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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

Trends in 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:
  • Lyfe Jennings Live in Concert | Orlando R&B Party | Mango’s I-Drive
  • Grooves In the Garden RnB Rodeo Weekend 2026
  • Krush Brau Dogtoberfest 2026
  • Sol Cafe - 100% R&B Experience - ALL PINK EDITION

    • 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:
  • valentines day events
  • job fairs
  • kissimmee lake front park
  • comedy shows

    • 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:
  • Sip & Paint: Cake Decorating Class
  • Ricky Padilla & DJ Nasty ALL BLACK AFFAIR
  • GOLDEN ERA RAVE @ CELINE ORLANDO
  • Congreso Reverdecerás

    • 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