Trail Running calendar near Masaryktown 2026-2027

An annual Inverness event combining a 5K run, pool swim, strength challenges and a short Jeep push, supporting The Wil-Power Foundation. Multiple divisions include individual, team and mini formats with awards for race placements and Jeep p..

Single-loop trail races of 50K, 25K and 10 miles in the Citrus Tract of Withlacoochee State Forest near Inverness FL. Multiple aid and hydration stations, mandatory personal hydration, drop bag service, camping and a post-race picnic.

A twilight trail running event at the Santos trailhead in Ocala, Florida, organized with the Hump Day Hustle series. The course is about 2.8 miles and participants are required to wear a headlamp; shirts are available for purchase.

Evening trail running at Croom Park in Brooksville with 21 mile, 14 mile and 7 mile options. The marked 7 mile loop uses the B C Loop and C Loop; headlamps are required and glow sticks mark the course.

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 mid-June trail event at Lake Louisa State Park with 4- and 8-mile loop options, live music, leftover swag and throwback medals, aid stations, chip timing and post-race food.

The GCP Flag Day 5K will take place in Bradenton on Saturday 13 June 2026. You can run 5 kilometers.

Independence Double is a two-day running event in Winter Park, FL on June 27 and 28, 2026, offering 5K, 10K, half marathon, marathon, and 50K distances with single-day and both-days registration options.

An indoor, last-one-standing treadmill endurance event limited to 33 athletes; competitors run 5 miles each hour until only one remains, with a recovery zone, temperature control, rotating music, and limited spectator space.

A night trail race on July 18, 2026 in Green Swamp West Tract near Dade City, Florida. The 30K course mixes pasture lanes, singletrack, sand and berms, with aid stations every 3 to 5 miles and no cut-off time.

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.

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.

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 hour timed trail event at Ross Prairie Trailhead in Dunnellon, Florida, featuring a 6.5 mile berm loop through longleaf pine, oak hammocks and dry prairies. Self crewing and nearby campground facilities are available.

A night trail half-marathon in the Green Swamp West Tract near Dade City, Florida, with run and ruck options, a turnaround aid station, labeled drop bag support, ruck weight standards, and a post-race potluck.

Trail run at Central Florida Bible Camp in Eustis with a roughly 3.2 mile two loop option and a single loop fun option. Runners can attempt up to ten field day stations such as inflatable obstacles, axe throwing, and cornhole.

Tick Tock Ultra on September 19, 2026 is a timed ultrarunning event with 6 hour and 12 hour individual formats plus a 12 hour 5 person relay, organized by Ultra Ultras.

A timed lake lap event at Lake Hollingsworth in Lakeland, FL offering 12 hour, 6 hour and team relay options. Runners complete 2.84 mile laps on a paved walkway and the field is limited to 200 entrants.

Choose a 5 km or a two loop 10 km course from HOB Brewing Company along the Pinellas Trail. Stroller and dog friendly with electronic timing, finisher medals, and a free draft beer for participants aged 21 and over.