Trail Running calendar near Brooksville 2025-2026

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 Real Florida 5K and 10K is an annual cross-country race held at Wekiwa Springs State Park in Apopka, Florida. Celebrating its 39th edition in 2026, the event features an off-road course through scenic natural surroundings. Participants receive a commemorative T-shirt and medal, with awards for o..

All Day at Holloway is a running event held at Holloway Park in Lakeland, Florida, offering multiple distance options including 10k, 30k, 50k, and a 50k relay with five runners each completing a 10k loop. The course is a well-groomed, fast cross-country trail that blurs the line between trail and ro..

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 Funest 50k @ Carter Rd is a challenging trail running event held at Loyce E. Harpe Park in Mulberry, Florida. Offering 10k, 30k, and 50k distances, the race features a tough course with rolling hills and twisting sand and dirt trails through an old abandoned phosphate mine, now popular mountain..

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..

The Tick is a challenging 57.41-mile ultra running event held in Florida's Ocala National Forest, starting at Alexander Springs State Park and finishing at Rodman Reservoir Dam. The point-to-point course follows the Florida National Scenic Trail, featuring diverse ecosystems such as lakes, prairies,..

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..