Kissimmee Halloween Events

Halloween events Happening Next in Kissimmee, FL

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

 Promenade at Sunset Walk 25 Oct 2025
CAR-SHOWS FREE

Boo On Broadway

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

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

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

Spooky Sazón: A Halloween Food Truck Fest

 5403 W Irlo Bronson Memorial Hwy 31 Oct 2025
FOOD-DRINKS FREE

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

 Promenade at Sunset Walk 31 Oct 2025
CONTESTS FREE

Trunk or Treat Fall Carnival!

3181 Pleasant Hill Rd, Kissimmee, FL, United States, Florida 34746 26 Oct 2025
TRUNK-OR-TREAT

Halloween Karaoake @ Construction Zone Restaurant

 The Construction Zone Restaurant 31 Oct 2025
KARAOKE FREE

BOO! on Broadway

 Kissimmee Main Street 24 Oct 2025
HALLOWEEN

Family Halloween Shuffle Skate

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

Cruise With Your Travel Agent

 Wish With Crystal Travel 31 Oct 2025
HALLOWEEN

Halloween Paint Night!! $5 off!

 3038 Dyer Boulevard, Kissimmee, FL 34741 31 Oct 2025
HALLOWEEN

Monster Mash at the Rink!

 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 25 Oct 2025
COSTUME-PARTIES

Motorcycle Halloween Decoration Contest

 Violet's Venom Brewery 26 Oct 2025
CONTESTS FREE

MORFFIT VIBES HALLOWEEN EDITION

 Ramada by Wyndham Kissimmee Gateway 25 Oct 2025
HALLOWEEN USD 13 TO 25

Trunk or Treat

5125 Robert McLane Blvd., Kissimmee, FL 24 Oct 2025
TRUNK-OR-TREAT

Boos, Brews and Barks Costume Contest

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

Hallows Fall Fest 2025

 Krush Brau Park Portal Immersion Center 26 Oct 2025
KIDS USD 0 TO 8

Mondays Suck

 1881 Restaurant & Bar 27 Oct 2025
CONTESTS USD 13

Puzzles Entertainment's Halloween Trivia @ Crush Yard Orlando

 Crush Yard Orlando 29 Oct 2025
HALLOWEEN

Halloween Themed End of Month Party

 850 W. Osceola Pkwy, Kissimmee, FL 34741 29 Oct 2025
HALLOWEEN

Pumpkin Decorating at UNOs in Kissimmee - FREE event!

 UNO Pizzeria & Grill 28 Oct 2025
KIDS FREE

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

 3274 Margaritaville Blvd 30 Oct 2025
ART USD 26 TO 49

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

 Promenade at Sunset Walk 17 Oct 2025
MUSIC FREE

Kocktails with Krampus

 2198 4 Winds Blvd 5 Dec 2025
USD 19 TO 25

Cruise With Your Travel Agent

 Wish With Crystal Travel 20 Oct 2025
HALLOWEEN

Krampus Haunt

 Krush Brau Park Portal Immersion Center 5 Dec 2025
USD 5 TO 8

Kakes with Krampus

 Krush Brau Park 6 Dec 2025
BRUNCH USD 13 TO 25