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Events and Things to do in Gloucester, MA this weekend

Looking for things to do in Gloucester this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Gloucester's most popular events.

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Things to do around Gloucester

Trends in Gloucester

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Frequently asked questions about Gloucester

What are the best events to attend this weekend in Gloucester?

The best events to attend this weekend in Gloucester include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • Boat America- Boating Safety Course - US Coast Guard Auxiliary - May 2026
  • Percussion & Chamber Ensemble in Concert
  • Endicott Singers present POPS - Love Songs
  • Seasonal Saturday Tours!

    • Which events are currently trending in Gloucester?

    Trending weekend events in Gloucester often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Gloucester are:
  • north shore happenings
  • comedy
  • speed dating
  • kids events today

    • Which events are coming up in Gloucester this weekend?

    In addition to what's happening right now, there are heaps of upcoming weekend events in Gloucester, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Account Management 1-Day Workshop | Lynn, MA
  • Marblehead Scavenger Hunt
  • Self-Care City Scavenger Hunt: Based on Hot Habits Series - Beverly Area
  • Middles: Carpenter House Vol. 2 EP Release Show

    • Are there free things to do in Gloucester this weekend?

    Yes — there are often free things to do in Gloucester this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Gloucester this weekend:
  • Free Events this weekend