Trail Running calendar near Kissimmee 2026-2027

A multi-distance ultramarathon along Florida’s Space Coast and Treasure Coast with solo and 3-person relay options. Field limited to 100 runners and all events require support crew.

This cross-country 10K is the 39th annual off-road run through Wekiwa Springs State Park. Every finisher gets a medal and tech shirt, with prizes for winners. The event is capped at 350 runners and includes a virtual race option.

Run or walk in Ormond Beach for the Unicorns Among Us 5K. The event honors a child named Mia and raises funds for Heterotaxy Syndrome awareness and research. It starts and finishes at the Ormond Brewing Company, with a pre-race stretch and..

A navigation-heavy, self-supported urban loop in Ocala featuring painted-horse artworks and two distance options. The untimed event emphasizes route-finding and sightseeing rather than racing.

An urban, self supported adventure run in Lakeland that follows a city route to view painted swan sculptures. The roughly 30k route emphasizes navigation, sightseeing, and a scavenger hunt atmosphere rather than competition.

Run a fast, groomed course at Holloway Park in Lakeland, FL, which hosts NCAA cross-country regionals. Choose from 10k, 30k, 50k, or a 5-person team relay.

This 5K run takes place at Silver Springs State Park in Ocala. Awards are given for top runners and teams. Proceeds support a local water quality grant program.

Trail races at Lake Wales Ridge State Forest in Frostproof Florida with a 100k made of five 20k loops and a single 20k loop. Aid stations every 4 to 5 miles, on-site primitive camping and cooked food available.

A single loop trail event near Brooksville, Florida, offering 33.3 Miler, Half Marathon and 6K options with marked trails, aid for longer distances, finisher awards and a post-race picnic.

Run or walk a 5k through the scenic grounds of Formosa Winery in Kissimmee. Your registration includes a cider donut, a pour of cider, and unique finisher swag like a bottle opener medal. The event supports Florida Boxer Rescue and welcomes..

Trail runs at Silver Springs State Park on March 29, 2026 include a half marathon, 10K, 5K and a virtual option, with a tech shirt, finisher medal, and awards for top finishers.

The Croom Fools Run celebrates its 30th year with 50-mile, 50K, and 16-mile trail races on a scenic 16-mile loop in Florida's Withlacoochee State Forest. Runners enjoy a tech shirt, finisher awards, and a post-race picnic. The event is capp..

Trail races at Colt Creek State Park on April 11, 2026 offer 5K, 10K and half marathon on well marked wooded trails. Aid stations, on-course restrooms, chip timing, finisher medals and awards are provided.

Trail races on mountain bike trails at Loyce E. Harpe Park in Mulberry, FL offering 10k, 30k and 50k loop formats. The course features sand and dirt trails with rolling hills, limited entries, and a portion of fees supporting Polk County pa..

Run on the scenic trails of the Withlacoochee Forest, this event features marathon, half marathon, and 10K distances. Every finisher gets an award, and a festive post-race atmosphere awaits. Camping is available the night before at the prim..

Trail ultramarathon in Ocala, Florida with 50 and 100 mile options along the Florida National Scenic Trail, varied natural terrain, staffed aid stations, drop bag support, pacer rules for the 100 mile, and nearby campgrounds.

A shaded trail event at Withlacoochee River Park on May 2, 2026 offering 10K, 5K and 1 mile run or walk options. The race aims to raise awareness about youth suicide and includes shirts, snacks and finishers awards.

A 57.41 mile point to point trail ultramarathon through the Ocala National Forest from Alexander Springs State Park to Rodman Reservoir Dam. Crew support and a communication device are mandatory and limited natural water requires planning.

Turkey Creek 5K Trail Run takes place May 23, 2026 in Palm Bay at Turkey Creek Sanctuary. The event offers an on-site 5K and a virtual 5K with race shirts, medals for the first 300 registrants, finish-line refreshments and age-group awards.

Trail races of 50K, 25K and 10 miles in Inverness, Florida on single-loop courses through the Citrus Tract of Withlacoochee State Forest. Aid and hydration stations are provided and runners must carry their own hydration.