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Community 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

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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:
  • Pride Drag Brunch
  • Singles Sunday at the Bell
  • PRIDE! At Pickering Wharf! Salem, Massachusetts.
  • Feters Most Wanted: The Orange & Blue Affair

    • 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:
  • memorial day weekend events
  • mothers day
  • north shore happenings
  • beauport hotel

    • 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:
  • Museum of Old Newbury Guided Tours - May, June, & July, 2026
  • Caribbean American Heritage Month Movie Night
  • Speed Dating Ages 30-35 in Peabody, MA at Granite Coast Brewing
  • Haunted Footsteps Ghost Tour

    • 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