Trail Running calendar near Olustee 2025-2026

We have found 27 Trailruns within 80 miles of Olustee. See below where and when you can find the races.

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.

November 2025

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.

Join Dirt Circus Florida on November 8 at Fort Clinch State Park for a community day of group runs, an outdoor expo, food, and a raffle showcasing local brands and run clubs. Bring your bottle for cupless hydration and enjoy great swag and..

Run across Florida in this fully supported 200 mile point to point ultra, traversing the Florida Trail, forests and coast, finishing at St Augustine Beach pier. Expect epic scenery, 96 hour cutoff and full crew support.

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 the Wild Florida Trail Run in White Springs on November 15 with 50K, 25K or 10K routes finishing at Stephen Foster State Park. Run scenic river trails under oaks and cypress 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..

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 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.

Join Turkey Trails Jacksonville at Little Talbot Island State Park on November 30 for scenic 1 mile, 5K, 10K, kids dash and virtual entries. Expect shirts, finisher medals and age group awards amid coastal trails.

December 2025

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 shaded coastal trails at the Guana 50K and 12K in Ponte Vedra Beach, with solo and two person 50K team options. Scenic hard pack loops, finisher shirts, and a post race awards gathering make this a must for trail lovers.

Last H.I.M. Standing is a running event in Jacksonville, Florida, held at 13130 Bartram Park Blvd. The race uses a last-man-standing backyard ultra format: competitors must complete a 4-mile loop every hour on the hour, with the aim of outl..

Join the Candy Cane Course in Jacksonville on December 27 at Ed Austin Regional Park for festive 1 Mile, Kids Dash, 5k, 12k and virtual options. Enjoy chip timing on 5k and 12k, shirts and medals, free photos and a Toys for Tots drive.

January 2026

Start the year at the IQ FIBER Winter Beach Run in Jacksonville Beach, choosing a scenic 10 mile or 5K on firm low tide sand. All finishers receive medals and a long sleeve shirt with hot chocolate and snacks after the race.

Time Travel hits Jacksonville on Jan 18, 2026 with distances from a 1 Mile and Kid's Dash to a Half Marathon, plus virtual and volunteer options. Shirts, medals and chip timing make this a festive run for all.

Join the Hooves To Freedom 8k trail run at Moccasin Creek Off Road Park in Blackshear GA on Jan 24 for muddy, rooty and sandy fields. Chip timing, tech long sleeve shirt, crafted awards and proceeds supporting local equine therapy.

Event location and course The event takes place in Fernandina Beach, FL, at Fort Clinch park near 2601 Atlantic Ave. The course uses the park trail system and circles the back of the historic fort. Much of the route is canopied single track..

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,..

February 2026

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..