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Free Events and Things to do in Kissimmee, FL this weekend

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

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Things to do around Kissimmee

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Frequently asked questions about Kissimmee

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

The best events to attend this weekend in Kissimmee 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:
  • Kingdom Creations May 23rd Market
  • El poder de la comunicación digital
  • Memorial Weekend 90's Party at Howl at the Moon Orlando
  • Cookshop Grand Opening Celebration

    • Which events are currently trending in Kissimmee?

    Trending weekend events in Kissimmee often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Kissimmee are:
  • mothers day
  • job fairs
  • 5k run
  • kissimmee lake front park

    • Which events are coming up in Kissimmee this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Kissimmee, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Just Focus Math Trail at 2026 FPEA Homeschool Convention (Booth #1241)
  • OFF-MARKET Q&A with Jen Lizette
  • Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th
  • Walt Disney World Park Meetup: Orlando Social Network

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

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