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 RODEO
Krush Braus Annual Oktoberfest Sat, 19 Sep Krush Brau Park Portal Immersion Center USD 0 TO 82 FITNESS
Promenade - Sunset Walk Halloween Costume Contest $1000's in Cash & Prizes! Sat, 31 Oct at 06:00 pm Promenade at Sunset Walk FREE FITNESS
Promenade - Sunset Walk "Trunk or Treat" Trick or Treating & Car Show Sat, 24 Oct at 04:00 pm Promenade at Sunset Walk FREE FITNESS
"The Patch" Pumpkin Painting & Corn Maze - Sunset Walk - Oct. 16 thru 30 Fri, 16 Oct at 04:00 pm Promenade at Sunset Walk FREE FITNESS
Kissimmee Home & Holiday Market 2-Day Weekend Sat, 07 Nov at 12:00 am Events Center at Osceola Heritage Park MISCELLANEOUS
Hallows Fall Fest 2026 - Haunted House / Trick Or Treats Sat, 24 Oct at 12:00 pm Krush Brau Park Portal Immersion Center USD 0 TO 117 KIDS
Promenade Sunset Walk "Weekend Wellness Series" Saturday Mornings Sat, 10 Jan at 09:30 am Promenade at Sunset Walk FITNESS
"Dockside Dueling Pianos" at "The Wharf" Every Friday Night Fri, 21 Aug 3274 Margaritaville Blvd FREE FITNESS
M**der Mystery Dinner Theater Show at Falcon's Fire in Metro Orlando Sat, 19 Sep at 07:00 pm Falcon's Fire Golf Course USD 69 FITNESS
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 CHRISTMAS
The Tribute to Van Halen "Completely Unchained" - October 25th! On Sale Now Sun, 25 Oct at 05:00 pm 3274 Margaritaville Blvd USD 32 TO 55 ENTERTAINMENT
2nd Annual Pickleball Tournament Sun, 25 Oct at 02:00 pm Crush Yard - Pickleball Bar & Lounge USD 55 TO 98 FITNESS
Certamen Nuestra Reina Latina 2026 - Noche de Coronación Fri, 30 Oct at 07:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 59 TO 1,149 FITNESS
Noche Final de Coronación Miss Latin American USA 2026 Thu, 29 Oct at 07:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 59 TO 1,149 FITNESS
Pilates con Perreo | En español | Todos los miércoles Wed, 02 Sep at 07:00 pm Piko Mundo party rental USD 23 PILATES
Trunk or Treat Sat, 31 Oct at 07:00 pm Kissimmee City Chambers Park Community Center FREE TRUNK-OR-TREAT
Promenade - Sunset Walk "Veterans Day Car & Truck Show and Celebration" Sun, 08 Nov at 11:00 am Promenade at Sunset Walk FREE FITNESS
Mexico City Capitanes at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park Thu, 12 Nov at 07:00 pm Silver Spurs Arena at Osceola Heritage Park TRIPS-ADVENTURES
Medieval Times: Educational Field Trip & Unit Study Fri, 06 Nov at 10:30 am Medieval Times Dinner & Tournament - Orlando SPORTS
The Wine & Cheese Experience Sat, 07 Nov at 07:00 pm Formosa Winery | Island Grove Wine Company USD 45 TO 375 FITNESS
Promenade - Sunset Walk & Osceola County Sheriff's Office "Touch A Truck" Sat, 14 Nov at 12:00 pm Promenade at Sunset Walk FREE NONPROFIT
Bushiroad Championship Series 26/27 Sat, 07 Nov at 09:30 am 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States SPORTS
European Christmas Market - Christkindlesmarkt - Kissimmee Sat, 21 Nov at 12:00 pm Krush Brau Park Portal Immersion Center USD 0 TO 82 FITNESS
PoincianaFest 2026 - A Poinciana Festival of Community and Commerce Sat, 14 Nov at 11:00 am Valencia College Poinciana Campus FREE FITNESS
"Rocking New Year" - 2027 Concert, Street Party & Fireworks Spectacular! Thu, 31 Dec at 07:00 pm Promenade at Sunset Walk USD 34 TO 60 FITNESS
Central Florida Crusader Clinic - Fall 2026 Sat, 24 Oct at 09:00 am 4971 Calypso Cay Way FREE FITNESS
UNO Kissimmee - Deep Dish Pizza Cooking Class and Lunch Sat, 30 May at 12:00 pm UNO Pizzeria & Grill USD 70 WORKSHOPS
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 CHRISTMAS
Fashion Show | Una Noche de Moda, Cultura y Mentalismo Wed, 28 Oct at 07:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 42 TO 174 FITNESS
Thornfield By Candelight Fri, 30 Oct at 06:00 pm The Inn at Celebration, Autograph Collection USD 75 FITNESS
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 FITNESS
Austin Spurs at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park Thu, 19 Nov at 11:00 am Silver Spurs Arena at Osceola Heritage Park
Desfile Traje de Fantasía MLAU 2026 Wed, 28 Oct at 03:00 pm Holiday Inn Resort Kissimmee by the Parks by IHG USD 42 FITNESS
Choice Fair 2026 Thu, 19 Nov at 05:00 pm 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States HEALTH-WELLNESS
Mega Bingo at IMA Buenaventura Lakes Fri, 23 Oct at 12:00 pm 1044 Plaza Dr, Kissimmee, FL 34743-4064, United States HEALTH-WELLNESS
SAPA General Assembly 2026 | Healing Beyond Borders Fri, 11 Dec at 07:00 pm Gaylord Palms Resort & Convention Center USD 100 TO 250 BUSINESS
The Tribute to "ABBA" at The Wharf! November 19th! On Sale Now! Thu, 19 Nov at 05:00 pm 3274 Margaritaville Blvd USD 32 TO 60 FITNESS
The Gallery of Sins: A Halloween Masquerade Sat, 31 Oct at 09:30 pm The Amador Gallery Event Venue USD 0 TO 461 PARTIES
Food Truck Expo Fri, 20 Nov at 11:00 am Holiday Inn Resort Kissimmee by the Parks by IHG USD 0 TO 321 BUSINESS
Pine Lily Chapter Meeting: The Extraordinary Caterpillar Movie Sat, 14 Nov at 04:00 pm Hart Memorial Central Library FREE FITNESS
Kissimmee Costume Party featuring DJ Phat Tony | Salsa Heat Fri, 23 Oct at 10:00 pm 401 N Main St, Kissimmee, FL 34744-5260, United States ENTERTAINMENT
REVIVAL NIGHT with PASTOR RANDY RUIZ! Wed, 28 Oct at 07:00 pm 2953 N John Young Pkwy, Kissimmee, FL 34741-7558, United States
Total Wireless Spooktacular In-Store Halloween Celebration Fri, 30 Oct at 12:00 pm 3831 W Vine St FREE FITNESS
Kissimmee Sunday Social featuring DJ Sammy Zam | Salsa Heat Sun, 25 Oct at 05:00 pm 401 N Main St, Kissimmee, FL 34744-5260, United States DANCE
4th Annual Trunk or Treat by the Kissimmee Woman's Club Sat, 31 Oct at 04:00 pm 1616 W Oak St, Kissimmee, FL 34741-4080, United States
Homeschool Day at Green Meadows Farm Wed, 04 Nov at 10:00 am Green Meadows Petting Farm TRIPS-ADVENTURES
¿Y SI ESTA NAVIDAD LA DISFRUTAS EN TU PROPIO HOGAR? Sat, 07 Nov at 12:00 pm 2406 Duck Hawk St FREE FITNESS
VPK Fair: A Fun Kindergarten Readiness Event for Families & Educators Sat, 07 Nov at 09:00 am 195 Neocity Way, Kissimmee, FL 34744-4408, United States FUNFAIRS
Veterans Day Event! Sat, 07 Nov at 10:00 am 205 Lakeview dr, Kissimmee, FL, United States, Florida 34741 FESTIVALS
Tobacco Free Osceola Partnership Meeting Wed, 21 Oct at 03:00 pm Osceola County Housing and Community Services FREE FITNESS
12 Stones a 12- week Journey to Freedom Mon, 16 Nov at 07:00 pm 2563 E Irlo Bronson Memorial Hwy FREE FITNESS
Saturday Games - Inside & outside Sat, 01 Aug at 12:00 pm Violet's Venom Brewery FREE TRIPS-ADVENTURES
Krampus Nacht: Medal Militia - Veteran-Founded Salute to Metallica Sat, 05 Dec at 07:00 pm Krush Brau Park USD 25 FITNESS
LA ONDA- MAGIC & MIKLO- MEET & GREET- KISSIMMEE, FLORIDA- NOV 6- FRI- 6PM Fri, 06 Nov at 06:00 pm Kissimmee, Florida MEETUPS
Seminario gratis para compradores de su primera vivienda | ¿Verdad o mito? Sat, 07 Nov at 11:00 am VP Realty FREE FITNESS
Connecting to Conservation: Paddle Tour at Shingle Creek Fri, 06 Nov at 09:00 am 4266 W Vine St FREE TRIPS-ADVENTURES
Conference of Champions - The Future Is Built United Fri, 23 Oct at 09:00 am Margaritaville Resort Orlando USD 180 FITNESS
The Bingo Experience: Old Town - Kissimmee, FL Sat, 12 Dec at 03:00 pm Sun On the Beach USD 8 TO 31 FITNESS
NPCF Pickleball Open Play at Crush Yard Sat, 31 Oct at 12:00 pm Crush Yard - Pickleball Bar & Lounge NONPROFIT
Fear Circus at Events Center at Osceola Heritage Park Thu, 22 Oct Events Center at Osceola Heritage Park
City of Kissimmee Business Resource Showcase Thu, 05 Nov at 04:00 pm 101 Church Street, Kissimmee, FL, United States, Florida 34741 BUSINESS
The Premier Tribute to "Fleetwood Mac" Returns to The Wharf Live - Dec 10th Thu, 10 Dec at 05:00 pm 3274 Margaritaville Blvd USD 32 TO 55 ART
HOTT FRIDAY - featuring-DJ ARSONIST (reggaetone/reggae) Fri, 13 Nov at 09:00 pm 1881 restaurant and bar USD 0 TO 25 FITNESS
CFFC Freethought Café - Kissimmee Sun, 08 Nov at 09:30 am Panera Bread (1483 E Osceola Parkway, Kissimmee, FL) MEETUPS
District 3 Monthly Bingo Fri, 17 Jul 101 N Doverplum Ave, Kissimmee, FL 34758-3309, United States BINGO