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.

Five hours of repeating a 2.5 mile one-way single-track on Section 4 near Middleburg, FL, with limited support, cupless rules, and a small field capped at about 40 to 45 participants.

An 8 Hour timed ruck event at Ross Prairie Trailhead near Dunnellon, FL featuring a 6.5 mile loop across berm roads and sandy trails. Combat Racing Events offers rucking divisions with enforced minimum pack weights and on site camping.

A trail event in Middleburg, Florida with a 2.75 mile loop offering a 9K option plus 3, 6, and 12 hours formats and ruck categories; cupless policy with aid stations and proceeds supporting local recovery organizations.

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.

A point to point 50K on the Florida National Scenic Trail in Ocala, FL, run as a no-frills wilderness event with aid stations and one drop bag; runners must download the GPX and carry a phone.

Trail races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, FL, using single-track and double-track trails with staffed aid stations and a TailGate2Gate celebration zone. Net proceeds support Friends of San Fela..

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.

A multi-distance trail event at Dunns Creek State Park on November 7, 2026, featuring an approximately 11.75 mile loop, two on-course aid stations, published cutoffs, and organized support from Sombrero Running.

Timed 12- and 24-hour and fixed-distance ultra events held on a paved USATF-measured 2-mile loop in Ravine Gardens State Park, Palatka, FL, with onsite aid, marked-bottle hydration, enforced cutoffs, and required personal lighting for night..

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 in San Felasco Hammock Preserve State Park on November 21, 2026. Competitors run repeated 4.167 mile loops each hour until one runner completes a loop no other does. No aid on course; water and bathrooms are available at the..

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 multi-distance trail event on a 7.2-mile loop in middleburg, FL, featuring 100, 50, 35, 14 and 7 mile options, cupless aid stations with hot food, campsite access on the loop, and specific pacer policies.

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.

A trail event in Middleburg, Florida on the Pioneer Trail offering a 50K, marathon, 12K and 7K. Courses feature varied single track, technical sections, stream crossings and mapped GPX files, with aid stations and time limits for each dista..

A donation based 12 hour trail event in Inverness, FL on a 5 mile loop with packed sand and pine needle surfaces. The course is marked and supported by an aid station with a communal potluck; capacity is 185 runners.

A multi-format timed running festival in Middleburg, FL offering 3/6/12/24/48-hour events and relays, a cupless single aid station with hot food, on-site medical and footcare support, runner village and RV parking with no hookups.