Kissimmee Holiday Events

Holiday events Happening Next in Kissimmee, FL

Creative Together Market Toy Story Christmas

 7470 W Irlo Bronson Memorial Hwy 1 Nov 2025
CHRISTMAS FREE

2025 Christmas Winter Festival- FTC Kissimmee

 Florida Technical College - Kissimmee Campus 13 Dec 2025
FESTIVALS FREE

Holiday Nights

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

Gingerbread Run: Under the Lights 2025

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

Senior’s Christmas Brunch

 Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA 17 Dec 2025
FREE

Holiday Gift Market

 415 N Main St, Kissimmee, FL, United States, Florida 34744 4 Dec 2025
HOLIDAY

2025 MADD Central Florida Holiday Victim Tribute

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

Holiday Nights

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

Black Cake & Sorrel FL 2025

 MAMMA's Banquets & Events 13 Dec 2025
PARTIES USD 23

Christmas Social and TOY DRIVE - FREE EVENT

 Sajoma Latin Fusion 5 Dec 2025
TOY-DRIVES FREE

Ice Cream for Breakfast with Santa

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

Santa at the Train Depot

 Pioneer Village At Shingle Creek 12 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

The Marketplace of Magic- Holiday's at the Parks

 Gaylord Palms Resort & Convention Center 16 Nov 2025
HOLIDAY USD 0 TO 13

Osceola Magic - Holiday Party + Replica Jersey Giveaway!

 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744 16 Dec 2025
HOLIDAY

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

Beyond & Free Spirit Experience

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

2025 Bikes For Bikes Poker Run

 Knights of Columbus St. Cloud/Kissimmee Council 6624 1 Nov 2025
KIDS

"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