Trail Running calendar near Babson Park 2026-2027

The inaugural Moss Islesly 5K Run/Walk at Moss Park in Orlando takes place on May 4, 2026. The evening event features a Star Wars costume contest, guaranteed T-shirt and medal for early registrants, and a mixed surface course.

An in-person 5K trail run and a virtual 5K take place May 23, 2026 in Palm Bay, Florida. Amenities include race shirts, custom medals for the first 300 registrants and food at the finish.

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.

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.

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 base-centered ultra on the grounds of the Environmental Learning Center in Vero Beach, featuring eight out-and-back arms and multiple distances from a 5K to 100 miles. Completing all eight arms within 32 hours earns the Octopus Buckle.

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.

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.

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.

A single-day trail running event on September 19, 2026, offering two distance choices: 25K and 8K, with entries managed through an online registration platform.

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.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.