Trail Running calendar near Kissimmee 2026-2027

A 5K trail run and a virtual 5K organized by the City of Palm Bay at Turkey Creek Sanctuary, with race shirts, medals for the first 300 registrants, on-site packet pickup, and age-group awards.

Single-loop trail races of 50K, 25K and 10 miles in the Citrus Tract of Withlacoochee State Forest near Inverness FL. Multiple aid and hydration stations, mandatory personal hydration, drop bag service, camping and a post-race picnic.

A twilight trail running event at the Santos trailhead in Ocala, Florida, organized with the Hump Day Hustle series. The course is about 2.8 miles and participants are required to wear a headlamp; shirts are available for purchase.

Evening trail running at Croom Park in Brooksville with 21 mile, 14 mile and 7 mile options. The marked 7 mile loop uses the B C Loop and C Loop; headlamps are required and glow sticks mark the course.

Treat Trot-Orlando in Minneola, FL on June 6, 2026 offers in-person and virtual options across Kids Dash, 1 Mile, 5K, 10K, 15K, plus a volunteer then run option. Registrations include a shirt, bib, medal, photos, and postrace snacks.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

A mid-June trail event at Lake Louisa State Park with 4- and 8-mile loop options, live music, leftover swag and throwback medals, aid stations, chip timing and post-race food.

Independence Double is a two-day running event in Winter Park, FL on June 27 and 28, 2026, offering 5K, 10K, half marathon, marathon, and 50K distances with single-day and both-days registration options.

A base-centered ultra on the grounds of the Environmental Learning Center in Vero Beach, featuring eight out-and-back arms and multiple distances from a 5K to 100 miles. Completing all eight arms within 32 hours earns the Octopus Buckle.

A night trail race on July 18, 2026 in Green Swamp West Tract near Dade City, Florida. The 30K course mixes pasture lanes, singletrack, sand and berms, with aid stations every 3 to 5 miles and no cut-off time.

A multi-distance running event in Orlando on 2026-07-18 featuring a half marathon, 10K, 5K, shorter youth races, relay and a virtual option with mailed packets and race swag.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

A night trail half-marathon in the Green Swamp West Tract near Dade City, Florida, with run and ruck options, a turnaround aid station, labeled drop bag support, ruck weight standards, and a post-race potluck.

Trail run at Central Florida Bible Camp in Eustis with a roughly 3.2 mile two loop option and a single loop fun option. Runners can attempt up to ten field day stations such as inflatable obstacles, axe throwing, and cornhole.

Tick Tock Ultra on September 19, 2026 is a timed ultrarunning event with 6 hour and 12 hour individual formats plus a 12 hour 5 person relay, organized by Ultra Ultras.

A timed lake lap event at Lake Hollingsworth in Lakeland, FL offering 12 hour, 6 hour and team relay options. Runners complete 2.84 mile laps on a paved walkway and the field is limited to 200 entrants.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.