Upcoming Events in Osceola

Glimmer Tree Paint and Sip

10 December 2025

Kissimmee, FL

1881 Restaurant & Bar, 308 Broadway

CCW Presents: Conquer Kissimmee 42

12 December 2025

Kissimmee, FL

Sun On the Beach, 5770 W Irlo Bronson Memorial Hwy

Euchre

11 December 2025

Davenport, FL

BellaTrae at Championsgate, 8411 Riverdale Ln

KSS League Cup December

14 December 2025

Kissimmee, FL

Coliseum of Comics Kissimmee, 2511 Old Vineland Rd

Polasek Nights – A Holiday Speakeasy

10 December 2025

Winter Park, FL

Albin Polasek Museum & Sculpture Gardens, 633 Osceola Ave

Ivelissa Rios

12 December 2025

Kissimmee, FL

Holiday Inn Resort Kissimmee by the Parks by IHG, 3011 Maingate Ln

Winter Wonderland Dance

06 December 2025

Kissimmee, FL

Renaissance Academy of Arts and Sciences, 4480 Boggy Creek Rd

Harmony Christmas Crawl

06 December 2025

Harmony, FL

7124 Harmony Square Dr S

Holinights Celebration at Promenade at Sunset Walk

07 December 2025

Kissimmee, FL

Promenade at Sunset Walk, 3251 Margaritaville Blvd

Sunset Yoga with Horses

06 December 2025

St Cloud, FL

AQUA Custom Pools and Spas, 1344 S Narcoossee Rd #105