Trail Running calendar near Chiefland 2025-2026

Choose a 50 Miler, 24 hour or 12 hour challenge on a scenic paved 2 mile loop at Ravine Gardens State Park. Run through a ravine, live oak canopy and historic sights with on course aid, hot food and pro timing for day or night.

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...

Experience oak lined trails and Suwannee River views at the Wild Florida Trail Run in White Springs on November 15. Choose 50K, 25K or 10K, benefit Florida Trail Association and finish with a medal and shirt at Stephen Foster Park.

Last of the Felascans is a backyard ultra at San Felasco Hammock Preserve using the Last One Standing format where runners run a 4.167 mile loop every hour until only one remains. Expect trail running by day, dirt road at night, and a true..

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.

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..

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,..

Enjoy a scenic 5K through vineyards at Masaryk Winery on January 25, 2026, with chip timed results, a finisher medal, and a wine pour. This relaxed grassy course is made for a fun social run supporting Nik's Wish.

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.

Explore shaded single and double track trails at Whispering Pines City Park on a scenic 5 mile loop that starts and ends at the pavilion. Free to join with donations welcome and complete 10 miles to earn a finisher award.

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..

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.