Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 206 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
A Halloween themed 5K trail run and 1 mile zombie walk at Ann & Chuck Dever Regional Park on October 17, 2026 supporting the Zoomers 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 charity event in Dunedin with a 5K, a 1 mile fun run and a virtual 5K supporting Club-214 Land & Sea and local veterans.
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 race in San Felasco Hammock Preserve State Park near Alachua FL offering 25K and 50K loops, staffed aid stations, finisher awards, and proceeds to 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.
An 8K trail run through Weedon Island Preserve on October 24, 2026, featuring boardwalk and dirt trails, coastal views, 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.
Community 5K trail run in Englewood on October 24, 2026 benefiting Dollars for Mammograms and the Englewood YMCA, with a kids fun run, awards, and post-race activities.
An off road Halloween 5K at Waldo MX with obstacles, infected zones, and flag football style life flags to protect; open to ages 8 and up.
A Halloween themed trail marathon and half marathon in Ocala on October 24, 2026, run mostly on dirt trails from Baseline Trailhead Park with marked aid stations and finisher medals.
Trick-or-Trot 5K Trail Run in Palm City on October 24, 2026 benefits House of Hope, features a costume contest, race swag, and a food drive.
A free three mile trail run led by county biologists through the sandy scrub at Juno Dunes, meeting at Bert Winters Park in Juno Beach.