Trail Running calendar near Gainesville 2026-2027

We have found 36 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.

Across Florida 200 is a fully supported, point to point 200-mile trail run from Yankeetown to St. Augustine (Nov 10–15, 2026). The route mixes Florida Trail, park trails, dirt roads, rails-to-trails and country roads with a 96-hour cutoff.

A backyard ultra at San Felasco Hammock Preserve State Park where runners repeat a 4.167-mile loop every hour until one completes a loop no other does. No on-course aid, limited base camp space, and basic facilities at the start/finish.

A set of runs on November 21, 2026 in Brooksville, Florida features a 5K trail run, a 2.5K Turkey Trot with costumes encouraged, and a short Color Fun Run with colored powder. Proceeds support Scouting programs.

December 2026

A multi-distance trail event in Middleburg FL on a scenic 7.2 mile loop offering 100 mile 50 mile 35 mile 14 mile and 7 mile options. The cupless race features staffed aid stations and a custom buckle for 100 mile finishers.

January 2027

A beach out-and-back at Jacksonville Beach with 5K and 10 mile options, medals for all finishers, age-group awards, shirts for entrants, and post-race hot chocolate at the Seawalk Pavilion.

Trail races on the Pioneer Trail in Jennings State Forest near Middleburg FL, featuring 50K, marathon, 12K and a 7K closer to five miles. Courses use diverse single track with technical sections, aid stations about every 2.5 to 3 miles, and..

February 2027

A relaxed 12 hour trail event at Whispering Pines City Park in Inverness, FL, featuring a marked 5 mile loop, an aid station potluck, and finisher awards for at least 10 miles. Capacity is 185 runners.

Sombrero Ultra Running Festival in Middleburg, Florida is a multi day ultrarunning weekend with timed events from three hours up to 48 hours plus 48 hour team relays. The festival includes a runner village, a single aid station, on site med..

Trail races on February 14, 2027 in Seminole State Forest at the Bear Pond Trail Head offer 5K, 12K and half marathon distances. The nonprofit event directs proceeds to forest improvements and registration fees may be tax deductible.

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.

A Spartan obstacle-course weekend at Diamond D Ranch near Jacksonville on Feb 27-28, 2027, featuring Sprint, Super, Kids and trail distances on a mostly flat course with mud and grazing animals; team entries and verified service member disc..

A 15th annual 5K at Marion County Airport in Dunnellon where participants run on the airport tarmac, with medals for age group winners and a Traveling Cup for the fastest team. Proceeds support septic maintenance reimbursement grants for co..

A Spartan Trail event on Feb 28, 2027 at Diamond D Ranch near Jacksonville, FL. The course has minimal elevation gain, nontechnical sections and some muddy, ankle-biting terrain, with 10K and half marathon race options.

March 2027

Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.

April 2027

Trail marathon, half marathon, and 10K on unpaved Withlacoochee State Forest trails with three aid stations and mandatory personal hydration; primitive camping is available near the course.

An off-road 5K at Seamark Ranch with 26 obstacles across woods, fields, ponds and mud, plus a 1 mile fun run. The event is a fundraiser for Seamark Ranch and operates rain or shine.

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