Kissimmee Halloween Events

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

Promenade at Sunset Walk 25 Oct 2025

Fae Wyld Ball: Golden Court (Fantasy Halloween Ball)

Osceola Council On Aging 18 Oct 2025

3rd Annual Trunk or Treat by the Kissimmee Woman's Club

1616 W Oak St, Kissimmee, FL 34741-4080, United States 25 Oct 2025

Spooky Sazón: A Halloween Food Truck Fest

5403 W Irlo Bronson Memorial Hwy 31 Oct 2025

All Girls car & bike show Halloween Edition

Wheel Pro kissimmee - OEM Wheels 19 Oct 2025

Promenade 3rd Annual Halloween Costume Contest $1000's in Cash & Prizes!

Promenade at Sunset Walk 31 Oct 2025

2nd Annual MADD Monster Mash & Dash 4k

Old Town 5 Oct 2025

Boo On Broadway

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

Family Halloween Shuffle Skate

1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 31 Oct 2025

BOO! on Broadway

Kissimmee Main Street 24 Oct 2025

The Terror of Boggy Creek: Ride & Glide Halloween Nights OPENING NIGHT!

2001 E. Southport Road, Kissimmee, FL, United States, Florida 34746 3 Oct 2025

PALS U13/TeenTime: Jack-O-Lantern Suncatchers

Osceola Campus - Valencia Community College 13 Oct 2025

MORFFIT VIBES HALLOWEEN EDITION

Ramada by Wyndham Kissimmee Gateway 25 Oct 2025

October Romance Book Club - Haunted Ever After

113 Broadway, Kissimmee, FL 18 Oct 2025

Boos, Brews and Barks Costume Contest

413 Broadway, Kissimmee, FL, United States, Florida 34741 30 Oct 2025

Cruise With Your Travel Agent

Wish With Crystal Travel 31 Oct 2025

“Market from the upside down”

Kissimmee Civic Center 19 Oct 2025

Wicked Wonderland

1901 Chief Osceola Trail 5 Oct 2025

Mondays Suck

1881 Restaurant & Bar 27 Oct 2025

Hallows Fall Fest 2025

Krush Brau Park Portal Immersion Center 26 Oct 2025

16th Annual DV Rally, Awareness Walk & Candlelight Vigil

Osceola County Courthouse 30 Oct 2025

Cruise With Your Travel Agent

Wish With Crystal Travel 20 Oct 2025

Disney Wish Halloween on the High Seas

Delkay Park 6 Oct 2025

The Tribute to "Meat Loaf" Just in Time for Halloween! - October 30th

3274 Margaritaville Blvd 30 Oct 2025

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

Promenade at Sunset Walk 17 Oct 2025

Kocktails with Krampus

2198 4 Winds Blvd 5 Dec 2025

Krampus Haunt

Krush Brau Park Portal Immersion Center 5 Dec 2025

Kakes with Krampus

Krush Brau Park 6 Dec 2025