Trail Running Calendar Florida 2026-2027

We have found 110 Trailruns in Florida. Check below where and when you can find the races.

A night trail event at Holder Mine Campground in the Withlacoochee Forest offering 5, 10 and 20 mile single-track courses. Headlamps are required and courses are marked with reflective pins and glow sticks.

September 2026

Wildcat Ultras is a loop based ultramarathon at the Escambia County Equestrian Center in Pensacola offering 100, 100K, 50, 50K and 15 mile distances with chip timing, a centrally located aid station, and RV parking.

A trail event at the Oxbow Eco-Center in Port St. Lucie on Sep 19, 2026, offering 25K, 8K and an 8k walk. The race is cup-less so participants must bring their own water carry system.

Take on the Miami 100 on September 26, 2026, an open road 100 mile ultramarathon through iconic Miami neighborhoods. Limited to 50 runners, it leans on crew support and checkpoints and includes an optional 130 mile challenge.

A run and walk at HOB Brewing Company on the Pinellas Trail offering 5K and a 10K two loop course, electronic timing, finisher medals, a promo t shirt, and a free draft beer for participants aged 21 or older.

A community 5K, 10K and one mile event along the LaVilla Link and S Line Rail Trail in Jacksonville. Proceeds support Groundwork Jacksonville and local creek restoration and trail-building efforts.

October 2026

A multi-distance running weekend in Ponte Vedra Beach with in-person and virtual 10 mile, 10K and 5K options, a course on Nocatee Greenway trails, branded gear and awards for overall and age group finishers.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

A point to point 50K on the Florida National Scenic Trail in Ocala, where runners navigate by orange blazes, must download the GPX and carry a phone, and can use on course aid and one drop bag location.

Join the PawPals 4 Life 5k on October 24, 2026 at Rock Springs Run State Reserve for an in person or virtual run that welcomes dogs and supports Pawfields Enrichment Group. Enjoy trail scenery, race swag, and medals for finishers.

Trail running event at San Felasco Hammock Preserve near Alachua, FL, offering 25K and 50K circuits on single track, double track and fields. The race supports Friends of San Felasco and includes aid stations and finisher awards.

The Greenway Trick 'R Trot will take place in Dunnellon on Saturday 24 October 2026. You can run between 5 and 10 kilometers.

A coastal trail race in Palm Coast FL with 12K, 24K and 50K loop courses on the Mala Compra Greenway Trail. The route is mostly single track, finishes by the ocean, includes awards for finishers, and offers free kids races.

Join the Nightmare on the Clermont Trails 5K on October 31 in Clermont, Florida for a spooky run or virtual 5K featuring interactive spook zones, live actors, and a DJ. Dress up for the costume contest, snag the new 2026 finisher bling, and..

November 2026

Wild Florida Trail Run on November 7, 2026 in White Springs, Florida features 50K, 25K and 10K courses along the Suwannee River and benefits the Florida Trail Association. The event includes race shirts, finisher medals, aid stations, and a..

Trail races at Lake Louisa State Park on November 7, 2026 feature 5K, 10K, and half-marathon courses through pine forests, lakeshores, and meadows, with chip timing, aid stations, on-course restrooms, and finisher medallions.

UTMB Index

Take on a 10 mile night trail at Jonathan Dickinson State Park with required headlamps and reflective course markings for a safe, scenic run. Dress up for the costume contest and enjoy a finisher medal, T shirt and a post race party with fo..

A community 5K at Vista View Park in Fort Lauderdale on November 7, 2026. Hosted by the Life Alliance Organ Recovery Agency, the evening run raises awareness for organ and tissue donation while honoring donors and recipients.

A Veterans Day running event in Dunedin on November 8, 2026 offering 5K, 10K and kids dashes along the paved Pinellas Trail with American themed finisher medals and family friendly kid runs.

The Across Florida 200 will take place in St. Augustine Beach from Tuesday 10 November 2026 to Sunday 15 November 2026. You can run 200 miles.