Land O' Lakes
Trail Running Calendar near Land O' Lakes 2026-2027
Explore the top trail runs near Land O' Lakes for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
An obstacle-race day in Dade City on Nov 14, 2026 offering full 5–7 mile Savage Race, a 3-mile Blitz, kids courses, spectator passes, and paid parking.
A self-guided, point-to-point urban endurance tour of about 100 miles from Ybor City through Tampa Bay beaches to a finish at Coffee Pot Park in St. Petersburg.
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.
First annual Kilted 5K walk and run in Dunedin with a trail through Hammock Park; entry includes a T-shirt, medal, and admission to the Dunedin Celtic Festival.
Thanksgiving morning 5K on the paved Upper Tampa Bay Trail in Tampa with costumes encouraged, finisher medals, music, and family-friendly activities.
Third annual Salty Soul Splash Dash is a 5K fun run in Dunedin on 11/28/2026 along the Pinellas Trail with race timing, a shirt, and a cold beverage.
December 2026
January 2027
Trail races at Croom Park near Brooksville FL with 50K, 20 Mile and 10 Mile on a 10 mile loop and aid stations about every five miles.
A scenic chip timed 5K through Masaryk Winery vineyards on January 16, 2027 with race swag, a wine pour for eligible participants, and age group awards.
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 on March 13, 2027 in Dade City FL offers a 5 to 7 mile Race, a 3 mile Blitz, junior courses, and a competitive PRO option.
April 2027
A 5K kilted trail run and walk in Dunedin with race shirt, medal, and festival admission included as part of the Highland Games.
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.
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.