Kissimmee Fall Festivals Events

Fall Festivals Happening Next in Kissimmee, FL

2nd Annual MADD Monster Mash & Dash 4k

 Old Town 5 Oct 2025
MARATHONS

Osceola Council on Aging 2025 Fall Community Resource Expo

 700 Generation Point, Kissimmee, FL 8 Oct 2025
BUSINESS FREE

Hallows Fall Fest 2025

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

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

 Promenade at Sunset Walk 17 Oct 2025
MUSIC FREE