Running Races in Kissimmee, Florida
14 upcoming races in Kissimmee, updated nightly. For radius search from your exact zip, use the Race Finder.
Racing in Kissimmee: what the calendar looks like
There are 14 upcoming races on the Kissimmee calendar over the next 12 months, with race dates in 8 of the next 12 months. September is the busiest month, with 3 races. By race count, Kissimmee ranks 24th among Florida cities.
Of those, 14 offer a 5K, 6 offer a 10K and 4 offer a Half Marathon. The next half marathon is Margaritaville Run Orlando Half Marathon, 10K & 5K on September 26. Where fees are published, the median entry in Kissimmee is $30, close to the Florida median of $30.
Close enough for a race-day drive: Orlando (53 races, 19 miles), Clermont (27 races, 22 miles), Lakeland (23 races, 28 miles).
Races by month
- Sep 20263 races
- Oct 20262 races
- Nov 20262 races
- Dec 20261 race
- Jan 20272 races
- Feb 20271 race
- Mar 20272 races
- Apr 20271 race
September 2026
- Sat 9/5Cypress Cove Labor Day 5kKissimmee, FL · 5K · from $30 · register ↗
- Sat 9/26Fit2Run X On Hispanic Heritage Month Fun Run OrlandoKissimmee, FL · 5K · register ↗
- Sat 9/26Margaritaville Run Orlando Half Marathon, 10K & 5KKissimmee, FL · Half Marathon · 5K · 10K · from $44 · register ↗
October 2026
- Sat 10/17Rotary Club of Kissimmee West presents the Rise & Run 5K @ NEOCITYKissimmee, FL · 5K · from $30 · register ↗
- Fri 10/23TECH CORPS Group Registration (Disney Wine & Dine Half Marathon Weekend 2026)Kissimmee, FL · 5K · 19.3 Miles · from $125 · register ↗
November 2026
- Sat 11/14Victoria Helping Veterans- First Annual Battle Buddy 5kKissimmee, FL · 5K · from $25 · register ↗
- Sun 11/22Formosa Wine Run Turkey Trot 5kKissimmee, FL · 5K · 1.5 Miles · from $30 · register ↗
December 2026
- Sat 12/19Santa Hustle OrlandoKissimmee, FL · 10K · 5K · 1K · from $20 · register ↗
January 2027
- Sat 1/2Cheers to New Year's 5k Run/Walk - OrlandoKissimmee, FL · 5K · from $25 · register ↗
- Thu 1/7TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)Kissimmee, FL · 5K · 10K · Half Marathon · 39.3 Miles · 48.6 Miles · from $125 · register ↗
February 2027
- Fri 2/26TECH CORPS Charity Group Registration (Princess Half Marathon Weekend 2027)Kissimmee, FL · 5K · 10K · 19.3 Miles · from $125 · register ↗
March 2027
- Sat 3/6Keeping PACE with Wellness 5k & Kids Fun Run/WalkKissimmee, FL · 5K · 1 Mile · registration closed · register ↗
- Sun 3/14Formosa Spiked Apple 5kKissimmee, FL · 5K · from $30 · register ↗
April 2027
- Fri 4/9TECH CORPS Charity Group Registration (runDisney 2027 Springtime Surprise Weekend)Kissimmee, FL · 5K · 10K · 19.3 Miles · from $125 · register ↗
Where to stay in Kissimmee
Race-weekend hotel search, dates prefilled for check-in the night before.
- Sep 26Margaritaville Run Orlando Half Marathon, 10K & 5KFind hotels for this race weekend
- Oct 23TECH CORPS Group Registration (Disney Wine & Dine Half Marathon Weekend 2026)Find hotels for this race weekend
- Jan 7TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)Find hotels for this race weekend
Hotel links are affiliate links. Booking through them costs you nothing extra and helps keep RunRace USA free.
Planning a race
- Getting inlotteries, qualifiers, and how entry works for the races that sell out
- Lottery watchwhich race lotteries and registration windows are open right now
- Choosing a first marathona practical guide to picking a debut race