Kissimmee Festivals Events

Festivals Happening Next in Kissimmee, FL

Promenade 6th Annual "Trunk or Treat" Trick or Treating & Car Show

 Promenade at Sunset Walk 25 Oct 2025
CAR-SHOWS FREE

Spooky Sazón: A Halloween Food Truck Fest

 5403 W Irlo Bronson Memorial Hwy 31 Oct 2025
FOOD-DRINKS FREE

Spirit Fest™ Metaphysical & Crystal Expo - Orlando/Osceola

 Osceola Heritage Park 8 Nov 2025
BUSINESS USD 16 TO 23

Pioneer Day

 2491 Babb Rd, Kissimmee, FL 34746-5803, United States 8 Nov 2025
KIDS

Orlando Japan Festival in Kissimmee 2025

 Kissimmee Lakefront Park 9 Nov 2025
FESTIVALS

MORFFIT VIBES HALLOWEEN EDITION

 Ramada by Wyndham Kissimmee Gateway 25 Oct 2025
HALLOWEEN USD 13 TO 25

Holiday Nights

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 20 Dec 2025
KIDS

Shine Bright: Fall Family Fest

 Iglesia del Nazareno Casa de Vida 8 Nov 2025
FESTIVALS

Central Florida Veg Fest Silent Auction for the Animals

 Green Acres 25 Oct 2025
FESTIVALS

Hallows Fall Fest 2025

 Krush Brau Park Portal Immersion Center 26 Oct 2025
KIDS USD 0 TO 8

Fall Festival at Formosa Winery Tasting House

 3011 Formosa Gardens Blvd 26 Oct 2025
FESTIVALS FREE

Poinciana Festival Paint Party!

 3255 Pleasant Hill Rd 8 Nov 2025
FESTIVALS USD 25

Osceola County Cinderella Scholarship Pageant

 1911 Kissimmee Valley Ln, Kissimmee, FL 34744-6107, United States 21 Feb 2026
ENTERTAINMENT

Fall Festival | School of Legacy's 3rd Anniversary

 Casa Cristiana JWC 16 Nov 2025
FESTIVALS

EGGStoberfest Adult Easter Egg Hunt 2026

 2198 4 Winds Blvd 29 Mar 2026
CALENDAR USD 19

Florida Used RV Fest

 5175 West Irlo Bronson Memorial Highway, Kissimmee, FL 34746 23 Oct 2025
FESTIVALS

Krush Brau Dogtoberfest 2026

 Krush Brau Park Portal Immersion Center 14 Mar 2026
MUSIC USD 0 TO 59

Silver Spurs Rodeo

 Silver Spurs Arena 18 Feb 2026
RODEO

Pomp, Snow & CIRQUEumstance at Gaylord Palms Resort and Convention Center

 Gaylord Palms Resort and Convention Center 14 Nov 2025
TRIPS-ADVENTURES

Parking Noblesville Boom at Osceola Magic

 Silver Spurs Arena at Osceola Heritage Park 5 Feb 2026
CONTESTS

Plant Market Vendor Payments - February 28, 2026 - Plant Market Vendors

 UF/IFAS Extension in Osceola County 28 Feb 2026

Beyond & Free Spirit Experience

 2145 e irlo Bronson Memorial hwy, Kissimmee, FL, United States, Florida 34744 8 Apr 2026
PARTIES

Fall Festival First Baptism Church Kissimmee

First Baptist Church of Kissimmee 31 Oct 2025
FESTIVALS

Krush Brau Oktoberfest 2025 (Biggest German Beer Garden in the US - 10 AC)

 Krush Brau Park Portal Immersion Center 27 Sep 2025
FESTIVALS USD 0 TO 59

"The Patch" and Pumpkin Painting - Sunset Walk - Open Daily Oct. 17 thru 30

 Promenade at Sunset Walk 17 Oct 2025
MUSIC FREE

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 19 Feb 2026
RODEO