Trail Running calendar near Chiefland 2025-2026

Tom Walker PREVIEW 5k and 10k in Gainesville, Florida, takes place Saturday, October 11, 2025. The events offer 5k and 10k distances on the Gainesville-Hawthorne Trail, following part of the Tom Walker Half Marathon course planned for the f..

Halloween Havoc at Dunn Cemetery is a 3.75-mile out-and-back trail race held on the Pioneer Trail in Jennings State Forest near Middleburg, Florida (1335 Long Horn Rd). Runners traverse a relatively flat loop that passes Dunn Cemetery at th..

Test your trail legs on a rugged 50K along the Florida National Scenic Trail West Corridor in Ocala on October 18, 2025, finishing at Baseline Road Trailhead. Enjoy aid stations and a drop bag zone for unsupported runners.

Run scenic single track, rolling hills and shaded hammock trails at San Felasco Preserve near Gainesville in 25K or 50K distances. Enjoy a TailGate2Gate finish line celebration while supporting the Friends of San Felasco.

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined..

Take on scenic loops through Ravine Gardens State Park in Palatka on November 1 with 12 hour, 24 hour, or 50 Miler options. Enjoy a paved two mile course, generous aid support, and a festive overnight atmosphere under the stars.

Landbridge Trail 5k is a well-marked, 5-kilometer loop on the Florida Trail in Ocala, Florida. The course climbs to the top of the famed Landbridge in the Marjorie Harris Carr Cross Florida Greenway, following Blue and Orange blazed trails...

Join the Wild Florida Trail Run on November 15 in White Springs, FL with 50K, 25K, or 10K options finishing at Stephen Foster State Park. Run scenic Suwannee River trails while supporting the Florida Trail Association.

Last of the Felascans : Nov 22, 2025 This event is a Backyard Ultra held in Alachau, FL. Participants run a 4.167-mile loop every hour and are eliminated if they fail to complete a loop within the hour. The loop distance is equal to 100 div..

The Turkey Trot Trail in Gainesville, FL, is an annual Thanksgiving Day event featuring 5K and 10K trail races hosted at Critter Creek Farm Sanctuary. The sanctuary is a 210-acre vegan property dedicated to rescuing farm animals and preserv..

Take on Florida 48 at Ocala's Shangri La Campground: run 4 miles every 4 hours for 48 hours, enjoy three nights of camping and meals, support on a mostly flat out and back course, and earn a finisher patch. Limited to 100 runners.

Jingle Bell Dash 5K Run/Walk is set on the campus of Bishop McLaughlin Catholic High School in Spring Hill, Florida. The cross-country style course spans the school’s 88 acres and winds through fields, trails, and open pavement, welcoming r..

Festivus 100/50 Miler Trail Run : Dec 6, 2025 The Festivus Trail Run is a trail running event held in Middleburg, Florida on Saturday, December 6, 2025. The listed venue address is 2A Live Oak Lane. The event page links to a race website (s..

Trail running under a canopy of oaks at Croom Park near Brooksville, FL with 50K, 20 mile, and 10 mile loop options. Aid stations, drop bag access, and finisher awards make this a well supported, scenic challenge.

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K,..

The Masaryk Wine Run 5k will take place in Masaryktown on Sunday 25 January 2026. You can run 5 kilometers.

Event overview The Sombrero Ultra Running Festival (SURF) is the second annual multi-day running festival held at the Clay County Regional Sports Complex, 4790 Victory Lane, Middleburg, FL. The event date is February 13, 2026. Registration..

Whispering Pines Trail Event : Inverness, FL (Feb 14, 2026) This is a day-long trail event held at Whispering Pines City Park in Inverness, Florida. The event is free; donations are used to cover park rental, insurance, aid station supplies..

The Florida Run @ Manatee Springs State Park is a scenic trail running event held in Chiefland, Florida, featuring 5K, 10K, and half-marathon distances. Set within the beautiful Manatee Springs State Park, the race offers participants an in..

Event overview The Painted Horse Urban Ultra takes place on February 21, 2026, in Ocala, FL, with a listed location at 1 SE Broadway St. The event is presented as a self-supported urban adventure run rather than a timed race. The route is a..