Trail Running calendar near Chiefland 2025-2026

Moon Over Croom is an evening trail running event held at Croom Park in Brooksville, Florida. The race features three distance options: 21 miles, 14 miles, and 7 miles, all run on a well-marked 7-mile loop combining the B-C Loop and C-Loop trails. Participants run in the dark, using headlamps and gl..

Sufferfest on Section 4 is a challenging 5-hour endurance event held in Middleburg, Florida, along the technical and hilly Section 4 of the Pioneer Trail. Participants traverse a roughly 2.5-mile out-and-back single-track course featuring switchbacks and scenic overlooks of Black Creek. The event em..

The Hot August Night Trail Race is an exciting night running event taking place in the Citrus Tract of the Withlacoochee Forest, Inverness, FL. Participants can choose from three distances: 5 miles, 10 miles, or 20 miles, all set against the backdrop of a beautiful forest under the stars. The course..

S.O.S. in Middleburg, Florida, is a unique running event held on the scenic Sandridge Trail within Jennings State Forest. Participants can choose from a 9K distance or time-based challenges of 3, 6, or 12 hours, all run on a 2.75-mile loop.The race features a cupless format, encouraging runners to b..

The John Holmes Trail Run, held in Brooksfield, Florida, is the Southeast's oldest 50K trail race, celebrating its 33rd running in 2025. The event offers three distances: 50K, 16 miles, and 9 miles, all starting and finishing at the Tucker Hill Fire Tower within Croom Park and the Withlacoochee Stat..

The Itch is a challenging 50K trail race held in Ocala, Florida, along the Florida National Scenic Trail’s West Corridor. This point-to-point event starts at the East-West Junction and finishes at the Baseline Road Trailhead, offering runners a rugged wilderness experience through Florida’s scenic t..

The Gate2Gate Trail Run, held near Alachua, Florida, offers 25K and 50K distances through the scenic San Felasco Hammock Preserve State Park. This course features diverse terrain including high-quality single-track mountain bike trails, open fields, rolling hills, and birding trails, showcasing one..

The Azalea 12/24 Hour is an ultramarathon event held at the scenic Ravine Gardens State Park in Palatka, Florida. Participants can choose from 12-hour, 24-hour, or a 50-mile race with a 15-hour cutoff for the 50-mile distance. The course features a USATF Certified 2-mile paved loop winding through h..

The Wild Florida Trail Run, held in White Springs, Florida, offers 50K, 25K, and 10K trail races benefiting the Florida Trail Association. The 50K and 25K are point-to-point courses starting near Suwannee Springs and finishing at Stephen Foster Folk Culture Center State Park, while the 10K is a sing..

The Last of the Felascans is a challenging backyard ultra held in Alachua, Florida, within the scenic San Felasco Hammock Preserve State Park. Participants run a 4.167-mile loop every hour on a course featuring trails by day and dirt roads by night, with no pavement throughout. The race continues un..

The Festivus 100 Miler Trail Run, held in Middleburg, Florida, offers multiple race distances including 100 miles, 50 miles, 35 miles, and 14 miles. This trail running event takes place in early December and is known for its challenging courses set in natural terrain. The race promotes an inclusive..

The Sombrero Ultra Running Festival (SURF) is an endurance running event held in Middleburg, Florida, at the Clay County Regional Sports Complex. It offers a variety of timed race distances including 3, 6, 12, 24, and 48-hour events, with both day and night options. The festival aims to accommodate..

Whispering Pines is a free, flexible trail running event held at Whispering Pines City Park in Inverness, Florida. Featuring a 5-mile loop of mixed single-track and double-track trails with packed sand and pine needle surfaces, the course offers gentle hills, ample shade, and two paved road crossing..

The Florida Run at Manatee Springs State Park is an exciting trail running event set to take place in Chiefland, Florida. Participants can choose from three race distances: a half marathon, a 10K, and a 5K, all set against the stunning backdrop of cypress trees and crystal-clear spring waters. This..

The Florida Death Race is a challenging 74-mile point-to-point trail race held in Florida, starting at Full Circle Dairy in Lee and finishing at Stephen Foster Folk Culture Center State Park in White Springs. The course follows about 90% of the scenic Florida Trail, primarily along the Suwannee Rive..

The Long Play Trail Run, held in Brooksville, Florida, offers a scenic single-loop trail race through the Croom Tract of the Withlacoochee State Forest. The main event is a challenging 33.3-mile run along single-track trails, featuring five full aid stations and two hydration stops. For those seekin..

The Two Prairies Ultra is a no-fee FAT ASS ultra running event held in Fort McCoy, Florida, within the Ocala National Forest. Participants can choose between a 50K or 30K distance, with the 30K covering only the southern half of the course. The race starts at Pat's Island Trailhead and features two..

The Withlacoochee Trail Marathon is a trail running event held near Lecanto, Florida, within the Two Mile Prairie Tract of the Withlacoochee Forest. It offers marathon, half marathon, and 10K distances on hiking and horse trails, providing a scenic and natural running experience. The race features t..

Sweat, Swat n Swear is a trail running event held at Mutual Mine Campground in Inverness, Florida, featuring distances of 50K, 25K, and a 10-mile race. The course loops through the C & D loops of the Citrus Tract in the Withlacoochee Forest, with each distance being a single loop starting and finish..