Trail Running calendar near Osteen 2025-2026

Run the Turkey Burn Ultra at Lake Louisa State Park in Clermont Florida with 25K or 50K loop options across wooded singletrack, sandy hills, creeks and lakes. Clearly marked trails, four aid stations, pro timing and a finisher medal.

Celebrate Thanksgiving with Turkey Trails in Clermont on November 29, offering 1 Mile, 5k, 10k and Kids Dash races with in person and virtual options. Expect custom shirts, bibs and finisher medals plus family friendly fun for all ages.

Join Turkey Trails in Clermont on Nov 29 for a family friendly trail run at Waterfront Park with 1 Mile, 5K, 10K, Kids Dash and virtual options. Enjoy designer shirts, medals, live timing and scenic waterfront views for all ages.

Join the Little Big Water River 5K Trail Run and 1 mile stroll in Dade City, Florida on December 6, 2025 for a scenic true trail challenge. All finishers earn a medal and the day features a cookout with proceeds helping a new local church c..

Enjoy a festive Jingle Bell Dash 5K in Spring Hill on December 6 with a scenic cross country route at Bishop McLaughlin. Proceeds help build a new track and early registrants get a free race tee while top finishers receive holiday gifts.

Run scenic single loop trails through old growth forest, oak hammocks and salt marshes at the Trail Running Festival in New Smyrna Beach. Choose 12K, 24K or the epic 48K, with aid stations, a finisher medal and post race food.

Preview the 2026 LH100 course with a training run at Colt Creek State Park in Lakeland, FL on Dec 13, 2025. Run a marked 16.8 mile loop with water stops and day use facilities nearby. Registration closes Dec 12.

Join the Candy Cane Course at Waterfront Park in Clermont for festive races the whole family will love, from a family friendly 1 Mile and Kids Dash to timed 5k and 12k. Virtual and volunteer then run options add flexibility and holiday fun.

Peace River 100 Miler in Bartow, Florida scheduled for Dec 20, 2025 is cancelled. The race was set to challenge runners on looped grass and sandy trails with generous aid station fare and a 36 hour cutoff for the 100 mile distance.

Run shaded loops through Wekiwa Springs in Apopka, Florida on Jan 3 and 4, 2026 with 12 hour and 24 hour solo races plus a 24 hour team relay. Enjoy scenic trails, wildlife sightings and a lively runner village with campfires and shared cab..

Croom Zoom in Brooksville, FL invites you to run shaded trails through oak hammocks in Withlacoochee State Forest, with 50K, 20 mile and 10 mile options. The looped course keeps aid stations and drop bags within reach for a great day on the..

Tackle scenic Florida trails at Long Haul 100 in Colt Creek State Park, Lakeland. Choose the epic 100 mile challenge or a shorter 12.5 mile loop and enjoy wildlife, aid stations and a finisher buckle.

Run through time in Orlando at the Time Travel Half Marathon with 5K, 10K, half marathon, 1 mile and kids races, available in person or virtually. Timed distances feature chip timing, custom bib, designer shirt, finisher medal, free photos..

Take on scenic Volusia County trails on Jan 24, 2026 with 50 mile, 50K and 17K options starting or finishing at Central 28 Beer Company in DeBary Florida. Enjoy trail views, on course aid, postrace food and a beer to celebrate your finish.

Forgotten Florida by Run Bum Races is a weekend of trail runs in Christmas, Florida on Jan 31 and Feb 1, 2026, offering distances from 8 to 100 miles. Courses wind through palm groves, pine flatwoods and wetlands with chances to spot herons..

Race under the stars at AdventHealth Nighthawk Trail Run in Colt Creek State Park with 5K, 10K and a 15K Challenge. Rugged unpaved loops, headlamp required for the 5K, finisher medals and a race shirt promise a memorable night on the trails..

Run under the stars at Colt Creek State Park with a 5K, 10K, or the 15K Nighthawk Challenge combining both. Rugged trails, headlamp required, finisher medals and post race snacks for all finishers.

Run Skunk Ape's Revenge in Green Swamp, FL on Feb 14 with 60K, 30K and 30K Ruck options across sand, single track and rolling berms. Enjoy frequent aid stations, finisher hats, overall awards and support a pet food drive for Cindy's Pets.

Explore scenic Lake Apopka from Magnolia Park on Feb 15, 2026 with 30K, 8 mile, 5K or virtual options for runners, walkers and cyclists. Trail terrain, tech shirt, finisher medal and post race food await.

Family friendly trail run at Disney Wilderness Preserve in Kissimmee with 5K, 10K or Double Down options and a Gopher Tortoise Fun Run for kids. Hats and finisher medals provided; the race is untimed and cupless so bring hydration.