Kissimmee Holiday Events

Holiday events Happening Next in Kissimmee, FL

Boots Bulls & Barrels

 Silver Spurs Arena 3 Oct 2025
CONTESTS

2025 MADD Central Florida Holiday Victim Tribute

 Fun Spot America Theme Parks - Kissimmee 15 Nov 2025
HOLIDAY FREE

Orlando Japan Festival in Kissimmee 2025

 Kissimmee Lakefront Park 9 Nov 2025
FESTIVALS

[ОРЛАНДО] СУПЕРДИСКОТЕКА 90х и 2000х: ЗОЛОТЫЕ ХИТЫ

 FUMA Lounge 17 Oct 2025

Gingerbread Run: Under the Lights 2025

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 8 Nov 2025
HOLIDAY

Holiday Nights

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

Boots, Bulls, and Barrels at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 4 Oct 2025
TRIPS-ADVENTURES

Ice Cream for Breakfast with Santa

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 6 Dec 2025
BREAKFAST-WITH-SANTA

Holiday Nights

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 21 Dec 2025
KIDS

Ice Cream for Breakfast with Santa

 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 7 Dec 2025
BREAKFAST-WITH-SANTA

Sunset Walk & Osceola County Sheriff's Office Santa's Toy Drive & Car Show

 Promenade at Sunset Walk 14 Dec 2025
TOY-DRIVES FREE

2nd Annual Great Gingerbread Build-Off

 Chambers Park Community Center 13 Dec 2025
HOLIDAY

"Elvis: The Blue Christmas Show" The Tribute to Elvis - December 11th

 3274 Margaritaville Blvd 11 Dec 2025
ART USD 32 TO 55

ProStreet & Pre-1985 Muscle Car Show

Old Town Kissimmee 1 Nov 2025
MUSIC

Barefoot Bay Travelers Club trip to Medieval Times

 Medieval Times Dinner & Tournament - Orlando 6 Nov 2025
TRIPS-ADVENTURES

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

 Promenade at Sunset Walk 17 Oct 2025
MUSIC FREE

"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome

 Promenade at Sunset Walk 20 Nov 2025
HOLIDAY FREE