Events in May in Kissimmee

• Thu, 21 May, 2026 - 11:00 AM

  COMMUNITY GARDEN EDUCATION CLASSES - COMPOST 101

  Kissimmee City Chambers Park Community Center

  Free
• Sat, 02 May, 2026 - 12:00 PM

  Maifest Spring Celebration Celebrate the Joy of Spring — the Bavarian Way!

  2198 4 Winds Blvd

  USD 8
• Sat, 02 May, 2026 - 07:30 PM

  Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park

  Silver Spurs Arena at Osceola Heritage Park
• Sun, 10 May, 2026 - 10:00 AM

  Krush Brau Park Mother’s Day Brunch & Moms Market

  2198 4 Winds Blvd

  USD 25
• Fri, 29 May, 2026 - 07:30 AM

  Parking The Party Animals at Loco Beach Coconuts

  The Stadium at the ESPN Wide World of Sports at Disney
• Fri, 29 May, 2026 - 07:30 AM

  The Party Animals at Loco Beach Coconuts

  The Stadium at the ESPN Wide World of Sports at Disney
• Sat, 02 May Onwards

  Hot Wheels Monster Trucks Live Glow-N-Fire

  Silver Spurs Arena at Osceola Heritage Park
• Fri, 29 May, 2026 - 11:59 PM

  Party Animals at Loco Beach Coconuts at Champion Stadium at ESPN Wide World of Sports Complex

  Champion Stadium at ESPN Wide World of Sports Complex