Trail Running calendar near Osteen 2025-2026

The Croom Trail 50 Mile Fool Run is an annual trail running event held in Brooksville, Florida, featuring three race distances: a 50-mile, a 50K, and a 16-mile run. The course consists of scenic loops through the Croom Hiking Trail, showcasing the beauty of central Florida's longleaf pines and cypre..

The Florida Run at Colt Creek State Park offers an exciting trail running experience featuring three distances: a 5K, 10K, and half-marathon. Set against the stunning backdrop of Florida's natural beauty, participants will navigate through lush pine forests, serene lakeshores, and open meadows. The..

The Skunk Ape 100 Mile Endurance Run is an exciting ultramarathon event taking place in the scenic Marjorie Harris Carr Cross Florida Greenway, Ocala, FL. Scheduled for April 26-27, 2025, participants can choose between 100-mile and 50-mile distances, traversing beautiful landscapes including sand p..

The Stomp Out Suicide Trail Race is a significant running event aimed at raising awareness about suicide, which is the second leading cause of death among individuals aged 10 to 24. Scheduled for May 3, 2025, at Withlacoochee River Park in Dade City, Florida, the event features a scenic 10K, 5K, and..

The Tick is a challenging 57.5-mile point-to-point trail race taking place on May 3, 2025, in Astor, Florida. The course follows the scenic Florida National Scenic Trail, starting from Alexander Springs State Park and ending at the Rodman Reservoir Dam, including 7.41 bonus miles. Participants must..

The Palm Bluff Trail Race and Ultra Marathon, returning for its 13th year, offers a scenic trail running experience in the Palm Bluff Conservation area. Participants can choose from various events, including a 50K ultra marathon, half marathon, and two 12K races (competitive and fun run). All runner..

The AdventHealth Rock Springs 5K - 10K Trail Run is scheduled for May 17, 2025, at the Rock Springs Run State Reserve in Sorrento, Florida. Participants can choose between a 10K trail run (6.2 miles) and a 5K trail run (3.1 miles), with both courses featuring scenic loop trails. The event includes c..

The Turkey Creek 5K Trail Run is an exciting running event taking place in Palm Bay, Florida, on May 24, 2025. Participants can choose between a 5K Trail Run/Walk and a Virtual 5K Run/Walk, both designed to promote fitness and community engagement. Registration is available online until May 22, with..

The Sweat, Swat ‘n Swear event, organized by A1 Ultra Events, features three trail running distances: 50K, 25K, and 10M, taking place in the scenic Citrus Tract of the Withlacoochee Forest in Inverness, Florida. Participants will start and finish at the Holder Mine Campground, with hydration and aid..

Moon Over Croom is an exciting new trail running event set to take place at Croom Park in Brooksville, Florida. Participants will experience the unique challenge of running in the dark on a well-marked 7-mile loop course, enhanced with glow sticks for nighttime visibility. The event features three r..

The Florida Run LEFTOVER Trail Race is an exciting annual event taking place in Clermont, Florida, featuring both 4-mile and 8-mile trail runs. Scheduled for June 14, 2025, this race aims to utilize leftover medals, shirts, and other items, promoting sustainability while providing participants with..

The Skunk Ape Night Run is a unique 30K trail running event set in the scenic Green Swamp - West Tract of Dade City, Florida. Scheduled for July 19, 2025, this race embraces a fun and inclusive atmosphere, welcoming participants of all paces and experience levels. Runners can expect a diverse course..

The River to Sea 12/6 Hour Trail Race, taking place in Palm Coast, FL, features a scenic, flat, and shaded one-mile loop trail surrounded by palm and oak trees. This event caters to both novice and experienced runners, offering distances of 12 and 6 hours, ideal for those aiming to complete their fi..

The Hot August Night Trail Race is an exciting night running event taking place in the Citrus Tract of the Withlacoochee Forest, Inverness, FL. Participants can choose from three distances: 5 miles, 10 miles, or 20 miles, all set against the backdrop of a beautiful forest under the stars. The course..

The Wild Boar Night Run is a half-marathon event taking place in the scenic Green Swamp - West Tract in Dade City, Florida. Scheduled for September 13, 2025, this unique race features an out-and-back course that immerses participants in the natural sounds and sights of the swamp, including the calls..

The Tick Tock Ultra is an exciting endurance event taking place at Lake Hollingsworth in Lakeland, FL, featuring both 12-hour and 6-hour challenges. Participants will race along a scenic paved walkway, aiming to complete as many 2.84-mile laps as possible within their designated time. The event incl..

The Jacks 50K Trail Race, taking place on October 26, 2025, in Palm Coast, Florida, offers a scenic running experience along the beautiful Mala Compra Greenway Trail, just steps from the Atlantic Ocean. Participants can choose from three distances: 50K, 24K, and 12K, with the course primarily consis..

The Florida Run at Lake Louisa State Park offers an exciting trail-running experience set against the backdrop of Florida's natural beauty. Participants can choose from three distances: 5K, 10K, and Half-Marathon, each winding through diverse landscapes, including lush pine forests and scenic lakesh..

The Across Florida 200 is a challenging 200-mile endurance trail run that takes participants across the state of Florida. Scheduled for November 12-17, 2025, this fully supported event features a diverse course, including 110 miles on the Florida Trail, 10 miles of state park trails, and various dir..

The Colt 45 Trail Run is an exciting running event taking place at Colt Creek State Park in Lakeland, Florida. Participants can choose from four distances: a challenging 60-mile "Colt Double Malt," a 45-mile "Original Colt 45," a 45K "Colt Silver," and a 14-mile "Colt Mini." The course features scen..