from venue and organiser calendars. See them on the map.