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

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

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Things to do around Westport

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Frequently asked questions about Westport

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

The best events to attend this weekend in Westport 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
  • 45-min. Guided House Tour: 1 – 1:45pm (Sept. 9 – Oct. 2, 2026)
  • Speed Dating Ages 35-49 in Newtown, CT at Aquila's Nest Vineyards
  • Ancestry Poetry Workshop and Open Mic

    • Which events are currently trending in Westport?

    Trending weekend events in Westport often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Westport are:
  • mothers day brunch
  • kentucky derby
  • mahjong
  • free paper shredding

    • Which events are coming up in Westport this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Westport, 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
  • Bridgeport Bash Scavenger Hunt
  • Stamford Showdown Scavenger Hunt
  • 90-min. Guided House Tour: 12 – 1:30pm (Sept. 9 – Oct. 2, 2026)

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

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