Trail Running calendar near Christmas 2026-2027

Run or walk through the scenic orchards and vineyards of Formosa Winery in Kissimmee. Participants enjoy chip-timed results followed by cider and homemade donuts at this unique venue near Walt Disney World.

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..

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..

Run the trails at Colt Creek State Park on April 11, 2026. Choose from a 5K, 10K, or Half-Marathon distance. The event features chip timing, aid stations, and post-race awards.

Join the fun at the DoNot Stop running event in Orlando, a donut-themed race with options from a kids dash to a half marathon. Every finisher gets a custom medal, event shirt, and a free donut. The event features chip timing and a virtual o..

Tackle the rolling hills and sandy trails of an old phosphate mine at the Funest 50K. This event offers 50K, 30K, and 10K distances on a challenging 10K loop course in Loyce E. Harpe Park. Runners can enjoy post-race food and support trail..

The Stomp Out Suicide Trail Race is a scenic event on May 2, 2026, in Dade City. It features a 10K, 5K, and 1-mile run/walk on shaded trails to raise awareness for suicide prevention. All participants get a shirt, snacks, and a finisher's a..

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..

Turkey Creek 5K Trail Run takes place May 23, 2026 in Palm Bay at Turkey Creek Sanctuary. The event offers an on-site 5K and a virtual 5K with race shirts, medals for the first 300 registrants, finish-line refreshments and age-group awards.

Hit the trails for this unique summer event at Lake Louisa State Park. Choose between a 4-mile or 8-mile course and receive a leftover medal and swag. The race features live music, post-race refreshments, and awards.

The Independence Double offers a no-frills running experience over two days in Winter Park, Florida. Choose from five distances each day on a flat, shaded loop course. Expect a casual, hand-timed event with a focus on community and low entr..

Event Overview The Vero Beach Octopus Ultra takes place on July 11-12, 2026, in Vero Beach, Florida. The event is based at the Environmental Learning Center (ELC), located at 255 Live Oak Dr. A portion of the proceeds from the race will be..

A 30 km night trail run through the diverse and wildlife-rich terrain of Florida's Green Swamp. The event features a supportive atmosphere with no time cut-off and a festive post-race potluck. It's part of a larger trail series and is marke..

The Wild Boar Night Run is a half-marathon trail race through Florida's Green Swamp West Tract. Held at night in September, it features a stocked aid station and a festive post-race potluck party. All finishers receive a choice of a commemo..

Experience an off-road 5k trail run with your dog at Rock Springs Run State Reserve. This dog-friendly event features a spooky theme, finishers medals for both humans and pets, and supports local animal rescues.

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..

Celebrate Halloween with a spooky 5K in Clermont. The evening event features haunted zones, a costume contest, and a live DJ. A virtual 5K option is also available.

Experience the natural beauty of Florida at Lake Louisa State Park with a 5k, 10k, or Half Marathon trail run through lush pine forests and scenic lakeshores. Enjoy a chip timed race complete with finisher medals and post race food.

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

The Long Haul 100 is a Western States qualifying trail race in Florida's Colt Creek State Park. Runners can tackle a 100-mile loop course or a shorter 12.5-mile option on the scenic trails.