Kissimmee Holiday Events

European Christmas Market - Christkindlesmarkt - Kissimmee

Krush Brau Park Portal Immersion Center 21 Nov 2026

2026 Gingerbread Run Under the Lights

Give Kids The World 5 Dec 2026

Margaritaville Resort Orlando Holiday Celebration 2026. Friday Dec. 18th!

Margaritaville Resort Orlando 18 Dec 2026

SAPA General Assembly 2026 | Healing Beyond Borders

Gaylord Palms Resort & Convention Center 11 Dec 2026

Kissimmee Pre-Thanksgiving Social | DJ Sammy Zam

401 N Main St, Kissimmee, FL 34744-5260, United States 25 Nov 2026

"Holiday Nights" Celebration at the Promenade w/ Santa & Nightly Snow Falls

Promenade at Sunset Walk 19 Nov 2026

2026 Winter Festival- Kissimmee

Northbridge University - Kissimmee 5 Dec 2026

Craft Beer & Popcorn Tasting

Violet's Venom Brewery 12 Nov 2026

2nd Annual Navidad en el Pueblo

Iglesia Nazaret 5 Dec 2026

Kissimmee Breakfast with Santa in Pajamas

2380 Smith St, Kissimmee, FL 34744-2433, United States 19 Dec 2026

COMEDY NIGHT!! American Legion Kissimmee - A JOKE OFF ! ! !

Makinson-Carson Post 10 American Legion Florida 11 Dec 2026

Kissmas Crawl: The Jingle Mingle

421 Broadway, Kissimmee, FL 11 Dec 2026

Weihnachtsfest & Christkindlmarkt 2026 – Kissimmee Christmas Market

Krush Brau Park Portal Immersion Center 20 Nov 2026

lost media movie club - holiday edition

XO Coffee Shop 5 Dec 2026

PW Charters Presents Festival of Lights OT

5300 W Irlo Bronson Memorial Hwy 23 Nov 2026

Holiday Market

The Amador Gallery – Event Venue - Banquet Hall 6 Dec 2026

District 3 Monthly Bingo

101 N Doverplum Ave, Kissimmee, FL 34758-3309, United States 17 Jul 2026

Holiday Gift Market

Kissimmee Christian Church 19 Nov 2026

A Lovers & Dreamers Market

1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States 15 Nov 2026

Miss Tourism Rising Star Holiday Toy Donation Collection

413 Broadway 21 Nov 2026

Santa Night is coming to HCA Florida Osceola Hospital!

700 W Oak St, Kissimmee, FL 34741-4900, United States 1 Dec 2026

Senior Citizens in Motion: Gingerbread Decorating

Kissimmee City Chambers Park Community Center 16 Dec 2026

Krush Brau Krampus Haunt

Krush Brau Park Portal Immersion Center 5 Dec 2026

Kissimmee, FL- Makeup Blowout Sale Event!

Holiday Inn Resort Kissimmee by the Parks 23 Apr 2027

Community Clergy & Faith Partners Appreciation Lunch- Holiday Edition

AdventHealth Celebration- Mangrove Conference Room across Fitness Center 8 Dec 2026

Sunset Walk & Osceola County Sheriff's Office Santa's Toy Drive & Car Show

Promenade at Sunset Walk 13 Dec 2026