Trail Running calendar near Middleburg 2026-2027

This 5K run takes place at Silver Springs State Park in Ocala. Awards are given for top runners and teams. Proceeds support a local water quality grant program.

The Gator Dash Trail Run offers fast 10k and Half Marathon courses on Florida's Diamond D Ranch trails. Held in early March, runners can expect grassy, muddy paths with minimal elevation. It's part of a larger Spartan OCR festival weekend.

The Archie's Pizza Mile is a trail-based beer mile with a non-alcoholic option. Participants run three loops, drinking a beverage after each one, with finisher medals for all. The event takes place in Williston, Florida.

Explore the Juniper Wilderness on the Florida Trail with the Two Prairies Ultra. This free 50K and 30K event starts at Pat's Island Trailhead, offering a scenic out-and-back course through the Ocala National Forest. Participation is limited..

A kids' trail running series kicks off at Princess Place Preserve. Children race flat, dirt paths through the woods with distances by age group. Every finisher gets a wooden medal, and the event supports getting running shoes to kids in nee..

Run or walk with your dog on the beach at Jacksonville Beach to support dog rescue. Choose between a 5k race or a 1 mile fun run. The event includes medals for all and a party at a local pub afterwards.

This 10k race takes place on the flat, paved Archer Braid Trail in Archer, Florida. It's a professionally timed event with awards for age group winners. Entry is free for Florida Track Club members.

Trail of Payne at Paynes Prairie Preserve State Park offers a 5k, 10k and a 1 Mile Fun Run on mixed natural trails with variable surfaces, age group awards and overall trophies.

Trail runners take to the scenic paths of Silver Springs State Park in Florida for this event. Choose from a half marathon, 10K, or 5K on a beautiful course. Your race bib grants park access, and all finishers receive a tech shirt and medal..

This trail run fundraiser supports the Safe Animal Shelter, with all proceeds going to care for homeless pets. Choose from a half marathon, 10k, or 5k on the flat, scenic Sandridge Trail in Jennings State Forest. It's a dog-friendly event w..

Event Overview The Skunk Ape 100 Mile Endurance Run takes place on the Marjorie Harris Carr Cross Florida Greenway in Ocala, Florida. The course is a roughly 50-mile out-and-back route on the Florida National Scenic Trail and paved paths wi..

A 5K trail run through San Felasco Hammock Preserve State Park in Alachua on April 25, 2026, raising funds and awareness for Anew, a nonprofit supporting survivors of human trafficking.

The Tick is a rugged 57.41-mile wilderness adventure on the Florida National Scenic Trail through Ocala National Forest. Crew support is mandatory for this point-to-point, no-frills ultramarathon. Participation is free but capped, with a su..

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.

The Ponte Vedra 10-Miler offers scenic routes on the Nocatee Greenway Trails. Choose from a 10-mile, 10K, or 5K, with in person and virtual options. Runners receive premium gear, and top finishers earn awards.

The Itch is a rugged, point-to-point 50K trail race on the Florida National Scenic Trail. Runners navigate using orange blazes and must carry a phone with the course GPX. This no-frills event offers aid stations and a drop bag point in the..

The Gate2Gate Trail Run explores the diverse trails of San Felasco Hammock Preserve in Florida. Runners can choose between a 25K single loop or a 50K double loop on a course open for 8 hours. It's a benefit event supporting park friends, fe..

This Halloween trail race offers a spooky evening on the Florida Greenway. Choose from 5k, 10k, or a combined challenge in either run or ruck divisions. Costumes are encouraged, and all finishers get a medal.

Run the shaded, single-track trails of the Mala Compra Greenway, just steps from the Atlantic Ocean in Palm Coast. Choose from 50K, 24K, or 12K distances on this looped course. All finishers get an award, and free kids' races are also part..

This point-to-point trail run on the Florida National Scenic Trail features 50K, 25K, and 10K distances, finishing at a state park. The event supports the Florida Trail Association, with all races held on November 7, 2026.