Trail Running calendar near Chiefland 2026-2027

Test your endurance at Whispering Pines Park with a unique adventure race featuring a 5K run, swimming, and a Jeep push. Join as an individual or part of a team to support community wellness and educational initiatives.

Single-loop trail races of 50K, 25K and 10 miles in the Citrus Tract of Withlacoochee State Forest near Inverness FL. Multiple aid and hydration stations, mandatory personal hydration, drop bag service, camping and a post-race picnic.

Evening trail running at Croom Park in Brooksville with 21 mile, 14 mile and 7 mile options. The marked 7 mile loop uses the B C Loop and C Loop; headlamps are required and glow sticks mark the course.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

A five hour out and back event on the technical, hilly single track of Section 4 near Middleburg FL. Limited field, cupless format with water and electrolytes at the halfway point, and awards for the most laps completed.

An 8 hour timed trail event at Ross Prairie Trailhead in Dunnellon, Florida, featuring a 6.5 mile berm loop through longleaf pine, oak hammocks and dry prairies. Self crewing and nearby campground facilities are available.

A trail event in Jennings State Forest focused on National Recovery Month and mental health awareness, run on a 2.75-mile loop with 9K and timed 3/6/12-hour formats and cupless aid stations.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

A point-to-point 50K on the Florida National Scenic Trail Western Connector near Ocala, FL. The rugged route follows orange blazes with required GPX navigation, on-course aid, and one drop-bag zone; runners handle their own transport.

A trail race in San Felasco Hammock Preserve near Alachua, Florida offering 25K and 50K on single-track, hiking trails, and rolling hills. Aid stations offer water and basic foods; participants must carry their own cups and supplies.

A Halloween-themed trail event at Pruitt Trailhead in Dunnellon offering 5K and 10K runs and rucks plus a combined 5K+10K challenge. Ruck weigh-in standards apply and headlamps are required for the longer courses.

Trail running event in White Springs, Florida offering 50K, 25k and 10k distances with aid stations and cutoffs. Races finish at Stephen Foster Folk Culture Center State Park and benefit the Florida Trail Association.

D.U.M.B. is a trail ultramarathon at Dunns Creek State Park near Pomona Park, Florida, centered on an 11.75 mile loop. Multiple distances up to 100 miles feature stocked aid stations, a central runners village with camping, and varied natur..

A timed 12 and 24 hour ultrarunning event at Ravine Gardens State Park in Palatka, FL, run on a USATF measured 2 mile paved loop with aid stations, required personal lighting, and professional timing with continuous backups.

A backyard ultra at San Felasco Hammock Preserve where runners complete a 4.167 mile loop each hour until one runner outlasts the rest; no aid is allowed on course and each runner has a 10 by 10 foot base camp at the start.

A community running day at Sand Hill Scout Reservation on November 21, 2026, featuring a 5 km trail run, a 2.5 km turkey trot with costumes encouraged, and a 0.8 km color run. Proceeds support local Scouting programs.

Festivus in Middleburg FL offers 100 mile, 50 mile, 35 mile, 14 mile and 7 mile races on a scenic 7.2 mile loop with 225 feet of elevation. The cupless event features staffed aid stations with hot food and campground support.

A free, donation-supported 12-hour trail event at Whispering Pines City Park in Inverness, FL. Runners use a marked 5-mile loop on mixed trails, with an aid station and a finisher award for 10 miles or more.

A multi day ultrarunning festival in Middleburg, Florida offering time events from 3 to 48 hours, a single cupless aid station with hot food, on-site footcare and medical support, plus tent and RV options at the Clay County Regional Sports..

Trail races at Manatee Springs State Park on February 19 and 20, 2027 include 5K, 10K and a half marathon on smooth, shaded trails. Weekend bundle options include a special finisher item and race swag.