Trail Running calendar near Middleburg 2025-2026

Join the Candy Cane Course in Jacksonville on December 27 for festive 1 Mile, 5k, 12k and Kids Dash options plus a virtual race. Enjoy finisher medals, chip timing for the 5k and 12k, and holiday cheer while supporting Toys for Tots.

Enjoy a winter beach run at Jacksonville Beach on January 10 with 10 mile and 5K courses on packed sand near low tide. All finishers get medals and long sleeve shirts and post race hot chocolate at Seawalk Pavilion.

Gear up for the Time Travel Race Weekend in Jacksonville on January 18, 2026. Choose from a fun Kid's Dash and 1 Mile to chip timed 5k, 10k, and Half Marathon with medals and live results, or join virtually from anywhere.

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.

Run a 5 km in person or virtual in Ormond Beach on Feb 21, 2026 to honor a child and support The Heterotaxy Connection. Registration includes a shirt, medal, chip timing for the in person race and a free pour at the finish.

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.

Run for the Springs is a community 5K trail run at Silver Springs State Park, featuring scenic forest trails and a family friendly atmosphere. Enjoy a kids area, refreshments and door prizes while supporting local septic grants.

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.

Join Time to Paddy in Jacksonville on March 28, 2026 for 5k, 10k, Lucky 13.1 and family fun. Run in person or virtually and enjoy chip timing, free photos and post race food.

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.

Run the scenic trails at Silver Springs on March 29, 2026 with Half Marathon, 10K, 5K or Virtual options amid river views and wildlife. All finishers receive a tech shirt and medal and top runners earn podium awards.

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.