10 aidTrail Races & Ultramarathons Near Orlando, FL
As of October 6, 2026, Crewable lists 42 upcoming trail races and ultramarathons near Orlando, FL from October 2026 to August 2027. The next is 2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K on October 10 in Windermere, FL. Registration is open for 13.
Sources: UltraSignup, RunSignUp, UTMB, race organizers and race websites
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Dunns Ultra Marathon Badasses - D.U.M.B.
pomona park, FL
100 mi100K+3
Open until Dec 4from $55
Race calendar
October 2026
9 races2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K
Windermere, FL10K5KOpen until Oct 10from $55
November 2026
9 racesDecember 2026
3 racesJanuary 2027
5 racesFebruary 2027
6 racesMarch 2027
3 racesApril 2027
3 racesMay 2027
2 racesJuly 2027
1 raceAugust 2027
1 raceQuick answers
What is the next trail race or ultramarathon near Orlando, FL?
2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K, on Saturday, October 10, 2026, in Windermere, FL. Distances: 10K, 5K.
What is the closest trail race or ultramarathon to Orlando?
Turkey Trails- Orlando in Orlando, FL, about 1 mile from Orlando, on November 7, 2026.
How many trail races and ultramarathons near Orlando, FL have open registration?
13 of the 42 list registration as open as of October 6, 2026, including 2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K, The Itch and Cauldron Marathon.
How many of the trail races near Orlando, FL are ultramarathons?
30 of the 42 are ultramarathons (longer than a marathon, or a backyard, timed or 200+ mile format). The other 12 are shorter races.
What is the busiest month for trail races and ultramarathons near Orlando, FL?
October 2026, with 9 of the 42. November 2026 follows with 9.
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