Dade City
Trail Running Calendar near Dade City 2026-2027
Explore the top trail runs near Dade City for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A trail half-marathon event in the Green Swamp West Tract offering a run and a ruck division, aid station at the turnaround, finisher glassware, and a post-race potluck.
Timed laps around Lake Hollingsworth in Lakeland, FL offering 12 hour, 6 hour and 12 hour team relay formats on a 2.84 mile loop.
October 2026
The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.
November 2026
A chip-timed trail run at Lake Louisa State Park on November 7, 2026 offering 5K, 10K and half-marathon distances with aid stations and on-course restrooms.
Savage Race in Dade City Florida on November 14 2026 features a 3 plus mile course and a 5 to 7 mile course with multiple obstacles; parking is $20.
A set of runs on November 21, 2026 in Brooksville, Florida features a 5K trail run, a 2.5K Turkey Trot with costumes encouraged, and a short Color Fun Run with colored powder. Proceeds support Scouting programs.
A Thanksgiving-themed 5K at Waterfront Park in Clermont, FL on November 26, 2026. The out and back course runs on the Upper Tampa Bay Trail and registration includes chip timing, a shirt, a finisher medal, awards, and photos.
A Thanksgiving 5K on the Upper Tampa Bay Trail in Tampa, FL on November 26, 2026. The chipped timed 5K includes a finisher medal, a soft short sleeve shirt, age group awards, free photos, and holiday-themed elements.
December 2026
Course preview at Colt Creek State Park in Lakeland, FL with a marked 16.8 mile loop, water stations, and primitive group camping the night before.
January 2027
A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.
A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.
February 2027
March 2027
Experience a unique single loop trail run through the Withlacoochee State Forest featuring 33 1/3 mile, half marathon, and 6K distances. Enjoy riverside trails and celebrate your finish with a post race barbecue and handcrafted medals.
April 2027
Trail runs at Colt Creek State Park traverse pine forests, lakeshores and meadows with 5K, 10K and Half-Marathon options. The event includes aid stations, on-course restrooms, chip timing, event swag and team awards.