Trail Running calendar near Holiday 2026-2027

Run the 30th Croom Fools Run on April 4 2026 in Withlacoochee State Forest near Brooksville Florida. Choose 16 mile 50K or 50 mile looped trail routes through pines creeks and cypress ponds with a capped field of 250 runners.

Run through scenic Colt Creek State Park in Lakeland on April 11, 2026 with 5K, 10K and half marathon options. Chip timed races include finisher medallions, swag and post race snacks for a fun day on the trails.

Join the fifth annual Turtle Trot at SunWest Park for 10K and 5K run or walk around scenic paved trails. Honor a fallen parks staff member and support Pasco County's adaptive programs while earning a finisher award.

Join the Kraken road race in Sarasota on April 12, 2026 for a fun 5k or 10k along scenic routes. Enjoy race shirts, snacks, a finisher bottle opener, live music, vendors and age group awards for a festive Sunday run.

The Funest 50k at Loyce Harpe Park invites runners to tackle twisty singletrack and rolling sand and dirt trails with 50k, 30k and 10k looped races. Limited fields and a $10 donation per entry to Polk County Parks and Recreation.

Run the Withlacoochee Trail Marathon on April 19 in Hernando on scenic forest trails with marathon, half and 10K options. All finishers earn an award and every entrant gets a cotton shirt and bib.

Run the Skunk Ape in Ocala FL on April 25 to 26 with 50 Mile or 100 Mile options on scenic trails. Expect sandy single track through pine woods and lakes, strong aid station support, with a buckle for 100 Mile runners.

Join Stomp Out Suicide on May 2, 2026 at Withlacoochee River Park for a scenic trail run or walk that raises awareness for suicide prevention. Choose 1 mile, 5K or 10K routes and enjoy a race shirt, snacks and a finisher award.

Hit the trails on May 24 in Inverness FL for Sweat, Swat n Swear offering single loop 50K, 25K or 10 Miler courses through the scenic Citrus Tract at Holder Mine Campground. Expect aid stations, a finisher award and a lively post race picni..

Run the Florida Run LEFTOVER Trail Race on June 13, 2026 at Lake Louisa State Park in Clermont, featuring scenic 4 and 8 mile trail courses. Professionally timed with awards, a leftover medal, live music and post race food for a family frie..

Take on the Skunk Ape Night Run 30K through Green Swamp in Dade City Florida, a moonlit mix of sand, mud, creek crossings and single track. Reflective markings, aid stations and a post race potluck make for a welcoming night on the trail.

Run under the stars in the Withlacoochee Forest at the Hot August Night Trail Race on single track packed with sand and pine needles. Headlamps required; all finishers get a handcrafted medal and a post race picnic.

Take on the Nightmare on the Clermont Trails 5K on Halloween for a spooktacular trail run with staged spook zones, live actors and a DJ. Dress up for the costume contest with prizes or join the virtual 5K from anywhere.

Enjoy a scenic trail run through pine forests, lakeshores, and meadows at Lake Louisa State Park this November 2026, with 5K, 10K, and half marathon options to suit every runner. Aid stations and on course restrooms help keep you fueled and..

Take on the Colt 45 Trail Race at Colt Creek State Park with four looped distances from a 14 mile loop to an epic 60 mile challenge. Aid stations, GPS files, handcrafted medals and a post race picnic create a welcoming trail festival.