Kissimmee Festivals Events

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park 5 Jun 2026

Silver Spurs Rodeo

Silver Spurs Arena 4 Jun 2026

European Christmas Market - Christkindlesmarkt - Kissimmee

Krush Brau Park Portal Immersion Center 21 Nov 2026

Promenade - Sunset Walk & Osceola County Sheriff's Office "Touch A Truck"

Promenade at Sunset Walk 14 Nov 2026

American Youth Cheer National Championships - Friday

Silver Spurs Arena At OHP 4 Dec 2026

PoincianaFest 2026 - A Poinciana Festival of Community and Commerce

Valencia College Poinciana Campus 14 Nov 2026

15th Annual Help Keep Kids off the Street Charity Walk

Kissimmee Lakefront Park (Registration and check-in will take place under the Panther Pavilion in the middle of the Park) 14 Nov 2026

iRISE THANKSGIVING FEST 2026

2830 N Orange Blossom Trail 14 Nov 2026

2026 Winter Festival- Kissimmee

Northbridge University - Kissimmee 5 Dec 2026

PoincianaFest ‘26

3255 Pleasant Hill Rd, Kissimmee, FL 34746-3068, United States 14 Nov 2026

Sunset Walk Fall Fitness Fest Saturday, November 21st - 9am Free Admission

Promenade at Sunset Walk 21 Nov 2026

Third Annual Sorrel & Pigeon Peas Festival

4229 Reaves Road, Kissimmee, FL, United States, Florida 34746 5 Dec 2026

Krush Brau NovemberFest 2026: Autumn Fest, Oktoberfest Beers & Football

Krush Brau Park Portal Immersion Center 6 Nov 2026

Osceola County Fair

Osceola Heritage Park 11 Feb 2027

PW Charters Presents Festival of Lights OT

5300 W Irlo Bronson Memorial Hwy 23 Nov 2026

A New Season: For The Girlies

2109 Polo Club Dr Kissimmee, FL 12 Dec 2026

District 3 Monthly Bingo

101 N Doverplum Ave, Kissimmee, FL 34758-3309, United States 17 Jul 2026

2027 Orlando Baseball Classic: Event Tickets

The Stadium at ESPN Wide World of Sports 26 Feb 2027

Orlando Baseball Classic - Day 1

The Stadium at the ESPN Wide World of Sports at Disney 26 Feb 2027

A Lovers & Dreamers Market

1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States 15 Nov 2026

Orlando Baseball Classic - Day 2

The Stadium at the ESPN Wide World of Sports at Disney 27 Feb 2027

EGGStoberfest Adult Easter Egg Hunt 2027

2198 4 Winds Blvd 27 Mar 2027

Krush Brau Dogtoberfest 2027

Krush Brau Park Portal Immersion Center 13 Mar 2027

Sorrel and Pigeon Peas Caribbean Festival

EcoLove Nursery and Farm LLC 5 Dec 2026

Noblesville Boom at Osceola Magic

Silver Spurs Arena at Osceola Heritage Park 25 Feb 2027