Trail Running calendar near Greater Carrollwood 2026-2027

A shaded trail run and walk at Withlacoochee River Park offering 10K, 5K and 1 Mile distances; proceeds support mental health education and the PAIR Program, with limited race-day registration for the 5K and 1 Mile only.

A 5K Spartan Stadion at Raymond James Stadium featuring 20 obstacles, stadium stairs, and a kids race. Spectator options are available and the event is supported by local sports partners.

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..

Test your endurance at Whispering Pines Park with a unique adventure race featuring a 5K run, swimming, and a Jeep push. Join as an individual or part of a team to support community wellness and educational initiatives.

Trail races of 50K, 25K and 10 miles on a single loop through the Citrus Tract in Withlacoochee State Forest near Inverness, FL. Marked trails, multiple aid and hydration stations, drop bag service, and a post-race picnic with finisher awar..

Run the trails of Croom Park at night in this unique evening event. Choose from three distances on a marked 7-mile loop. A headlamp is required to experience this nocturnal trail run.

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.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

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.

InHouse Ultra is a 33-athlete indoor treadmill event at Run Unlimited where competitors run five miles each hour until one athlete remains. Runners are self-supported and one crew member is allowed with limited studio space for spectators.

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 multi distance running event in Tampa on July 19, 2026, featuring kids dash, 1 mile, 5K, 10K, half marathon, relay, volunteer run option, and a virtual race, with shirts, medals, and chip timing for timed events.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

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.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

An 8 Hours timed trail event at Ross Prairie Trailhead in Dunnellon, FL using the Berm Loop of the Skunk Ape 100 course across sandy fire lines, pine forests and dry prairies. Loops are 6.5 Miles with self crewing and onsite camping.

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.

Enjoy a run or walk along the paved Pinellas Trail in Dunedin with a festive finish at HOB Brewing Company. Participants receive a medal, t-shirt, and a craft beer for those over 21.