Trail Running calendar near Fort White 2026-2027

This Ain't Your Mothers 50K and Trail Marathon on January 25, 2026 in Middleburg Florida offers single track, waterfalls, stream crossings and scenic vistas on the Pioneer Trail. Choices from 7K to 50K suit racers and adventurers.

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

Discover Manatee Springs on Saturday Feb 21, 2026 with scenic trail races through springs fringed by cypress where you might spot manatees. Choose a half marathon, 10K or 5K and enjoy nature, but entries are limited so sign up early.

Celebrate the Angry Tortoise's 13th anniversary at Cary State Forest on Feb 21 2026 with flat, fast trail courses in 25K and 50K. Well supported aid stations, post race lunch, and scenic forest roads make for a fun day.

Join the Painted Horse Urban Ultra in Ocala on Feb 21 for a self supported, navigation heavy adventure. Choose 55k or 25k routes that visit dozens of painted horse sculptures, and it is not a race but a sightseeing scavenger hunt.

Join the family friendly Run for the Springs 5K through scenic Silver Springs State Park trails on Saturday Feb 28, 2026. Enjoy a kids area, refreshments, door prizes, age group medals and a Traveling Cup for the fastest team.

Challenge yourself at the Jacksonville Trail Experience at Diamond D Ranch, an early season Spartan Trail that blends fast, runnable sections with muddy, ankle biting terrain. Choose 10K or 21K to test speed and grit.

Run the Florida Death Race on the scenic Florida Trail with 74 mile and 37 mile options, mostly single track and challenging cutoffs. Every runner carries a railroad spike and finishers cast it into a coffin in a dramatic rite of passage.

Two Prairies Ultra is a low key FAT ASS on the Florida Trail near Salt Springs, FL, with 50K and 30K options through scenic Juniper and Hopkins Prairies. Limited to 50 runners and encourages a trail donation; register by March 7.

Lace up for the FTC Archer Braid Trail 5k & 10k in Archer, Florida, a flat, paved out and back through peaceful countryside. Choose 5k or 10k, enjoy timed results, age group awards, and a midcourse hydration stop.

Hit the trails at Paynes Prairie Preserve on March 28, 2026 for the Trail of Payne featuring 5k, 10k and a 1 mile fun run. New course winds through varied terrain from soft sand and roots to sunny prairies and shady forest.

Explore the scenic trails of Silver Springs State Park on March 29, 2026 with a half marathon, 10K, 5K or virtual trail run. Enjoy a custom tech shirt and finisher medal as you race past springs, river and abundant wildlife.

Join the Safe Animal Shelter Fundraiser Trail Run in Middleburg Florida for scenic miles on the Sandridge Trail while helping local pets in need. Choose from a half marathon, 10K or 5K on wide flat trails, enjoy swag and a raffle entry.

Run the Withlacoochee Trail Marathon on April 19 in Hernando on scenic forest trails with marathon, half and 10K options. All finishers earn an award and every entrant gets a cotton shirt and bib.

The Skunk Ape Trail Race in Ocala, Florida offers 50 Mile and 100 Mile ultramarathons on a scenic 50 mile out and back loop through pine scrubs, lakes and prairie. Enjoy rugged trails, strong aid support and memorable finisher swag.

Run the Free to Fly Trail 5K at San Felasco Hammock Preserve on April 25, a scenic trail race that raises funds for Anew and survivors of human trafficking. Enjoy nature and make a real impact through housing, counseling and vocational supp..

Join Sweat, Swat 'n Swear on May 24, 2026 at Holder Mine Campground for scenic single loop trail runs in Withlacoochee State Forest with 50K, 25K and a 10 Miler. Marked courses, stocked aid stations and a post race picnic.

Run under the stars in the Withlacoochee Forest at the Hot August Night Trail Race on single track packed with sand and pine needles. Headlamps required; all finishers get a handcrafted medal and a post race picnic.

Gate2Gate Trail Run offers 25k or 50k through single track, open fields, and rolling hills at San Felasco Hammock Preserve State Park on Oct 24, 2026. Enjoy aid stations, a finisher glass and medal, and support Friends of San Felasco.

Experience the Wild Florida Trail Run along the Suwannee River in White Springs, Florida on November 7, 2026, with 50K, 25K and 10K options through oak and cypress lined trails. Proceeds benefit the Florida Trail Association.