Trail Running calendar near Middleburg 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 Free to Fly Trail 5k is a scenic trail running event taking place at San Felasco Hammock Preserve State Park in Alachua, Florida. Scheduled for April 5, 2025, this race aims to raise awareness and funds for Anew, a non-profit organization dedicated to supporting survivors of human trafficking. P..

The Safe Animal Shelter Fundraiser Trail Run is a charitable event taking place in Jennings State Forest, Middleburg, Florida, aimed at supporting the local animal shelter. Participants can choose from three distances: a half marathon, a 10K, and a 5K, with all proceeds benefiting the shelter's miss..

The 2025 Southern Food Series features six 4K races held from April 25 to April 28, 2025, in Jekyll Island, Georgia. Participants can choose from various events, including in-person races and virtual options, with opportunities to earn points across multiple races. The series includes unique races s..

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 Tick is a challenging 57.5-mile point-to-point trail race taking place on May 3, 2025, in Astor, Florida. The race follows the scenic Florida National Scenic Trail, starting from Alexander Springs State Park and ending at the Rodman Reservoir Dam. Participants will encounter diverse ecosystems,..

The Sombrero Sizzler is an exciting running event hosted by Sombrero Running LLC, taking place on a scenic 1.25-mile paved loop in Jacksonville, Florida. Participants can choose from various race durations, including 3, 6, 9, or 12 hours, with a relay option available for teams. The course is flat a..

The River to Sea 12/6 Hour Trail Race, taking place in Palm Coast, FL, features a scenic, flat, and shaded one-mile loop trail surrounded by palm and oak trees. This event caters to both novice and experienced runners, offering distances of 12 and 6 hours, ideal for those aiming to complete their fi..

S.O.S. Middleburg, FL is a unique running event taking place in Jennings State Forest on September 6, 2025. This race aims to raise awareness for National Recovery Month and mental health issues, with a portion of the proceeds benefiting local recovery organizations.Participants can choose from a 9K..

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 Jacks 50K Trail Race, taking place on October 26, 2025, in Palm Coast, Florida, offers a scenic running experience along the beautiful Mala Compra Greenway Trail, just steps from the Atlantic Ocean. Participants can choose from three distances: 50K, 24K, and 12K, with the course primarily consis..

The Across Florida 200 is a challenging 200-mile endurance trail run that takes participants across the state of Florida. Scheduled for November 12-17, 2025, this fully supported event features a diverse course, including 110 miles on the Florida Trail, 10 miles of state park trails, and various dir..

The Wild Florida Trail Run, organized by Run Bum Races, is a scenic trail running event taking place on November 15, 2025, in White Springs, Florida. Participants can choose from three distances: 50K, 25K, and 10K, with the races finishing at the Stephen Foster Folk Culture Center State Park. The ev..

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 Florida Roots Trail Series at Fort Clinch is a vibrant running event that fosters community spirit among participants of all skill levels. Set against the backdrop of the historic Fort Clinch, the race features four distances: 5k, 10k, 30k, and 50k, offering a challenging yet enjoyable course th..

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..

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, hosted at Diamond D Ranch near Jacksonville, Florida, is a new addition to the Spartan trail circuit. This event features a scenic course with minimal elevation gain, making it ideal for runners looking to kick off the year with a speed test. Participants can choose between..