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.

A five hour out and back on Section 4 of the Pioneer Trail in Middleburg, FL with technical single track, switchbacks and creek overlooks. Limited to about 40 participants and cupless with basic aid at the halfway point.

An 8-hour timed ruck at Ross Prairie Trailhead in Dunnellon, FL, featuring repeated laps on a **6.5 mile** loop through pine forests, oak hammocks, dry prairie and sandy berm roads. Self-crewing and nearby campground facilities are availabl..

A trail event on the Sandridge Trail with a 2.75 mile loop offering 9K plus 3, 6, and 12 hour timeframes and ruck options. Aid stations are cupless and a portion of proceeds support local recovery nonprofits.

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 races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, Florida. The course mixes single track and double track trails, offers staffed aid stations with water and snacks, and donates net proceeds to Friends..

An evening trail event on October 24, 2026 in Ocala offering 5K and 10K run and ruck options plus a combined challenge, with ruck weight standards, finisher medals, and sections on the Florida Trail.

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.

A looped ultratrail at Dunns Creek State Park near Pomona Park FL featuring an about 11.75 mile loop, multiple race distances, two on-course aid stations and runner support at a central village.

An endurance event at Ravine Gardens State Park in Palatka, FL offering 50 mile, 50K, 24 hour and 12 hour formats on a paved two mile loop. Aid stations provide hot and staple foods and personal lighting is mandatory at night.

A well-marked 5K loop on the Florida Trail at the Landbridge in Ocala with a running and ruck option, timed results, custom finisher medals, and a sponsor-hosted post-race breakfast and social.

A backyard ultra at San Felasco Hammock Preserve State Park in Alachau, FL where runners repeat a 4.167 mile loop each hour until one runner completes a loop others do not. Base camps are limited and no aid is available on course.

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.

Festivus in Middleburg, FL uses a scenic 7.2-mile loop with multiple distances from 7 miles to 100 miles. The cupless event includes staffed aid stations, campground access, specific pacer rules, and set cutoff times for each distance.

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 races on the Pioneer Trail near Middleburg, FL, with a 50K, marathon, 12K and 7K. Mostly single track with technical sections, about 2,000 feet elevation, cup free and regularly spaced aid stations.

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 multi-format timed running festival near Jacksonville offering 3- to 48-hour events, a runner's village, on-site food and music, medical and foot-care support, cupless aid stations, RV parking without hookups, and awards including belts a..