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Festivals & Events

There's almost always something good going on in Kissimmee. Concerts. Pro-golf tournaments. The Silver Spurs Rodeo. Kissimmee is host to a whole variety of festivals and events all year long, offering fun, excitement, and entertainment. It's all in our Events Calendar, where you'll find what's happening next here in Kissimmee, the gateway to fun. 

Osceola Heritage Park has a variety of world-class shows and sporting events. You'll find the Silver Spurs Rodeo here, too. It's a real crowd pleaser, offering a taste of the Wild West and reflective of the Kissimmee area's ranching heritage. You can watch bull riding, bronco bucking, barrel racing, steer wrestling, team roping, and even those funny rodeo clowns. 

There's always something new and exciting coming to town. The three downtown areas, Kissimmee, St. Cloud, and Celebration, host numerous uniquely-themed special events throughout the year, as do all of the Central Florida theme parks. So check back often to see what's been added to the calendar!


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Special Events

Gold Diamond National Exposure Tournament - Softball

  • Dates: October 07, 2016
  • Times: All Day
  • Venue: Fortune Road Softball Complex
  • Admission: $7 Daily / $20 Weekend
  • Visit Website

This softball exposure tournament invites high school players to compete in front of college coaches from around the nation. Win or lose, each team will get 5 games to play in order to show off their skills and abilities to scouts and coaches. more »

International Shuffleboard World Championships

  • Dates: October 23, 2016 to October 28, 2016
  • (Recurring daily)
  • Times: All day
  • Venue: St. Cloud Shuffleboard Club
  • Admission: Free

Kissimmee Sports and St. Cloud Shuffleboard are proud to host the 35th Shuffleboard World Championships. Over 110 competitors from 13 countries will compete in various categories across five days. Shuffleboard is a game played by all ages, where players use cues to slide weighed discs down a narrow and elongated court, trying to stop the disc within a scoring zone. more »

Kissimmee On Tap

  • Dates: October 22, 2016
  • Times: 2-5pm, VIP begins at 1pm
  • Admission: $45-60
  • Visit Website

Kissimmee on Tap is coming to Osceola Heritage Park on Saturday, October 22nd from 2pm to 5pm with a special VIP session beginning at 1pm. Sample more than 100 craft beers from some of America’s best craft breweries. Plus, enjoy live music, delicious food available for purchase, and great vendors while sipping dozens of beers with your friends. Ticket Details: • $4... more »

The Buster Kenton Exhibit - Opening Reception

  • Dates: October 19, 2016
  • Times: 5:30PM - 7:30PM
  • Admission: FREE
  • Visit Website

This exhibit opening is FREE to the general public and Osceola County Historical Society Members. Cocktails, appetizers will be provided on October 19, 2016 from 5:30PM - 7:30PM at the Buster Kenton Exhibit Opening Reception. Be one of the first to see this unique exhibit! more »

Whiskey Under Glass

  • Dates: October 06, 2016
  • Times: 6:30 p.m. - 9 p.m.
  • Admission: $95 per person, includes complimentary self-parking, and all taxes, fees and gratuities
  • Visit Website

Spend an evening with Heather Greene, a world-leading spirit expert, for a whiskey training and book-signing in our beautiful glass-enclosed atrium. Learn the history of whiskey, sample distinct varieties and discover optimal food pairings. After the training, enjoy a whiskey social with specially-designed tastings – from all of the food and beverage experiences Gaylord ... more »

On-Going Events

All-American Muscle Car Cruise at Old Town

  • Dates: October 07, 2016
  • (Every Friday)
  • Venue: Old Town Shopping, Dining and Entertainment Attraction
  • Admission: Free
  • Visit Website

Rev up your engines and join the excitement every Friday for Old Town's All American Car Cruise featuring show-quality American-made muscle cars from 1964 to now,  plus American Classics 1988 and older. The cars start arriving at 4 p.m. At 7 p.m., a live rock n' roll band takes the stage. The cruise starts rolling at 8:30 p.m. more »

Fall Festival and Halloween Spooktacular

  • Dates: October 29, 2016
  • Times: 10am to 5 pm and 7pm to 9pm
  • Venue: The Encore at Reunion Resort
  • Admission: $10 per person + sales tax

Fall Festival including water park admission, bounce houses, games, trick-or-treating, dancing, activities from 10:00am to 5:00pm then return from 7:00pm to 9:00pm when the you will see what happens after dark in a "Haunted Water Park," included will be DJ music and dancing, scare area, costume contest and lots more fun and games $10 per person admission includes both... more »

Kissimmee Valley Farmers Market

  • Dates: October 04, 2016
  • (Every Tuesday)
  • Times: From: 3:00 PM to 7:00 PM
  • Venue: Kissimmee Lakefront Park
  • Visit Website

Kisismmee Lakefront Park is home to the weekly Kissimmee Valley Farmer’s Market, where several food-preneurs vend everything from seasonal produce and gourmet soup to fresh pasta and fancy soaps every Tuesday from 3 to 7 p.m.  more »

Little Darlin's Street Party & Cruise In

  • Dates: October 05, 2016
  • (Every Wednesday)
  • Venue: Old Town Shopping, Dining and Entertainment Attraction
  • Admission: Free
  • Visit Website

The Little Darlin's Street Party is a classic Doo-Wop mixed with some classic autos! Cars are on display beginning at 5 p.m.  The band starts playing at 6 p.m., offering a musical journey through the 50s and 60s! more »

Saturday Nite Cruise at Old Town

  • Dates: October 01, 2016
  • (Every Saturday)
  • Venue: Old Town Shopping, Dining and Entertainment Attraction
  • Admission: Free
  • Visit Website

Old Town | Kissimmee, FL is home to one of the most well-known classic car cruises, the Saturday Nite Cruise®. Every Saturday night, Old Town invites all 1979 and older hot rods, street rods and antiques to join us as we cruise down memory lane. Cars start arriving at 1:00 pm 50's/60's Classic Rock n’ Roll band on the Main Stage at 7:00 pm (weather permitting). Cars c... more »

Storytelling with Kari

  • Dates: October 19, 2016
  • (Recurring monthly on the 3rd Wednesday)
  • Times: 10:30AM-11:30AM
  • Admission: FREE
  • Visit Website

We welcome all children ages 3-5 to join us for storytelling at the Osceola County Welcome Center and History Museum. Join us the 3rd Wednesday of every month from 10:30AM - 11:30AM for a special storytelling experience with Kari Whaley. Following storytelling pre-schoolers will have the chance to create a fun craft at the Osceola County Welcome Center and History Museum. more »

The Buster Kenton Exhibit

  • Dates: October 10, 2016 to December 30, 2016
  • (Recurring daily)
  • Times: 9AM - 5PM
  • Admission: FREE
  • Visit Website

Explore natural Florida with the stewards of the land. This exhibit will feature art that captures the essence of the Florida Cowboy, as depicted in the vibrant scenes from Osceola County. Featuring the Osceola County Historical Society's Buster Kenton collection along with local artists' replicas of his work.   more »

See all Things to Do.


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