Trail Running calendar near Osteen 2026-2027

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.

Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.

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 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.

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.

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.

Point to point trail races in Volusia County offering 50 mile, 50K and 17K courses that finish at Central 28 Beer Company in DeBary, Florida.

A multi-distance trail event in Christmas, Florida on January 30 and 31, 2027, running through Tosohatchee and nearby state forests with single track, varied terrain, wildlife viewing, course maps, aid station details, and crew and voluntee..

A 12-hour, donation-supported trail run at Whispering Pines Park featuring a marked 5-mile loop through shaded single- and double-track trails. Participants may complete as many laps as they wish and receive an award after two loops.

A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.