Trail Running calendar near Chiefland 2025-2026

The Operation Outdoor Freedom Event is a running and rucking event taking place at Jennings State Forest in Middleburg, Florida. Participants can choose between a 5-mile trail run, a 10-mile trail run, or a 5-mile ruck, all set against the scenic backdrop of the forest. The course features a mix of..

The 2025 Trail of Payne 5K, 10K, and 1 Mile Fun Run is set to take place at Paynes Prairie Preserve State Park in Gainesville, Florida. This annual event, now in its 13th year, features a unique trail race experience with a new course layout. Participants can choose between a 5K, 10K, or a non-timed..

The Croom Trail 50 Mile Fool Run is an annual trail running event held in Brooksville, Florida, featuring three race distances: a 50-mile, a 50K, and a 16-mile run. The course consists of scenic loops through the Croom Hiking Trail, showcasing the beauty of central Florida's longleaf pines and cypre..

The Safe Animal Shelter Fundraiser Trail Run is an exciting event taking place in Jennings State Forest, Middleburg, Florida, on April 6, 2025. Participants can choose from three distances: a half marathon, a 10K, and a 5K, with all proceeds benefiting the Safe Animal Shelter, a nonprofit dedicated..

The Skunk Ape 100 Mile Endurance Run is an exciting trail running event set in the scenic Marjorie Harris Carr Cross Florida Greenway, Ocala, FL. Scheduled for April 26-27, 2025, participants can choose between 100-mile and 50-mile distances, with a 36-hour cut-off time for both. The course features..

The Sweat, Swat ‘n Swear event, organized by A1 Ultra Events, features three trail running distances: 50K, 25K, and 10M, taking place in the scenic Citrus Tract of the Withlacoochee Forest in Inverness, Florida. Participants will start and finish at the Holder Mine Campground, with hydration and aid..

Moon Over Croom is an exciting new trail running event set to take place at Croom Park in Brooksville, Florida. Participants will experience the unique challenge of running in the dark on a well-marked 7-mile loop course, enhanced with glow sticks for nighttime visibility. The event features three r..

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..

The Gate2Gate Trail Run is an exciting running event taking place in the scenic San Felasco Hammock Preserve State Park in Alachua, Florida. Participants can choose between two distances: a 50K and a 25K, both showcasing the park's diverse trails, including single-track paths and rolling hills. The..

The Wild Florida Trail Run, organized by Run Bum Races, features scenic trail races in White Springs, Florida, offering 50K, 25K, and 10K distances. The event supports the Florida Trail Association, with proceeds aiding in the development and maintenance of hiking trails across the state. Runners ca..

The Last of the Felascans is a unique backyard ultra running event held in Alachua, Florida, at the scenic San Felasco Hammock Preserve State Park. Participants run a 4.167-mile loop every hour, with the challenge of completing each loop within the hour to avoid elimination. The event continues unti..

The Festivus 100 Miler Trail Run is an exciting endurance event taking place in Middleburg, Florida, featuring multiple race distances including 100 miles, 50 miles, 35 miles, and 14 miles. This trail run is designed for both seasoned ultrarunners and newcomers, offering a challenging yet rewarding..

The Sombrero Ultra Running Festival (SURF) is an exciting ultra-running event taking place in Middleburg, Florida, designed to bring together runners of all levels. Scheduled for February 13, 2026, the festival features various race distances, including 3-hour, 6-hour, 12-hour, 24-hour, and 48-hour..

Whispering Pines is a fun and social running event taking place in Inverness, FL, featuring a 12-hour loop course on scenic trails. Participants of all ages and abilities can run or walk as many laps as they wish on a 5-mile trail loop, with the event promoting a laid-back atmosphere. The event is f..

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 running event that takes place along a scenic section of the Florida Trail, primarily following the picturesque Suwannee River. This race is designed to test participants with a mix of technical trails and remote landscapes, offering a unique experienc..

The Long Play Trail Run is a premier trail running event held in Brooksville, Florida, featuring a challenging 33.3-mile single loop course through the scenic Croom Tract of the Withlacoochee State Forest. Participants can also choose from a Half Marathon and a 6K option. The race starts and finishe..