Trail Running calendar near Orlando 2026-2027

A shaded trail event at Withlacoochee River Park on May 2, 2026 offering 10K, 5K and 1 mile run or walk options. The race aims to raise awareness about youth suicide and includes shirts, snacks and finishers awards.

A 57.41 mile point to point trail ultramarathon through the Ocala National Forest from Alexander Springs State Park to Rodman Reservoir Dam. Crew support and a communication device are mandatory and limited natural water requires planning.

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.

Tackle a scenic single-loop trail in Florida's Withlacoochee State Forest. Choose from 50K, 25K, or 10-mile distances. Every finisher gets a custom award, and a post-race picnic awaits.

An evening trail event at Croom Park in Brooksville with 21 mile, 14 mile, and 7 mile options on a 7 mile loop marked for night running with glow sticks. Headlamps are required and water stops are provided.

A June trail event at Lake Louisa State Park offering 4 mile and 8 mile distances, leftover race swag, awards and post race food with live music. The event is professionally timed and family friendly.

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..

A night trail running event on July 18, 2026 in Green Swamp West Tract near Dade City, FL, covering 30K of varied Florida terrain with aid stations every 3 to 5 miles, finisher glassware, event stickers, and a post race potluck.

A flat, shaded trail loop in Palm Coast, Florida hosts timed 6 hour and 12 hour events beside the river and ocean. The race includes a fully stocked aid station and is organized by an experienced race director.

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.

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..

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.

This dog-friendly 5k trail run takes place off-road at Rock Springs Run State Reserve in Sorrento, Florida. Registration includes entry for a runner, their dog, and a guest, with proceeds supporting animal-focused causes. The event features..

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.

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.

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.

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.

A veterans focused race in Tampa along the Courtney Campbell Trail offering 5K, 10K, half marathon and 15.5 mile courses with virtual options, aid stations, a military discount code, and post race gatherings at Whiskey Joes.

A trail race at Colt Creek State Park on November 21, 2026, offering four distances from 14 miles to 60 miles across repeated 14 mile loops. Aid stations serve each loop and finishers receive handcrafted awards.

This December relay race unfolds over two days at Alafia River State Park near Tampa. Teams of 8, 4, or 3 runners tackle scenic trails through shaded forests and sandy Floridian terrain. After their runs, participants gather in a festive vi..