Trail Running calendar near Middleburg 2025-2026

Join the historic IQ FIBER Winter Beach Run at Jacksonville Beach, running since 1976, for a scenic 10 mile or 5K on packed sand, finishing with medals, hot chocolate and snacks. Family friendly and part of the Jacksonville Grand Prix serie..

Explore shaded single track trails around historic Fort Clinch in Fernandina Beach with 10K, 30K and 50K distances. Chip timing, shirts, finish meals and beer, plus finisher awards and state park passes for top men and women.

Run scenic single track through Jennings State Forest near Middleburg Florida with options from 7K to a challenging 50K. Enjoy creek crossings, vistas above Black Creek and technical climbs on the Pioneer Trail for a true trail experience.

Tackle a flat 3 mile loop on Jekyll Island in this 34 hour timed event with live chip timing and lap tracking from Yeti Headquarters. Finish 100 mile to earn a buckle while other distances get large medals and runners should bring a reusabl..

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.

Join the Florida Run at Manatee Springs State Park for scenic trail races through cypress and clear spring water, with half marathon, 10K and 5K options. Enjoy beautiful views and the chance to spot manatees in the wild.

Take on the 13th Angry Tortoise trail run in Cary State Forest near Jacksonville, choosing 25K or 50K courses over scenic forest roads with solid aid station support. Finishers get awards, lunch and free hot showers while helping Florida St..

Run single track trails at the Swamp Trail Race in Palm Coast, FL where 50K, 50K relay, 30K and the Debby 10K breast cancer fundraiser bring trail runners together. Field limited to 125 so register by Feb 18.

Join the Unicorns Among Us 5k in Ormond Beach on Feb 21, in person at Ormond Brewing Company or virtually. Enjoy a chip timed 5k with event shirt and medal, a free brewery pour with your bib, and support The Heterotaxy Connection.

Run through Ocala in the Painted Horse Urban Ultra, an untimed urban adventure and scavenger hunt with 55k and 25k loop courses visiting dozens of painted horse installations. Navigation heavy and mostly self supported.

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.

Escape to the Juniper and Hopkins Prairies for a scenic out and back ultra in Ocala National Forest, with 50K and 30K options. Entry is free, the field is capped at 50, registration opens Dec 1, 2025, and carpooling is encouraged.

Run a 5k or 10k on the flat, fast Archer Braid Trail in Archer, Florida on Saturday March 28, 2026. Enjoy a peaceful paved out and back course with professional timing and age group awards, plus free entry for Florida Track Club members.

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.

Run for a cause at the Safe Animal Shelter Fundraiser Trail Run in Middleburg FL on April 12, 2026, featuring scenic flat trails on Sandridge Trail and 5K, 10K and half marathon distances. Proceeds support Safe Animal Shelter and every entr..

Run the Skunk Ape in Ocala FL on April 25 to 26 with 50 Mile or 100 Mile options on scenic trails. Expect sandy single track through pine woods and lakes, strong aid station support, with a buckle for 100 Mile runners.

The Tick is a point to point trail ultramarathon of about 57 miles through the Ocala National Forest along the Florida National Scenic Trail. Crew support is required on this wild, scenic route.

Run scenic single track trails and rolling hills at San Felasco Preserve in this benefit trail race benefiting Friends of San Felasco. Choose 25k or 50k with aid stations, a TailGate2Gate celebration and custom finisher medal and glass.

Run The Jacks at MalaCompra Greenway Trail on October 25, 2026, a shaded single track seaside trail event offering 50 km, 24 km and 12 km distances. Limited to 150 runners, enjoy ocean views and a friendly trail race vibe.