Trail Running calendar near Chiefland 2026-2027

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.

Timed 8 hour ruck on a 6.5 mile berm loop at Ross Prairie in Dunnellon, FL with self crew areas, on site camping, and a rucking division with weight checks.

A trail event in Middleburg, FL with a 2.75 mile loop offering 9K and 3, 6, 12 hour formats and cupless aid stations.

Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.

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.

The Itch is a point to point 50K on the Florida National Scenic Trail West Corridor on October 17, 2026, running from Lake Kerr Road CR-316 to the Baseline Road Trailhead in Ocala. The route uses trail blazes, has on course aid and one drop..

Trail runs in San Felasco Hammock Preserve State Park near Alachua FL offering 25K and 50K loop courses with staffed aid stations and proceeds benefiting Friends of San Felasco.

An evening Halloween trail event near Ocala, FL on October 24, 2026 offering 5K, 10K and a 5K plus 10K challenge with run and ruck divisions, verified ruck weight rules, finisher medals and awards.

Trail running event in White Springs, Florida offering 50K, 25k and 10k distances with aid stations and cutoffs. Races finish at Stephen Foster Folk Culture Center State Park and benefit the Florida Trail Association.

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 two day event at All-Tech Raceway in Lake City, Florida combining gravel rides, a 5k run, a 1.5 hour team relay, and youth bike races, held on rural dirt roads and raceway facilities with on-site camping.

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.

Backyard Ultra at San Felasco Hammock where runners repeat a 4.167 mile loop each hour until only one completes a loop none of the others do.

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.

Multi-distance looped trail event in Middleburg FL featuring a 7.2-mile course, cupless aid stations, campsite access, and cutoffs up to 38 hours.

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.

Trail race on the Pioneer Trail in Middleburg FL offering 50K, marathon, 12K and 7K across varied single track with aid stations and available course maps.

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 weekend ultrarunning festival in Middleburg FL with 3 to 48 hour timed events, single aid station, footcare and on site medical support.