Trail Running calendar near Orlando 2025-2026

The Ragnar Trail Florida will take place in Lithia from Friday 5 December 2025 to Saturday 6 December 2025. You can run 126 miles.

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.

Celebrate the season at RunFluent Christmas in Lutz FL on mixed surface trail loops with spectator friendly access. Pick a 4.45 mile, a 7 hour solo or a 2 person relay and earn a race shirt, finisher awards and 50k recognition.

Celebrate the season at the Candy Cane Course in Tampa on December 13 with festive 1 Mile, 5k, 12k, kids dash and virtual options for the whole family. Timed 5k and 12k races include finisher medals, shirts, free photos and Toys for Tots do..

Hit the trails at Doris Leeper Spruce Creek Preserve in New Smyrna Beach on December 13, 2025 for scenic loops through old growth forest, oak hammocks, river edge and salt marsh. Choose 12K, 24K or 48K and celebrate with a custom shirt, fin..

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.

Join the festive Candy Cane Course in Clermont on Dec 14, 2025, with a 1 mile, kids dash, 5k, 12k and a virtual option for all abilities. Expect shirts, medals, chip timing, finish line treats and a Toys for Tots toy drive.

Cancelled: Peace River 100 Miler in Bartow, Florida was a looped ultra on rolling grass and sandy trails with 10 mile loops and a 100 mile option. It featured plentiful aid, a hearty post race feast and strong community support.

Run scenic Wekiwa Springs trails in 12 hour and 24 hour solos or a 24 hour relay on a 3.2 mile loop. Night running, on course aid and finisher swag make this a memorable winter endurance weekend.

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.

Join the Time Travel Half Marathon in Tampa on Jan 11, 2026 with 5k, 10k, 1 mile and kids races plus virtual entries. In person runners enjoy a designer shirt, custom medal, chip timing and free photos for a lively finish line.

Test your limits at the Long Haul 100 in Colt Creek State Park in Lakeland FL with a six loop 100 mile race or a 100 Furlongs loop. This Western States qualifier awards buckles and WSER lottery entry for finishes under 30 hours.

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..

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 a relaxed, chip timed 5k through the vines at Masaryk Winery with wine themed swag and a post race pour. The grassy dirt course favors walkers and social runners over fast times.

Forgotten Florida is a trail running weekend in Christmas FL on Jan 31 Feb 1 2026 offering 100, 50, 15 and 8 mile courses. Run rarely traveled single track through palm groves and pine flatwoods for a true Florida trail adventure.

Join The Couple Shuffle in Tampa on January 31, 2026 for a festive couples friendly race offering a Kid's Dash, 2 Mile, timed 5k, 10k and 15K plus a virtual option. Expect shirts, medals, chip timing and age group awards.

Run the Ranch 5K in Sebring FL on Jan 31, 2026 invites runners and families to a scenic light trail course. Support Highlands County scholarships while racing at any pace and competing for age group medals.