Trail Running calendar near Christmas 2026-2027

Join this scenic trail race at Withlacoochee River Park to support mental health awareness. Runners and walkers can choose between 10K, 5K, and 1-mile distances through shaded Florida landscapes.

On May 2, 2026 the TOUGH Gator 5K Mud Run offers timed 5K and 2K courses across 200+ acres of Florida wilderness with multiple muddy obstacles. All proceeds support international aid including disaster relief and school supplies.

A 5K run and walk at Moss Park in Orlando on May 4, 2026 presented by Orange County Parks and Recreation, featuring a Star Wars themed costume contest, mixed trail surfaces, ten dollar registration, and proceeds to Heart of Florida United W..

A remote, point-to-point 57.41-mile trail ultra on the Florida National Scenic Trail through Ocala National Forest. Crew support and a communication device are mandatory; participation is capped at 50 with a suggested donation to support th..

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.

Treat Trot-Orlando in Minneola, FL on June 6, 2026 offers in-person and virtual options across Kids Dash, 1 Mile, 5K, 10K, 15K, plus a volunteer then run option. Registrations include a shirt, bib, medal, photos, and postrace snacks.

A chip timed trail run at Lake Louisa State Park on June 13 offering 4 mile and 8 mile loops, live music, throwback swag, on-course aid and post-race food and drinks in a family friendly setting.

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..

An out and back trail ultra at the Environmental Learning Center in Vero Beach with a central base and eight arms that combine into distances from a 5K to 100 miles. A 32 hour finish window applies and crew support is recommended.

A night trail race of *30K* in the Green Swamp West Tract near Dade City FL across varied Florida terrain with aid stations every 3 to 5 miles, a Berm drop bag zone, post race potluck options and free campground reservations.

A multi-distance running event in Orlando on 2026-07-18 featuring a half marathon, 10K, 5K, shorter youth races, relay and a virtual option with mailed packets and race swag.

A flat, shaded almost one mile loop through palm and oak hammock in Palm Coast, FL, offered as 12 hour and 6 hour timed races with a fully stocked aid station. Registrations are non refundable and close July 29.

Summer Sizzler in Orlando on 08/02/2026 features 1 mile, kids dash, 5k, 10k, 15k, virtual options, and a volunteer then run choice. Registrations include event shirts and finisher medals and select distances use chip timing.

A night trail half marathon in the Green Swamp West Tract near Dade City, FL, with a run and a ruck option, pink-flagged course to McNeil Trailhead, stocked aid at the turnaround, and a post race potluck and camping options.

A timed lake-lap endurance event at Lake Hollingsworth in Lakeland, FL offering 12 hour and 6 hour individual races plus a 12 hour 5-person relay. Laps are 2.84 miles and part of every entry supports the Pheel Good Foundation.

A multi-distance running event at Jay Blanchard Park on September 27, 2026 offering a half marathon, 10K, 5K, 1 mile, kids dash, volunteer option and a virtual race, with bibs, shirts and finisher medals provided for most entries.

Orlando Spartan Weekend at Lake Nona on Oct 10 and 11, 2026 features obstacle course events from a 5 km sprint with 20 obstacles to a 10 km super with 25 obstacles. Team entries can secure shared start times and verified discounts are avail..

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.

A trail event in Palm Coast Florida featuring 50K, 24K and 12K loops on mostly single track near the Atlantic Ocean. The field is limited to 125 runners and all finishers receive shirts and awards.

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.