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

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

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Things to do around Portland

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Frequently asked questions about Portland

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

The best events to attend this weekend in Portland 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 50s-60s in Middlefield, CT at Lyman Orchards Apple Barrel
  • Soup Soul Sundays
  • MAYHEM: Lady Gaga Birthday Rave
  • The Bree Wingate Foundation Teen & Family Real Estate Workshop

    • Which events are currently trending in Portland?

    Trending weekend events in Portland often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Portland are:
  • valentines
  • singles
  • party
  • halloween events

    • Which events are coming up in Portland this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Portland, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Spanish Chat Group
  • Bridgeport Bash Scavenger Hunt
  • 90-min. Guided House Tour: 12 – 1:30pm (Mar. 12 – May 17, 2025)
  • Let's Build It! Historic Stonington - March 28

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

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