Trail Running calendar near North Weeki Wachee 2026-2027

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.

Moon Over Croom is a running event on June 6, 2026 presented by Trailhead Ultras with three distance options: 21M, 14M, and 7M. The event is organized by Tampa Races.

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.

A community 5K at Robinson Preserve in Bradenton on June 13, 2026, with a $35 registration fee. Participants receive a t-shirt, snacks and hotdogs, and awards are given to the top three men and women in each age group.

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 of 30K through Green Swamp West Tract near Dade City Florida, featuring varied Florida terrain, aid stations every 3 to 5 miles, a Berm drop bag zone and a post race potluck.

Heatwave Half Marathon in Orlando offers a range of in-person and virtual options from a kids dash to a 13.1 mile race and relay, with shirts, finisher medals and chip-timed results for several distances.

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 featuring a 6.5 mile berm loop through sandy fire lines, pine forest and prairie. The event offers on site camping, self crewing space and is organized by a veteran owned race company.

An ultramarathon on Sep 5, 2026 along the Pinellas Trail in Florida, covering just over 46 miles between St. Petersburg, Tarpon Springs, and Dunedin; a Facebook group is listed for event updates.

A night trail event in Green Swamp near Dade City on September 12 2026 offering a half marathon and a half marathon ruck. The out and back course follows forest roads and the Florida Trail, with an aid station at the turnaround and a postra..

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 lake-lap endurance event at Lake Hollingsworth in Lakeland, FL, offering 12 hour and 6 hour individual options plus a 12 hour relay for teams of three to five. Runners complete 2.84 mile laps on a paved walkway with food at the Runners Vi..

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.

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.