Trail Running calendar near Olustee 2026-2027

A timed loop endurance event in Jacksonville on a 1.25 mile paved course, offering 3, 6, 9 and 12 hour formats. A 6 hour relay for four person teams is available and rucking participants must meet weight guidelines.

A five hour Fat A$$ event on Section 4 of the Pioneer Trail in Middleburg, FL, with single track, hilly out and back loops of about 2.5 miles one way. Field limited to 40 to 45 participants; cupless with basic aid at the halfway point.

A free, non-competitive 50-mile group run through St. Augustine on August 22, 2026, mixing road and trail. Participants may run any distance, with coaching support, post run refreshments, and random giveaways including race entries and coac..

A trail event in Middleburg, Florida with a 2.75 mile loop offering a 9K option plus 3, 6, and 12 hours formats and ruck categories; cupless policy with aid stations and proceeds supporting local recovery organizations.

Two loop trail races at San Felasco Hammock Preserve State Park on September 12, 2026, with 3.8-mile and 8.3-mile courses. There are awards, post-race snacks, a $20 entry fee, and park parking fees.

A community 5K, 10K and one-mile run/walk on the Emerald Trail in Jacksonville supporting Groundwork Jacksonville. Courses use the LaVilla Link and S-Line Rail Trail and include chip timing, custom shirts and finisher medals.

Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.

A point to point 50K on the Florida National Scenic Trail in Ocala, FL, run as a no-frills wilderness event with aid stations and one drop bag; runners must download the GPX and carry a phone.

Trail races of 25K and 50K through San Felasco Hammock Preserve State Park near Alachua, FL, using single-track and double-track trails with staffed aid stations and a TailGate2Gate celebration zone. Net proceeds support Friends of San Fela..

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.

A multi-distance trail event at Dunns Creek State Park on November 7, 2026, featuring an approximately 11.75 mile loop, two on-course aid stations, published cutoffs, and organized support from Sombrero Running.

Timed 12- and 24-hour and fixed-distance ultra events held on a paved USATF-measured 2-mile loop in Ravine Gardens State Park, Palatka, FL, with onsite aid, marked-bottle hydration, enforced cutoffs, and required personal lighting for night..

A two day event at All-Tech Raceway in Lake City, Florida combining gravel rides, a 5k run, a 1.5 hour team relay, and youth bike races, held on rural dirt roads and raceway facilities with on-site camping.

A fully supported 200-mile point-to-point trail run across Florida from Yankeetown to St. Augustine Beach, featuring long sections of the Florida Trail, varied terrain, GPS tracking, stocked aid stations, and cash awards.

A well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.

Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.

A backyard ultra in San Felasco Hammock Preserve State Park on November 21, 2026. Runners complete repeated 4.167 mile loops every hour until one competitor remains, with limited aid and a 10'x10' base camp per runner.

A multi-distance trail event on a 7.2-mile loop in middleburg, FL, featuring 100, 50, 35, 14 and 7 mile options, cupless aid stations with hot food, campsite access on the loop, and specific pacer policies.

A chip-timed 5K run/walk at Congaree and Penn farm in Jacksonville FL on December 5, 2026. Entry includes T-shirt, collapsible cider cup, finisher medal, chip-timed bib, donut and a pour of cider; participants must be 21 plus.

A looped trail race at Fort Clinch State Park on January 23, 2027 offering 10K, 30K and 50K courses on canopied singletrack and coastal terrain. All profits support Florida State Parks.