Entertainment events in Kissimmee

• Wed, 31 Dec, 2025 - 07:00 PM

  "Rocking New Year 2026" FREE Concert, Street Party & Fireworks Spectacular!

  Promenade at Sunset Walk

  Free
• Sun, 21 Dec, 2025 - 06:00 PM

  Holiday Nights

  210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

  136+ Interested
• Fri, 19 Dec, 2025 - 06:00 PM

  Holiday Family Movie Night | Crush Yard Orlando

  Crush Yard - Pickleball Bar & Lounge

  Free
• Fri, 13 Feb, 2026 - 07:00 PM

  Monster Bulls

  Silver Spurs Arena

  12+ Interested
• Sat, 31 Jan, 2026 - 05:00 PM

  Bavarian Winterfest: Beer, Brats & Brass Bands

  2198 4 Winds Blvd

  USD 13
• Mon, 15 Dec, 2025 - 07:00 PM

  Pomp Snow & CIRQUEumstance

  Gaylord Palms Hotel & Convention Center - FL
• Mon, 22 Dec, 2025 - 07:00 PM

  The Mondayist Xmas Party Ever: Improv Holiday Party

  1881 Restaurant & Bar

  USD 13
• Tue, 16 Dec, 2025 - 07:00 PM

  Osceola Magic - Holiday Party + Replica Jersey Giveaway!

  1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744

  63+ Interested
• Sat, 21 Feb, 2026 - 01:00 PM

  BLACK HISTORY CELEBRATION

  Kissimmee City Chambers Park Community Center

  Free
• Sat, 28 Feb, 2026 - 07:00 PM

  LANDFALL at Cypress Cove Nudist Resort

  Cypress Cove Nudist Resort

  6+ Interested
• Fri, 16 Jan, 2026 - 05:30 PM

  Night 1: KC's 80's Kickback

  Hogwarts Inn

  Free
• Wed, 08 Apr, 2026 - 12:00 AM

  Beyond & Free Spirit Experience

  2145 e irlo Bronson Memorial hwy, Kissimmee, FL, United States, Florida 34744

  454+ Interested
• Sat, 24 Jan, 2026 - 05:00 PM

  Fasching Karneval Kick-Off Party

  2198 4 Winds Blvd

  USD 13
• Fri, 16 Jan, 2026 - 09:00 PM

  RIGHTCONNEXTIONS BUBBLE PARTY

  Kissimmee, Orlando

  6+ Interested
• Sun, 18 Jan, 2026 - 05:00 PM

  Night 3: Terra Nostra

  Hogwarts Inn

  Free