Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 207 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
October 2026
Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.
A weekend of obstacle-course events at Lake Nona with Sprint, Super, kids races, Hurricane Heat and a pre-event workshop, Oct 9 to 11, 2026.
A trail event at Tall Timbers on October 10, 2026, offering a 20K run and a 14K ruck with a three hour cutoff and marked aid stations.
A community cross country 5K at Anthony Pleasant Park in Century, FL on October 10, 2026, organized by the Century Lions Club with age-group and overall awards.
Beachside community event at Coquina Beach offering a timed 5K, a 1 km fun run, and a virtual 5K with shirt and medal.
Trail 5K and 1 mile walk at Ann and Chuck Dever Regional Park with costume awards, finisher medals, post race refreshments, and proceeds to a local scholarship fund.
Point to point 50K on October 17, 2026 along the Florida National Scenic Trail west corridor, requiring GPX navigation and a carried phone.
A Halloween-themed 5K, 1-Mile Fun Run and virtual 5K in Dunedin/Palm Harbor benefiting Club-214 Land & Sea and veteran support services.
A community 5K at DeLeon Springs State Park on October 17, 2026, offering an in-person run and a virtual 5K to support the Friends of DeLeon Springs State Park.
An urban 5K adventure race and a shorter untimed fun run at Independence Landing in Tallahassee on October 17, 2026. The 5K features at least five challenges along the route and finishers receive medals.
Second annual Withlacoochee River 5K Run/Walk in Dade City on Oct 17 2026 with live 5K, 1 mile and virtual 5K plus medals, awards and charitable giving.
A Florida-based series of off-road endurance events featuring recurring 5K and 10K trail runs, cross country races, and longer mountain-bike competitions.
Trail and ruck events of 5 and 10 miles at Jennings State Forest on October 18, 2026, featuring the Sawyer Trail, Many Seeps Bridge, cupless aid station, and awards.
A USATF sanctioned 24 hour event at Gulf Coast State College where participants run one mile every 30 minutes, with individual and two person relay options.
Trail races of 25K and 50K in Alachua FL through San Felasco Hammock Preserve State Park with on-course aid stations, finisher awards, and proceeds benefiting Friends of San Felasco.
A Halloween-themed trail event on October 24, 2026 in Ocala with 5K and 10K run and ruck options plus challenge entries.
The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.
An evening 5K in Sebastian with a haunted trail and family activities; proceeds support counseling and peer support for local first responders.
6th Annual Halloween Hustle at Jonathan Dickinson State Park offers in person and virtual 5K trail races with chip timing, included shirt and medal, and age-group awards.