Kissimmee Christmas Events

European Christmas Market - Christkindlesmarkt - Kissimmee

Krush Brau Park Portal Immersion Center 7 Dec 2025

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

Promenade at Sunset Walk 14 Dec 2025

"How the Market Stole Christmas

Events Center 7 Dec 2025

Navidad y despedida del año con Preparando el Camino

4139 W Vine St 20 Dec 2025

Ice Cream for Breakfast with Santa

210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 7 Dec 2025

Senior’s Christmas Brunch

Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA 17 Dec 2025

A New Yorican Christmas Comedy Jam & After Party

Titi Jessica's New Yorican Restaurant 6 Dec 2025

Once Upon A Magic Market: How the Market Stole Christmas

1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States 7 Dec 2025

Christmas Fest '25

3600 Reaves Rd 20 Dec 2025

Holiday Indulgence: Wine, Cheese and Seasonal Savories!

Vintage Vino 20 Dec 2025

The World of Music School – Christmas Spectacular 2024!

Sun On the Beach 14 Dec 2025

K-Pop Demon Hunters — Toy Drive & Roller Skate

1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 14 Dec 2025

2nd Annual Great Gingerbread Build-Off

Chambers Park Community Center 13 Dec 2025

The Happiest Market: Winter in Wonderland Market

Island H2O Water Park 20 Dec 2025

Glimmer Tree Paint and Sip

1881 Restaurant & Bar 10 Dec 2025

Free Picture with Santa at Susana´s Café

18 S. Orlando Ave, Kissimmee, FL, United States, Florida 34741 13 Dec 2025

Pomp Snow & CIRQUEumstance

Gaylord Palms Hotel & Convention Center - FL 13 Nov 2025

Paint and Sip Holiday Brunch

Oishi Latin Fusion 14 Dec 2025

QueenDom’s Royal Opulence Mercado

Kissimmee,orlando,florida 27 Dec 2025

Santa at the Train Depot

Pioneer Village At Shingle Creek 12 Dec 2025

Paint Your Pet!! Add a Santa Hat!!

3038 Dyer Boulevard, Kissimmee, FL 34741 14 Dec 2025

Cookies & Cocoa Family Roller Skate🍪☕️

1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 17 Dec 2025

2025 Christmas Winter Festival- FTC Kissimmee

Florida Technical College - Kissimmee Campus 13 Dec 2025

Holiday Nights

210 S Bass Rd, Kissimmee, FL, United States, Florida 34746 21 Dec 2025

Wooden Door Hanger Workshop

The Town of Kindred 15 Dec 2025

CALL FOR VENDORS

3600 Reaves Rd 20 Dec 2025

The Mondayist Xmas Party Ever: Improv Holiday Party

1881 Restaurant & Bar 22 Dec 2025

Jingle Bar Hop

421 Broadway, Kissimmee, FL, United States, Florida 34741 12 Dec 2025

Knockout Christmas Classic - Friday

Silver Spurs Arena 18 Dec 2025

Christmas Fest Bake Off Kissimmee, FL

3600 Reaves Rd 20 Dec 2025

Watercolor Holiday Cards

White Rose Books & More 20 Dec 2025

Frozen Christmas Creative Together Market

7470 W Irlo Bronson Memorial Hwy 13 Dec 2025

Providence Hunters CreekToy Drive

1701 Ball Park Road 15 Dec 2025

GRINCHMAS SKATE

1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 13 Dec 2025

Arreglocredito.com Te Trae una Noche de Networking Navideño

ArregloCredito.com 8 Dec 2025

Holiday Bingo & Sing Along Roller Skate

1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741 20 Dec 2025

Free Picture with Santa at Susana´s Café

18 S. Orlando Ave, Kissimmee, FL, United States, Florida 34741 14 Dec 2025

Breakfast with Santa and the Kissimmee Woman's Club

1616 West Oak Street, 34741 13 Dec 2025

Knockout Christmas Classic - Saturday

Silver Spurs Arena 19 Dec 2025

"Elvis: The Blue Christmas Show" The Tribute to Elvis - December 11th

3274 Margaritaville Blvd 11 Dec 2025

Christmas in Kissimmee

First Baptist Church of Kissimmee 7 Dec 2025

Providence Hunter’s Creek Toy Drive

1701 Ball Park Road 15 Dec 2025

Knockout Christmas Classic - Friday at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park 19 Dec 2025

Knockout Christmas Classic - Saturday at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park 20 Dec 2025

Kocktails with Krampus

2198 4 Winds Blvd 5 Dec 2025

"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome

Promenade at Sunset Walk 20 Nov 2025