Events in June in Kissimmee

• Sun, 28 Jun, 2026 - 07:00 PM

  Columbus Crew 2 at Orlando City B at Osceola County Stadium at Osceola Heritage Park

  Osceola County Stadium at Osceola Heritage Park
• Sat, 06 Jun, 2026 - 07:00 PM

  Dive-In Movie!

  2204 Denn John Ln

  Free
• Sun, 28 Jun, 2026 - 05:00 PM

  "Nightrain" The Tribute to "Guns N Roses" Live at The Wharf - June 28th

  3274 Margaritaville Blvd

  USD 32
• Sat, 13 Jun, 2026 - 02:00 PM

  MRS MUNDO LATINA USA 2026

  Holiday Inn Resort Kissimmee by the Parks by IHG

  USD 23
• Sun, 21 Jun, 2026 - 11:00 PM

  Philadelphia Union II at Orlando City B

  Osceola County Stadium
• Sun, 07 Jun Onwards

  Carolina Core FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park

  Osceola County Stadium at Osceola Heritage Park
• Sun, 28 Jun, 2026 - 11:00 PM

  Columbus Crew 2 at Orlando City B

  Osceola County Stadium
• Fri, 12 Jun, 2026 - 05:00 AM

  2026 Florida Cinderella State Finals

  Embassy Suites by Hilton Orlando Lake Buena Vista South

  72+ Interested
• Thu, 25 Jun, 2026 - 01:00 PM

  Plug and Play NeoCity Expo Batch 3

  Plug and Play NeoCity

  Free
• Sat, 13 Jun, 2026 - 06:00 PM

  MISS MUNDO LATINA USA 2026

  Holiday Inn Resort Kissimmee by the Parks by IHG

  USD 34
• Sun, 07 Jun, 2026 - 07:00 PM

  Orlando City B vs. Carolina Core FC

  Osceola County Stadium at Osceola Heritage Park
• Sat, 27 Jun, 2026 - 07:00 PM

  Orlando City B vs. Columbus Crew 2

  Osceola County Stadium At Osceola Heritage Park
• Sat, 20 Jun, 2026 - 07:00 PM

  Orlando City B vs. Philadelphia Union II

  Osceola County Stadium At Osceola Heritage Park
• Thu, 18 Jun, 2026 - 11:00 AM

  COMMUNITY GARDEN EDUCATION CLASSES - BASIC CARE OF ORCHIDS

  Kissimmee City Chambers Park Community Center

  Free