Trail Running calendar near Chiefland 2025-2026

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 a nighttime trail running event held at Holder Mine Campground in Inverness, Florida, within the Citrus Tract of the Withlacoochee Forest. Participants can choose from 5-mile, 10-mile, or 20-mile distances, with the 20-mile race consisting of two 10-mile loops. The..

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 Brooksville, 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 event features a diverse course with single-track mountain bike trails, open fields, rolling hills, and birding paths across over 7,000 acres of protecte..

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 at San Felasco Hammock Preserve State Park in Alachua, Florida. Participants run a 4.167-mile loop every hour on a trail course by day and a dirt road by night, with no pavement throughout. The race continues until only one runner comple..

The Festivus 100 Miler Trail Run, held in Middleburg, Florida, offers multiple race distances including 100 miles, 50 miles, 35 miles, 14 miles, and 7 miles. This event caters to a wide range of trail runners, from ultra-distance athletes to those seeking shorter challenges. The race takes place on..

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 @ Manatee Springs State Park is a scenic trail running event held in Chiefland, Florida, featuring 5K, 10K, and half-marathon distances. Set within the beautiful Manatee Springs State Park, runners experience an intimate course surrounded by towering cypress trees and crystal-clear s..

The Florida Death Race is a challenging 74-mile point-to-point trail race held in Lee and White Springs, Florida, primarily along the scenic Florida Trail. Featuring about 2,000 feet of elevation gain, the course follows a picturesque section of the Suwannee River, with technical, winding singletrac..

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. Participants can choose from a challenging 33.3-mile ultra, a half marathon, or a 6K, all starting and finishing at the Ridge Manor Trailhead. The..

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

The Withlacoochee Trail Marathon is a trail running event held near Lecanto, Florida, within the Two Mile Prairie Tract of the Withlacoochee Forest. Scheduled for April 19, 2026, it offers a marathon (two 13.1-mile loops), half marathon (one 13.1-mile loop), and a 10K on hiking and horse trails. The..

Sweat, Swat ‘n Swear is a challenging trail running event held at Holder Mine Campground in Inverness, Florida. Scheduled for May 24, 2026, it offers three race distances: a 50K, 25K, and 10-mile run. The course is a single-loop route through the scenic Citrus Tract in Withlacoochee State Forest, fe..