Trail Running calendar near Chiefland 2025-2026

Run the Turkey Trot Trail 5k or 10k on Thanksgiving at Critter Creek Farm Sanctuary in Gainesville, a scenic loop through fields and single track forest trails. Enjoy vegan post race refreshments and help support rescued farm animals.

Take on Florida 48 in Ocala FL: a 4x4x48 ultra where you run 4 miles every 4 hours for 48 hours. Enjoy on site camping, meals, and a finisher award in an intimate 100 runner field for a true community endurance test.

Join Festivus in Middleburg for a multi distance trail run through Jennings State Forest, with scenic 7 mile loops and a lively Runner's Village. Choose distances from 7 to 100 miles, use aid stations, and earn custom medals and 100 mile bu..

Enjoy a festive Jingle Bell Dash 5K in Spring Hill on December 6 with a scenic cross country route at Bishop McLaughlin. Proceeds help build a new track and early registrants get a free race tee while top finishers receive holiday gifts.

Croom Zoom in Brooksville, FL invites you to run shaded trails through oak hammocks in Withlacoochee State Forest, with 50K, 20 mile and 10 mile options. The looped course keeps aid stations and drop bags within reach for a great day on the..

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,..

Run a relaxed, chip timed 5k through the vines at Masaryk Winery with wine themed swag and a post race pour. The grassy dirt course favors walkers and social runners over fast times.

Experience the Sombrero Ultra Running Festival in Middleburg FL with races from 3 to 48 hours, live music, vendors, and themed giveaways. Bring your crew and enjoy a runner village, a single aid station, medical support, and awards.

Run scenic trails at Manatee Springs State Park with a half marathon, 10K or 5K through cypress trees and spring waters, and maybe spot manatees in the wild. Field limited to 350, so register early.

Run Ocala's Painted Horse Urban Ultra, a low key, self supported navigation adventure from the Where's the Finish? Podcast on Feb 21 2026. Choose 55k or 25k loops that visit dozens of painted horses for a noncompetitive, unsupported adventu..

Run for the Springs is a community 5K trail run at Silver Springs State Park, featuring scenic forest trails and a family friendly atmosphere. Enjoy a kids area, refreshments and door prizes while supporting local septic grants.

Florida Death Race is a rugged point to point on the Florida National Scenic Trail with remote singletrack and Suwannee River views. Choose 74 mile or 37 mile, carry the signature railroad spike and earn a keepsake at the finish.

Run scenic single track through Withlacoochee State Forest along the river at the Long Play Trail Run in Brooksville, Florida. Choose 33.3 miles, a half marathon or 6K and finish with a vinyl record and post race picnic.

Run the Two Prairies Ultra in Ocala National Forest near Salt Springs, choose 50K or 30K on scenic out and back routes through Juniper and Hopkins Prairies. Entry is limited to 50 runners and a suggested donation supports the Florida Trail.

Celebrate the 30th annual Croom Fools Run on scenic trails through Withlacoochee State Forest, with 16 Mile, 50K, or 50 Mile loop courses, full aid stations, and a laid back post race picnic. Field is limited to 250 runners, so register ear..

Support Safe Animal Shelter with a scenic trail run at Jennings State Forest on April 12, 2026. Choose 5K, 10K, or half marathon on wide, flat trails and enjoy swag and raffle fun while helping animals in need.

Run wooded trails in the Withlacoochee Forest with marathon, half marathon and 10K loop options near Lecanto. Every runner gets a cotton shirt, aid stations, post race food, camping and handcrafted awards for top finishers.

Skunk Ape Trail Race in Ocala invites runners to tackle 50 mile out and back or the double loop 100 mile challenge through scenic Cross Florida Greenway. Expect sandy single track, night miles with glow lights and stocked aid stations.

Choose 50K, 25K or 10 Miler single loop courses through the Citrus Tract, starting and finishing at Holder Mine Campground. Expect on trail aid, a post race picnic and finisher award, plus camping for a whole weekend of trail fun.

Run the Hot August Night Trail Race at Holder Mine Campground by headlamp on single track trails through the Withlacoochee Forest. Choose 5, 10 or 20 miles and earn a handcrafted finisher medal plus a post race picnic.