Trail Running calendar near Orlando 2026-2027

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

An 8 Hours timed trail event at Ross Prairie Trailhead in Dunnellon, FL using the Berm Loop of the Skunk Ape 100 course across sandy fire lines, pine forests and dry prairies. Loops are 6.5 Miles with self crewing and onsite camping.

A night trail half marathon in the Green Swamp West Tract near Dade City, FL, with a run and a ruck option, pink-flagged course to McNeil Trailhead, stocked aid at the turnaround, and a post race potluck and camping options.

A timed lake-lap endurance event at Lake Hollingsworth in Lakeland, FL offering 12 hour and 6 hour individual races plus a 12 hour 5-person relay. Laps are 2.84 miles and part of every entry supports the Pheel Good Foundation.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

The John Holmes Trail Run will take place in Brooksville on Saturday 3 October 2026. You can run between 9 and 50 kilometers.

Orlando Spartan Weekend at Lake Nona on Oct 10 and 11, 2026 features obstacle course events from a 5 km sprint with 20 obstacles to a 10 km super with 25 obstacles. Team entries can secure shared start times and verified discounts are avail..

A point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, Florida, with minimal course markings so runners must carry a phone and download the GPX; aid stations and one drop bag location are provided.

Experience an off-road 5k trail run with your dog at Rock Springs Run State Reserve. This dog-friendly event features a spooky theme, finishers medals for both humans and pets, and supports local animal rescues.

This Halloween trail race offers a spooky evening on the Florida Greenway. Choose from 5k, 10k, or a combined challenge in either run or ruck divisions. Costumes are encouraged, and all finishers get a medal.

A trail event in Palm Coast Florida featuring 50K, 24K and 12K loops on mostly single track near the Atlantic Ocean. The field is limited to 125 runners and all finishers receive shirts and awards.

Celebrate Halloween with a spooky 5K in Clermont. The evening event features haunted zones, a costume contest, and a live DJ. A virtual 5K option is also available.

Trail run at Lake Louisa State Park on November 7 2026 offering 5K 10K and half marathon across varied trails with aid stations and age group and team awards.

Celebrate Thanksgiving with a series of themed races including a Half Marathon, 10k, and 5k in Orlando. Enjoy chip timed results, finisher medals, and family friendly distances like the Kids Dash and 1 Mile fun run.

A trail event at Dunns Creek State Park near Pomona Park Florida featuring looped courses from 8K to 100 miles, varied terrain with water crossings and scenic forest views, on-site runner village parking, camping and charity partners.

A timed endurance event at Ravine Gardens State Park in Palatka, Florida offering 12 hour, 24 hour, 50K and 50 mile formats on a paved USATF measured two mile loop. Aid stations and mandatory personal lighting are provided.

Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.

Savage Race Florida Fall takes place November 14, 2026 in Dade City, Florida, offering two obstacle-course options and rewards for completing multiple courses.

Honor America's veterans at this scenic out and back race along the paved Courtney Campbell Causeway Trail. Choose from multiple timed distances and enjoy panoramic views of Tampa Bay while supporting veteran suicide prevention.