Trail Running calendar near Silver Springs 2025-2026

Find your pace on shaded trails at Wekiwa Springs State Park with timed loop races from 6 to 24 hours and a 24 hour relay option. Held January 3 to 4, 2026 in Apopka, Florida, the scenic 3.2 mile loop showcases wildlife and campsite support..

Croom Zoom is a scenic trail run in Brooksville's Croom Park through oak hammocks and tree canopy, with 50K, 20 mile and 10 mile options. Entries cap at 250, so register by January 1, 2026 to secure your spot and chase a finisher award.

Monroe Cross Trail 50 Mile Ultra in DeBary, Florida offers 50 mile, 50K, and 17K on scenic paved multi use regional trails. The point to point 50 mile finishes at Central 28 Beer Company with finisher medals and prizes for top finishers.

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.

Join the Masaryk Wine Run 5K at Masaryk Winery for a scenic vineyard run with chip timed results and free race photos. Participants get a tee, shatterproof collapsible wine glass, a finisher medal that doubles as a bottle stopper and a pour..

Forgotten Florida is a trail weekend near Oviedo and Christmas, FL offering 8, 15, 50 and 100 mile races through Tosohatchee and nearby state forests. Mostly single track trails and a community vibe with proceeds aiding trail conservation.

Join the Night Owl 5K, Coyote 10K or the Nighthawk 15K challenge at sunset on Colt Creek State Park trails. Expect rugged terrain and a required headlamp for the 5K, plus shirts and medals for all and an extra medal for challenge finishers.

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.

Run the Skunk Ape’s Revenge on February 14 in Dade City with 60K, 30K and a 30K Ruck across sandy single track, fire berms and dirt roads. Finishers get hats and stickers, top four men and women earn awards, and the race supports a pet food..

Run along the scenic Lake Apopka trails from Magnolia Park on February 15, 2026 with 30K, 8 Mile and 5K options plus a virtual race. Enjoy technical shirts, finisher medals and post race snacks while supporting local trail conservation.

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.

Join the 39th Real Florida 5K 10K at Wekiwa Springs State Park for a scenic off road run through natural Florida. Choose 5K or 10K, enjoy a capped field for a relaxed race vibe and a tech shirt and finisher medal for all entrants.

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.

Run single loop trails along the Withlacoochee River and through serene forest at the Long Play Trail Run in Brooksville. Choose from a 33.3 mile race, a half marathon or a 6K and earn a collectible vinyl record finisher award.

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 the Formosa Spiked Apple 5k at Formosa Winery in Kissimmee for a scenic, partly grassy course and tasty cider treats. Choose 5 km or 1.5 mile, get a cider donut and a finisher medal that doubles as a bottle opener while supporting Flor..