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Trail Running Calendar near Inverness 2026-2027

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Explore the top trail runs near Inverness for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
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.
Timed 8 hour ruck on a 6.5 mile berm loop at Ross Prairie in Dunnellon, FL with self crew areas, on site camping, and a rucking division with weight checks.
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.
The Itch is a point to point 50K on the Florida National Scenic Trail West Corridor on October 17, 2026, running from Lake Kerr Road CR-316 to the Baseline Road Trailhead in Ocala. The route uses trail blazes, has on course aid and one drop bag zone,..
A Halloween themed trail event in Ocala with 5K and 10K run and ruck divisions plus a 5K and 10K challenge; headlamps required for longer courses.
November 2026
A well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.
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.
January 2027
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 12-hour, donation-supported trail run at Whispering Pines Park featuring a marked 5-mile loop through shaded single- and double-track trails. Participants may complete as many laps as they wish and receive an award after two loops.
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
Trail races in Inverness, FL with single-loop courses through Withlacoochee State Forest offering 50K, 25K and 10-mile distances and staffed aid stations.
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