Trail Running calendar near Middleburg 2025-2026

The Sombrero Sizzler is an annual timed running event held in Jacksonville, Florida, featuring distances of 3, 6, 9, or 12 hours, plus a 6-hour relay option for teams of up to four runners. The race takes place on a flat, fast 1.25-mile loop on a former military base, combining asphalt road and conc..

The River to Sea 12/6 Hour Trail Race takes place in Palm Coast, Florida, featuring a nearly one-mile loop trail surrounded by palm and oak trees in a classic old Florida hammock setting. The course is flat, shaded, and nontechnical, offering a scenic and comfortable running experience between the r..

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..

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 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 Jacks Trail Race, held in Palm Coast, Florida, offers 12K, 24K, and 50K distances on a scenic, hammock-shaded course just steps from the Atlantic Ocean. The race features a 7.66-mile Mala Compra Greenway Trail, mostly single track, with runners completing multiple loops depending on their distan..

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 Across Florida 200 is a fully supported, 200-mile endurance trail run across Florida, starting on the west coast and finishing at St. Augustine Beach Pier. The course features 110 miles on the famous Florida Trail, 10 miles of state park trails, 40 miles of dirt roads, 20 miles of Rails to Trail..

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 in Suwannee Springs and finishing at Stephen Foster Folk Culture Center State Park, while the 10K is a single..

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 IQ FIBER Winter Beach Run is a popular annual event held in Jacksonville Beach, Florida, featuring 10-mile and 5K races on firmly packed sand near low tide for optimal running conditions. Established in 1976, it is the second oldest running event in the Jacksonville area and offers a unique beac..

The Florida Roots Trail Series at Fort Clinch in Fernandina Beach, FL, offers a community-focused trail running event featuring distances of 5K, 10K, 30K, and 50K. Set within the scenic Fort Clinch State Park, the course includes canopied single-track trails winding around the historic fort, providi..

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 events, accommodating runners aiming for their first ultra or pushing for pe..

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 Gator Dash Trail Run takes place at Diamond D Ranch near Jacksonville, Florida, as part of the Spartan Trail series. The event offers two race distances: a 10K and a half marathon (21K). The course features minimal elevation gain with mostly non-technical terrain, making it ideal for a first spe..

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 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,..