Kissimmee Festivals Events

Festivals Happening Next in Kissimmee, FL

Promenade Labor Day Weekend 4 - Day Celebration Aug. 29th thru Sept. 1st

 Promenade at Sunset Walk 29 Aug 2025
LABOR-DAY FREE

Boots Bulls & Barrels

 Silver Spurs Arena 3 Oct 2025
TRIPS-ADVENTURES

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

 Promenade at Sunset Walk 25 Oct 2025
CAR-SHOWS FREE

Pioneer Day

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

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

 Silver Spurs Arena 10 Oct 2025
TRIPS-ADVENTURES

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

 Promenade at Sunset Walk 11 Oct 2025
CAR-SHOWS USD 0 TO 37

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

 FUMA Lounge 17 Oct 2025

Boo On Broadway

 421 Broadway, Kissimmee, FL, United States, Florida 34741 24 Oct 2025
KIDS

Fandom Kissimmee - Heroes vs. Villains

 Kissimmee Civic Center 13 Sep 2025
CONTESTS

The Marketplace of Magic- Boo to You!

 Holiday Inn Resort Kissimmee by the Parks by IHG 14 Sep 2025
SHOPPING USD 0 TO 13

Hispanic Cultural Celebration & Awards Ceremony

 NUC University – Florida Technical College Kissimmee 9 Sep 2025
FREE

Prophetic Intercessors Worship and Prayer Retreat

 2500 Shanti Dr 12 Sep 2025
SPOKEN-WORD USD 50 TO 420

Cider & Showdowns

 Pioneer Village At Shingle Creek 4 Oct 2025
MUSIC

Spirit Fest™ Metaphysical & Crystal Expo - Orlando/Osceola

 Osceola Heritage Park 8 Nov 2025
BUSINESS USD 16 TO 23

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

 Silver Spurs Arena at Osceola Heritage Park 4 Oct 2025
CONTESTS

Orlando Japan Festival in Kissimmee 2025

 Kissimmee Lakefront Park 9 Nov 2025
FESTIVALS

MNSSHP 2025

 Magic Kingdom - Walt Disney World 25 Sep 2025
PARTIES

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 21 Dec 2025
KIDS

Holiday Nights

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

THE BINGO EXPERIENCE: Kissimmee, FL Edition

 Sun On the Beach 18 Oct 2025
CONCERTS USD 36

Osceola Council on Aging 2025 Fall Community Resource Expo

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

2025 MADD Monster Mash & Dash 4K

 Old Town & FunSpot Kissimmee 5 Oct 2025
NONPROFIT USD 0 TO 55

Silver Spurs Rodeo

 Silver Spurs Arena 18 Feb 2026
TRIPS-ADVENTURES

ProStreet & Pre-1985 Muscle Car Show

Old Town Kissimmee 1 Nov 2025
MUSIC

"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

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 19 Feb 2026
RODEO

Freestyle 40th Anniversary - George Lamond at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 11 Oct 2025
TRIPS-ADVENTURES