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Community Events and Things to do in Trumbull, CT this weekend

Looking for things to do in Trumbull 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 Trumbull's most popular events.

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Things to do around Trumbull

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Frequently asked questions about Trumbull

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

The best events to attend this weekend in Trumbull 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:
  • Speed Dating Ages 25-39 in Bridgeport, CT at Brewport Brewing
  • Speed Dating Ages 35-49 in Newtown, CT at Aquila's Nest Vineyards
  • Slumber Party Drag Bingo
  • 45-min. Guided House Tour: 1 – 1:45pm (Sept. 9 – Oct. 2, 2026)

    • Which events are currently trending in Trumbull?

    Trending weekend events in Trumbull often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Trumbull are:
  • seymour ct
  • mothers day brunch
  • house music
  • carnival

    • Which events are coming up in Trumbull this weekend?

    In addition to what's happening right now, there are heaps of upcoming weekend events in Trumbull, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Bridgeport Pop-Up Market Festival & Vendor Festival
  • Rainbow Elders Coffee Klatch (Ages 55+)
  • Bridgeport Bash Scavenger Hunt
  • Stamford Showdown Scavenger Hunt

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

    Yes — there are often free things to do in Trumbull 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 Trumbull this weekend:
  • Free Events this weekend