Trail Running calendar near Osteen 2025-2026

The The Florida Run - Lake Louisa State Park will take place in Clermont on Saturday 8 November 2025. You can run between 3 and 13 miles.

Take on Across Florida 200, a supported 200 mile point to point trail run finishing at St. Augustine Beach Pier. Tackle forests, rails to trails and dirt roads in a 96 hour cutoff with 14 aid stations and live tracking.

Run the Landbridge Trail 5k in Ocala on a well marked loop that climbs to the top of the Marjorie Harris Carr Landbridge along the Florida Trail. All finishers get a custom wooden medal and a hot pancake breakfast with post race social.

Run or walk the Trails to Success 5k at Gemini Springs Park, a scenic out and back along the shaded Spring to Spring trail with oak and pine woods and a chance of wildlife sightings. Enjoy music, light food and a Gemini Springs finisher med..

Take on the Colt 45 Trail Race at Colt Creek State Park on November 22, 2025, with distances ranging from 14 miles to a full 60 mile challenge. Run scenic looped trails past wildlife, enjoy stocked aid stations, handcrafted finisher awards..

Celebrate Thanksgiving with the Turkey Day 5K in Clermont, a festive waterfront 5K along Lake Minneola at Waterfront Park. Enjoy a soft race shirt, turkey finisher medal, chip timing and scenic views for a fun holiday run.

Take on Florida 48 in Ocala FL: a 4x4x48 ultra where you run 4 miles every 4 hours for 48 hours. Enjoy on site camping, meals, and a finisher award in an intimate 100 runner field for a true community endurance test.

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.

Take on the Wekiwa Springs Ultra on Jan 3 to 4, 2026, choosing a 12 hour or 24 hour solo challenge or a 24 hour relay on a scenic 3.2 mile trail loop. Expect shaded paths, wildlife sightings, on course aid, and memorable finisher swag.

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..