Upcoming Events in Osceola

A Night with Chase Shelle

08 November 2025

St Cloud, FL

The Black Squirrel Bookstore & Speakeasy, 1118 New York Ave

The Highway 41 Band returns to Old Town

05 December 2025

Kissimmee, FL

Old Town, 5770 W Irlo Bronson Memorial Hwy

For Good Paint Experience

15 November 2025

St Cloud, FL

Ex Animo Creations, 1031 Exchange Pl Unit #105

SIP & REMINISCE - POOLSIDE

22 February 2026

Kissimmee, FL

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

St Pete High V vs. Osceola V

11 November 2025

Kissimmee, FL

Osceola High School, 420 S Thacker Ave

Venom & Vibes Standup Comedy

14 November 2025

Kissimmee, FL

Violet's Venom Brewery, 413 Broadway

Sugar Heroes - i.Candy Lifestyle® Hallowsweet™

07 November 2025

Kissimmee, FL

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

A Kenansville Country Christmas

15 November 2025

Kenansville, FL

United States Postal Service, 140 N Kenansville Rd

Rock & Brews Live Music Featuring Giaco Pop.Rock

31 October 2025

Kissimmee, FL

Rock & Brews, 3284 Margaritaville Blvd

Genoa and Park Place Flu Shot Event 2025

30 October 2025

Kissimmee, FL

200 Park Pl Blvd