Kissimmee Holiday Events

Holiday events Happening Next in Kissimmee, FL

Boots Bulls & Barrels

 Silver Spurs Arena 3 Oct 2025
TRIPS-ADVENTURES

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

 FUMA Lounge 17 Oct 2025

MNSSHP 2025

 Magic Kingdom - Walt Disney World 25 Sep 2025
PARTIES

Gingerbread Run: Under the Lights 2025

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

Children’s talent worship night

 1431 Palmway Street, Kissimmee, FL 13 Sep 2025

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

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

Orlando Japan Festival in Kissimmee 2025

 Kissimmee Lakefront Park 9 Nov 2025
FESTIVALS

Holiday Nights

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

Succulent Pumpkin DIY Workshop with Bomb Blooms

 Osceola Heritage Park 27 Sep 2025
WORKSHOPS USD 71

Holiday Nights

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

Ice Cream for Breakfast with Santa

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

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

 3274 Margaritaville Blvd 11 Dec 2025
ART USD 32 TO 55

Ice Cream for Breakfast with Santa

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

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

Promenade "Sunday-Latin-Sunday" Every Sunday Evening / Free Admission

 Promenade at Sunset Walk 7 Apr 2024
DANCE FREE

"Ladies Night" at Promenade - Sunset Walk / Wednesdays 5:00pm to Close

 Promenade at Sunset Walk 9 Oct 2024
SPORTS FREE