Brooksville
Trail Running Calendar near Brooksville 2026-2027
Explore the top trail runs near Brooksville for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Obstacle-course event in Dade City FL on November 14, 2026 with a 5 to 7 mile race, a 3 mile blitz, kids courses, spectator access and parking options.
Trail and family runs at Sand Hill Scout Reservation in Brooksville, featuring a 5K, a costume 2.5K Turkey Trot, and a 0.8K Color Fun Run.
December 2026
Trail races at Starkey Wilderness Park on Dec 12, 2026, with options from about 4 miles to a 13.1 mile half plus 7 hour solo and relay formats.
January 2027
Trail races of 50K, 20 mile and 10 mile on a 10 mile loop in Croom Park within Withlacoochee State Forest near Brooksville, FL.
Timed 5 km at Masaryk Winery in Masaryktown on January 16, 2027, with a helper entry option and registration benefits including a tee shirt and wine pour.
February 2027
A flat, two-loop 5K at River Ridge High School in New Port Richey supporting the school's cross country and track programs, with bobblehead awards and optional race shirts.
March 2027
Trail races on March 6, 2027 at Ridge Manor Trailhead near Brooksville, FL featuring 33 1/3 mile, half marathon and 6K courses through the Croom Tract.
Savage Race Florida Spring in Dade City on March 13, 2027 offers five to seven mile and three mile obstacle courses plus a kids course and spectator access.
April 2027
Trail races at Croom in Withlacoochee State Forest offering 50 mile, 50K and one loop 16 mile courses through pine, scrub oak, creek and cypress scenery.
33rd annual Dare to Go Bare 5K and 2K walk at Lake Como Family Nudist Resort on April 11, 2027 with course options, age rules, awards, and resort access.
Muddy Dash Tampa is a family-friendly 5K mud run at Spyder MX with waist-deep mud pits, about a dozen obstacles, a pre-party and post-race festivities plus VIP and value packages.
May 2027
July 2027
A 30K night trail race in Green Swamp near Dade City, Florida with varied terrain, aid stations every 3 to 5 miles, a post race potluck, and modest finisher awards.
August 2027
September 2027
A nighttime half marathon in Green Swamp West Tract near Dade City, FL on an out-and-back trail with an aid station at 6.6 miles, drop bag support, camping and a post-race potluck.
November 2027
Obstacle-course event on November 13, 2027 in Dade City FL offering a full 5-7 mile Race, a 3-mile Blitz, Syndicate options, and kids courses for ages 12 and under.