Upcoming Kissimmee Events

Check out what's happening all around Kissimmee, FL

Sunset Walk - Orlando July 4th "America 250" Celebration Starring DFALC

 Sat, 04 Jul at 04:00 pm Promenade at Sunset Walk Free

Mickey's Not So Scary Halloween Party- Book before it's too late BOO!

 Fri, 07 Aug at 04:00 pm Kissimmee , Kissimmee, FL, United States, Florida 34741

Silver Spurs Rodeo

 Thu, 04 Jun at 07:00 pm Silver Spurs Arena

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Fri, 05 Jun at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

iRISE EXPO 2026

 Sat, 18 Jul at 12:00 pm 1901 Chief Osceola Trail Free

Days to Shine Sessions Orlando

 Wed, 27 May at 09:00 am Estefan Kitchen Orlando USD 70

157th Silver Spurs Rodeo

 Fri, 05 Jun at 07:30 pm 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744

Alex Campos y Ingrid Rosario: Unidos en Alabanza

 Sat, 30 May at 07:00 pm Silver Spurs Arena At OHP

Osceola Pride

 Sun, 28 Jun at 12:00 pm 1875 Silver Spur Ln, Kissimmee, FL 34744-6105, United States

"Christmas in July" at Margaritaville Resort Orlando - July 24th!

 Fri, 24 Jul at 05:00 pm Margaritaville Resort Orlando Free

Pridefest Kissimmee

Sat, 30 May at 02:00 pm Kissimmee Lakefront Park

Alex Campos

 Sat, 30 May at 11:00 pm Silver Spurs Arena at Osceola Heritage Park

The Bacon King Experience at Celebration Brewing Co.

 Sat, 04 Jul at 12:00 pm Celebration Brewing Company USD 116

Sunset Walk Orlando - Kids' 4th of July Family Celebration

 Sat, 04 Jul at 11:00 am Promenade at Sunset Walk Free

INQUIETOS DEL NORTE LLUEVE CERVEZA TOUR

 Sat, 06 Jun at 07:00 pm The Rock Arena USD 80

Victory Charter School Graduations

 Tue, 26 May at 11:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

The Magik and Mythk Festival indoor medieval fair!

 Sat, 22 Aug at 11:00 am Osceola Heritage Park

Showdown At The Net: Pittsburgh vs Tennessee & Texas A&M vs Stanford

 Wed, 09 Sep at 11:00 pm ESPN Wide World of Sports - State Farm Field House

Kissimmee Juneteenth Festival

 Sat, 13 Jun at 12:00 pm Veterans Lawn at Lakefront Park Kissimmee

Party Animals at Loco Beach Coconuts at Champion Stadium at ESPN Wide World of Sports Complex

 Fri, 29 May at 11:59 pm Champion Stadium at ESPN Wide World of Sports Complex

"Bruce Springsteen" Tribute "The Boss Project" Live at The Wharf August 16

 Sun, 16 Aug at 05:00 pm 3274 Margaritaville Blvd USD 32 to 60

Kids Conf: ACTIVATE 2026

 Sat, 06 Jun at 09:00 am 2874 East Irlo Bronson Memorial HWY, 34744

Spartan Combat Nationals / FAWA State Championships - Both Days

 Sat, 30 May at 07:30 am Events Center at Osceola Heritage Park

Orlando City B vs. Columbus Crew 2

 Sat, 27 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Columbus Crew 2 at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 28 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

The Tribute to The Eagles - "The Long Run" Live at The Wharf September 13th

 Sun, 13 Sep at 05:00 pm 3274 Margaritaville Blvd USD 32 to 60

Major League Pickleball

 Thu, 30 Jul ESPN Wide World of Sports - State Farm Field House

Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park

 Sat, 03 Oct at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

Educational Day

 Sat, 13 Jun at 12:00 pm 2775 Michigan Ave., Kissimmee, FL

SUN Ritual

 Sat, 20 Jun at 09:30 am Sun On the Beach USD 26 to 55

Adult Playground Field Day

 Sat, 27 Jun at 12:00 pm 3705 S Poinciana Blvd USD 18 to 130

Youth Revival 2026

 Fri, 26 Jun at 03:00 pm 1904 Michigan Ave USD 109

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May Events Center at Osceola Heritage Park

Oddities and Curiosities Expo at Events Center at Osceola Heritage Park

 Sat, 27 Jun at 11:00 am Events Center at Osceola Heritage Park

Unidos en Alabanza

 Fri, 29 May at 07:00 pm Silver Spurs Arena

"Nightrain" The Tribute to "Guns N Roses" Live at The Wharf - June 28th

 Sun, 28 Jun at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

The Bingo Experience: Old Town - Kissimmee, FL

 Sat, 11 Jul at 03:00 pm Sun On the Beach USD 13 to 42

SCHOOLS OUT SKATE NIGHT @ SKATE REFLECTIONS

Thu, 28 May at 08:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Atlanta United 2 at Orlando City B

 Sun, 20 Sep at 06:00 pm Osceola County Stadium

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May at 12:00 am Events Center at Osceola Heritage Park

Schwab Coaching presents Technical Analysis & Options Strategies- Orlando

 Fri, 07 Aug at 09:00 am Gaylord Palms Resort & Convention Center Free

The "Rod Stewart" Tribute Live at The Wharf - July 12th - On Sale Now

 Sun, 12 Jul at 05:00 pm 3274 Margaritaville Blvd USD 32 to 55

Boricuas Buying Puerto Rico-Kissimmee

 Fri, 12 Jun at 06:00 pm Titi Jessica's New Yorican Restaurant USD 71

MISS MUNDO LATINA USA 2026

 Sat, 13 Jun at 06:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 34 to 98

Philadelphia Union II at Orlando City B

 Sun, 21 Jun at 11:00 pm Osceola County Stadium

Bandai TCG Mixed Regional by Versus Games

 Sat, 06 Jun at 10:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Kissimmee Dive-In Movie

 Sat, 06 Jun at 07:00 pm 2204 Denn John Ln, Kissimmee, FL 34744-2800, United States

15th Annual Help Keep Kids off the Street Charity Walk

 Sat, 14 Nov at 10:00 am Kissimmee Lakefront Park (Registration and check-in will take place under the Panther Pavilion in the middle of the Park) Free

Spartan Combat Nationals / FAWA State Championships - Sunday

 Sun, 31 May at 12:00 am Events Center at Osceola Heritage Park

2026 CAM U Homecoming and Trade Show "Passport to Paradise"

 Fri, 10 Jul at 08:00 am 8000 Fins Up Cir Free

Orlando City B vs. Philadelphia Union II

 Sat, 20 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Americana!: A Drag Event

 Wed, 22 Jul at 07:00 pm Old Town Tavern USD 10

One Piece Offline Regional - Orlando, FL

 Sat, 29 Aug at 10:00 am Osceola Heritage Park USD 37

Apoteosis Fashion Show 2026 - Gala de Graduación de Project 24

 Fri, 29 May at 05:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 71

Escape to the Tropics - Paint and Sip in Orlando | Classpop!™

 Fri, 26 Jun at 02:00 pm Formosa Winery & Tasting House USD 54

Battle Buddy 5K

 Fri, 13 Nov at 09:00 pm Kissimmee Lakefront Park

Repticon

 Sat, 19 Sep at 09:00 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States

Kissimmee Home & Holiday Market

 Sat, 07 Nov at 10:00 am 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744

The Divorce by Freida McFadden Launch Event with Signed Book (NO AUTHOR)

 Fri, 29 May at 06:30 pm Vintage Vino USD 46

PERREO&PILATES - Pool Cabana Edition

 Sun, 31 May at 10:00 am Encore Resort at Reunion USD 69

Super Mario Roller Skate

Sun, 31 May at 01:30 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Medieval Times: Educational Field Trip & Unit Study

Fri, 06 Nov at 10:30 am Medieval Times Dinner & Tournament - Orlando

Orlando City B vs. Chattanooga FC

 Sun, 31 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Kissimmee Home and Holiday Market - Saturday at Events Center at Osceola Heritage Park

 Sat, 07 Nov at 10:00 am Events Center at Osceola Heritage Park

Orlando City B vs. Carolina Core FC

 Sat, 06 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Kowboy Crawl 2026

 Fri, 29 May at 06:00 pm 421 Broadway, Kissimmee, FL

Squeeze the Day - Paint and Sip in Orlando | Classpop!™

 Sat, 30 May at 02:00 pm Falcon’s Fire Golf Club USD 39

Free Memorial Day Community Barbeque

 Tue, 26 May at 12:00 pm The Rock Church Free

Home and Holiday Market - Sunday at Events Center at Osceola Heritage Park

 Sun, 08 Nov at 10:00 am Events Center at Osceola Heritage Park

SUMMA WHITE PARTY - KISSIMMEE

 Fri, 26 Jun at 09:00 pm 1881 Restaurant & Bar USD 0 to 25

Carolina Core FC at Orlando City B

 Sun, 07 Jun at 11:00 pm Osceola County Stadium

Shriners Children's Showdown at the Net

 Wed, 09 Sep at 07:00 pm ESPN Wide World of Sports State Farm Field House

Kick Off to Summer

 Sat, 06 Jun at 10:00 am 4155 W Vine St, Kissimmee, FL, United States, Florida 34746

UNO Kissimmee - Deep Dish Pizza Cooking Class and Lunch

 Sat, 30 May at 12:00 pm UNO Pizzeria & Grill USD 70

Orlando - Paint and Sip - To the Sea

 Wed, 27 May at 01:00 pm Formosa Winery Tasting House USD 47

2026 Vendor Opportunity Fair

 Wed, 15 Jul at 09:00 am Tohopekaliga High School Gymnasium Free

The Bridgerton Roller Skate Soirée: The Diamond Event of the Season, hosted by Skate Reflections

Sun, 14 Jun at 06:00 pm 1111 Dyer Blvd, Kissimmee, FL 34741-3807, United States, Kissimmee, FL, United States, Florida 34741

Francisco Ramos+Kelvin Pérez+Hombre Promedio - Comedia en Español

 Sat, 25 Jul at 09:00 pm 3295 Oxford Dr USD 39

Hush Hush Saturdays/ Ultimate Zouk & Kompa Night

 Sat, 20 Jun at 10:00 pm FAMA RESTAURANT AND LOUNGE USD 15 to 215

Puzzles' Trivia League @ Crush Yard Orlando

 Wed, 03 Jun at 07:00 pm Crush Yard Orlando

Pasarela White Fashion Show 2026

 Sun, 31 May at 05:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 94

UNO Kissimmee Dad and Me Detroit Style Pizza Cooking Class

 Sat, 20 Jun at 12:00 pm UNO Pizzeria & Grill USD 13 to 48

Alabanza at Silver Spurs Arena at Osceola Heritage Park

 Sat, 30 May at 07:00 pm Silver Spurs Arena at Osceola Heritage Park

Orlando City B vs Chattanooga

 Wed, 19 Aug at 07:00 pm Osceola Heritage Park

ORLANDO -Batalla de Humor ZULIANO - La Marisela - El Isleño.

 Sat, 13 Jun at 09:00 pm NOVA LOUNGE USD 39

Osceola County Certified First-time Homebuyer Workshop (8-Hours)

 Tue, 16 Jun at 09:00 am 1105 Cross Prairie Pkwy Free

Orlando City B vs. Carolina Core FC

 Sun, 07 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Plug and Play NeoCity Expo Batch 3

 Thu, 25 Jun at 01:00 pm Plug and Play NeoCity Free

Orlando City B vs. Crown Legacy FC

 Sun, 30 Aug at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Chattanooga FC at Orlando City B

 Wed, 19 Aug at 11:00 pm Osceola County Stadium

Philadelphia Union II at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 21 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Toronto FC II

 Sun, 13 Sep at 07:00 pm Osceola County Stadium at Osceola Heritage Park

2026 Florida Cinderella State Finals

 Fri, 12 Jun at 05:00 am Embassy Suites by Hilton Orlando Lake Buena Vista South

Singles WEEKEND FISHING KICKBACK

 Fri, 12 Jun at 09:00 am Kissimmee Lakefront Park USD 226 to 376

On My Way To K with WUCF- Osceola County

 Thu, 16 Jul at 10:00 am Hart Memorial Central Library Free

The Adjutant General's Leadership Summit

 Thu, 28 May at 12:00 am Embassy Suites by Hilton Orlando Lake Buena Vista South

Orlando - Paint and Sip - Glassware

 Sat, 30 May at 02:00 pm Falcon's Fire Golf Course USD 36 to 47

Black Excellence Experience Gala and Fashion Show

 Fri, 24 Jul at 06:00 pm Kissimmee Bay Country Club

USMEXA Supply Chain & Resource Security Summit | Executive Networking

 Wed, 29 Jul at 03:00 pm NeoCity Tech Center Free

Columbus Crew 2 at Orlando City B

 Sun, 28 Jun at 11:00 pm Osceola County Stadium
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