Upcoming Events in Osceola

SATURDAY NIGHT CABANAS

18 April 2026

Kissimmee, FL

Secrets Hideaway Resort & Spa / Club Secret, 2145 E Irlo Bronson Memorial Hwy

New Year’s Eve Celebration at Old Town

31 December 2025

Kissimmee, FL

Old Town, 5770 W Irlo Bronson Memorial Hwy

FRIDAY NIGHT CABANAS

08 May 2026

Kissimmee, FL

Secrets Hideaway Resort & Spa / Club Secret, 2145 E Irlo Bronson Memorial Hwy

Mecum Auto Auction

13 January 2026

Kissimmee, FL

Events Center, 1901 Chief Osceola Trail

SATURDAY NIGHT CABANAS

09 May 2026

Kissimmee, FL

Secrets Hideaway Resort & Spa / Club Secret, 2145 E Irlo Bronson Memorial Hwy

Michael Stuart

20 December 2025

Kissimmee, FL

Sun On the Beach, 5770 W Irlo Bronson Memorial Hwy

Champions Gate Junior Open

29 December 2025

Championsgate, FL

8575 White Shark Blvd

Comedy on Broadway at Violet's Venom Brewery

19 December 2025

Kissimmee, FL

Violet's Venom Brewery, 413 Broadway

Osceola at Melbourne

19 February 2026

Melbourne, FL

74 Bulldog Blvd

Osceola Kowboys vs Winter Park Wildcats

18 December 2025

Kissimmee, FL

Osceola High School, 420 S Thacker Ave