Upcoming Events in Osceola

Under the Mistletoe

26 December 2025

Kissimmee, FL

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

Yancy

06 January 2026

Championsgate, FL

Omni Orlando Resort at ChampionsGate, 1500 Masters Blvd

PRIDE NIGHT- POOLSIDE

16 December 2025

Kissimmee, FL

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

Ugly Sweater

20 December 2025

Kissimmee, FL

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

Thursday Billiards

11 December 2025

Davenport, FL

BellaTrae at Championsgate, 8411 Riverdale Ln

Osceola Kowboys vs Davenport

30 January 2026

Kissimmee, FL

Osceola High School, 420 S Thacker Ave

Christmas arrives in Narcoossee

13 December 2025

St Cloud, FL

1886 Narcoossee School | Osceola County Historical Society, 5030 Yukon St

Solidier City Sundays Weekly Community Market

04 January 2026

St Cloud, FL

Veterans' park, 1200 14th St

Osceola Kowboys vs South Lake Eagles

06 January 2026

Kissimmee, FL

Osceola High School, 420 S Thacker Ave

Wednesday Day Pool Party

03 December 2025

Kissimmee, FL

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