Kissimmee Christmas 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

2026 Winter Festival- Kissimmee

Northbridge University - Kissimmee 5 Dec 2026

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

Promenade at Sunset Walk 19 Nov 2026

Krampus Nacht: Medal Militia - Veteran-Founded Salute to Metallica

Krush Brau Park 5 Dec 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

Kissmas Crawl: The Jingle Mingle

421 Broadway, Kissimmee, FL 11 Dec 2026

Krush Brau NovemberFest 2026: Autumn Fest, Oktoberfest Beers & Football

Krush Brau Park Portal Immersion Center 6 Nov 2026

Krush Brau's Kocktails with Krampus

2198 4 Winds Blvd 5 Dec 2026

Weihnachtsfest & Christkindlmarkt 2026 – Kissimmee Christmas Market

Krush Brau Park Portal Immersion Center 20 Nov 2026

Christmas Kids Net

2563 E. Irlo Bronson Memorial Hwy, Kissimmee, FL 18 Dec 2026

“Santa Misa en Honor a Nuestra Señora de la Divina Providencia 🇵🇷”.

Holy Redeemer Catholic Church 19 Nov 2026

PW Charters Presents Festival of Lights OT

5300 W Irlo Bronson Memorial Hwy 23 Nov 2026

Santa Night is coming to HCA Florida Osceola Hospital!

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

A New Season: For The Girlies

2109 Polo Club Dr Kissimmee, FL 12 Dec 2026

An Afternoon with James Staggers

2605 West Osceola Parkway, Kissimmee, FL 34741 5 Dec 2026

A Lovers & Dreamers Market

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

Performance at Tree lighting ceremony

Kissimmee town square 28 Nov 2026

Senior Citizens in Motion: Gingerbread Decorating

Kissimmee City Chambers Park Community Center 16 Dec 2026

An Osceola Christmas

4155 W Vine St, Kissimmee, FL, United States, Florida 34746 5 Dec 2026

Breakfast with Santa and the Kissimmee Woman's Club

1616 West Oak Street, 34741 12 Dec 2026

EGGStoberfest Adult Easter Egg Hunt 2027

2198 4 Winds Blvd 27 Mar 2027

Krush Brau Kakes with Krampus

Krush Brau Park 5 Dec 2026

Krampus Con Kick Off / Art Show / Krampus March

Krush Brau Park Portal Immersion Center 5 Dec 2026

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