Masaryktown
Trail Running Calendar near Masaryktown 2026-2027
Explore the top trail runs near Masaryktown for 2026-2027! We've gathered 16 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 and ruck through Green Swamp West Tract near Dade City with an out and back Florida Trail route and staffed aid at the turnaround.
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.
Second annual Withlacoochee River 5K Run/Walk in Dade City on Oct 17 2026 with live 5K, 1 mile and virtual 5K plus medals, awards and charitable giving.
November 2026
PHSC hosts a flat 5K and a 1 Mile run/walk on November 1, 2026 at PHSC West Campus with awards, participant shirts, and post-race refreshments.
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 Brooksville race day on November 21, 2026 with a 5K trail run, a 2.5K costume turkey trot, and a 0.8K color run supporting local Scouting programs.
Turkey Day 5K Tampa Bay on November 26, 2026 is a 5K out and back on the Upper Tampa Bay Trail with finisher medals, race swag, music, and costumes encouraged.
December 2026
January 2027
Trail race in Brooksville FL offering 50K, 20M and 10M on looped courses through Croom Park in the Withlacoochee State Forest.
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
A free, donation-supported 12-hour trail event in Inverness on a marked 5-mile loop with an aid station, communal potluck, and a 185-runner capacity.
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 marathon, half marathon, and 10K on unpaved Withlacoochee State Forest trails with three aid stations and mandatory personal hydration; primitive camping is available near the course.
May 2027