Trail Running calendar near Longwood 2026-2027

A chip-timed trail run at Lake Louisa State Park on November 7, 2026 offering 5K, 10K and half-marathon distances with aid stations and on-course restrooms.

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.

Trail ultramarathon at Dunns Creek State Park near Pomona Park FL offering looped 100 mile, 100k and shorter distances with on course aid and overnight support.

Multiformat ultrarun at Ravine Gardens State Park in Palatka FL with 12 hour, 24 hour, 50K and 50 mile options on a USATF measured 2 mile paved loop.

A fully supported 200-mile point-to-point trail run across Florida from Yankeetown to St. Augustine Beach, featuring long sections of the Florida Trail, varied terrain, GPS tracking, stocked aid stations, and cash awards.

Savage Race in Dade City Florida on November 14 2026 features a 3 plus mile course and a 5 to 7 mile course with multiple obstacles; parking is $20.

A well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

A set of runs on November 21, 2026 in Brooksville, Florida features a 5K trail run, a 2.5K Turkey Trot with costumes encouraged, and a short Color Fun Run with colored powder. Proceeds support Scouting programs.

A Thanksgiving-themed 5K at Waterfront Park in Clermont, FL on November 26, 2026. The out and back course runs on the Upper Tampa Bay Trail and registration includes chip timing, a shirt, a finisher medal, awards, and photos.

A trail ultramarathon at Lake Louisa State Park with 50K and 25K options, varied singletrack terrain, four aid stations, and on-course media coverage.

End of season trail relay at Alafia River State Park near Tampa with team formats, a camping village, and on-site amenities like bonfires and music.

A marked 16.8 mile course preview at Colt Creek State Park in Lakeland, FL, with unstaffed water stops and primitive group camping available the night before.

Trail event in Lutz FL on December 12 2026 offering a new half marathon, relay options, a 4 miler, and a youth 4 mile.

Candy Cane Course in Orlando on 12/13/2026 offers 5K, 10K, 15K, a 1 Mile, a Kids Dash and a virtual option. Entries normally include a designer shirt, custom bib and finisher medal, with youth pricing for ages 12 and under.

A multi-format running event at Lake Wailes Park featuring 4.17 mile loops with 6 hour, 12 hour, single-loop and relay options plus aid stations and awards.

Invitation only no fee 100 mile endurance run in Enchanted Forest Nature Sanctuary, Titusville FL with 29 loops of a 3.46 mile trail and a 60 runner cap.

An early evening 10K and 5K on the hard packed sand of Daytona Beach with an optional 15K challenge for those who run both races.

A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.

A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.