Trail Running calendar near Chiefland 2025-2026

Location: Middleburg, FL, on the Sandridge Trail in Jennings State Forest. The S.O.S. endurance event uses a roughly 2.75‑mile loop for multiple timeframes: 9K and 3-, 6-, and 12-hour options.The race features a cupless policy, so participants bring their own handheld bottle or hydration vest. There..

FTC Short and Long Trail Run takes place in Alachua, Florida, at San Felasco Hammock Preserve State Park. Runners choose between two off-road loop distances: a 3.8-mile short loop and an 8.3-mile long loop. The course starts at the North Entrance to the park along Progress Blvd (Alachua side) and tr..

John Holmes Trail Run takes place in Brooksville, Florida, at Croom Park within the Withlacoochee State Forest. Now in its 33rd running, this Southeast’s oldest 50K trail race began as the Croom Trail 50K and was renamed in 2006 to honor founder John Holmes. The challenging course runs along the Cro..

Tom Walker PREVIEW 5k and 10k in Gainesville, Florida, takes place Saturday, October 11, 2025. The events offer 5k and 10k distances on the Gainesville-Hawthorne Trail, following part of the Tom Walker Half Marathon course planned for the following month. The route offers a scenic, trail-running atm..

Halloween Havoc at Dunn Cemetery is a 3.75-mile out-and-back trail race held on the Pioneer Trail in Jennings State Forest near Middleburg, Florida (1335 Long Horn Rd). Runners traverse a relatively flat loop that passes Dunn Cemetery at the 2-mile mark, under a moonlit sky with glow sticks lining t..

The Itch is a rugged, no-frills 50K trail race in Ocala, Florida, running along the Florida National Scenic Trail’s West Corridor. This point-to-point course travels from the East-West Junction to the Baseline Road Trailhead, winding through Florida’s wilderness with minimal amenities. Runners recei..

Gate2Gate Trail Run takes place in Alachua, Florida, starting in the northern area of San Felasco Hammock Preserve State Park outside Alachua. The event offers 50K and 25K courses. Runners begin on single-track trails in the park’s northern section, then transition to double-track hiking trails in t..

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined 5K+10K challenge races. Participants race through scenic tra..

Azalea 12/24 Hour is a multi-distance ultramarathon held in Palatka, Florida, at Ravine Gardens State Park. The event offers 50-mile, 24-hour, and 12-hour options on a paved USATF-certified 2-mile loop. Runners traverse a scenic ravine lined by towering oaks, with a tunnel-like canopy, winding curve..

Wild Florida Trail Run is Run Bum Races’ scenic trail ultramarathon in White Springs, Florida, benefiting the Florida Trail Association. The event offers three distances: 50K (point-to-point from Suwannee Springs to Stephen Foster Folk Culture Center State Park), 25K (point-to-point to the finish),..

Last of the Felascans is a backyard-style ultra held at San Felasco Hammock Preserve State Park in Alachua, Florida. Racers tackle a 4.167-mile loop every hour, with the loop distance engineered so a 24-hour day yields 100 miles. The course combines daytime forest trails and a dirt road section afte..

The Turkey Trot Trail in Gainesville, FL, is an annual Thanksgiving Day event featuring 5K and 10K trail races hosted at Critter Creek Farm Sanctuary. The sanctuary is a 210-acre vegan property dedicated to rescuing farm animals and preserving wildlife. The scenic course runs through fields and fore..

Florida 48 – 4x4x48 Ultra Marathon takes place at Shangri-La Trailhead & Campground in Ocala, Florida. The event challenges participants to complete 4 miles every 4 hours over 48 hours, totaling 48 miles, on a non-technical out-and-back course. The route starts and returns to camp, featuring 0.75 mi..

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..

Croom Zoom is a trail running event held in Brooksville, Florida, inside Withlacoochee State Forest. Runners tackle three distances on the Croom Park trails: 50K, 20M, and 10M. The course centers on a main 10-mile loop with a starter loop for the longer distances, weaving through oak hammocks and Fl..

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K, and 7K. The courses traverse the diverse Pioneer Trail, kno..

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 options including 3, 6, 12, 24, and 48-hour runs, accommodating runners from first-time ultramarathoners to seasoned ath..

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, the race offers participants an intimate experience surrounded by towering cypress trees and c..

Florida Death Race is an ultratrail held in White Springs, Florida, run by Run Bum Tours. It features two point-to-point Florida Trail events: a 74-mile course with about 2,500 feet of elevation gain and a 21-hour cutoff, and a 37-mile “baby” race with about 1,500 feet of gain and a 12-hour cutoff...