Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 194 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
September 2026
A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.
Trail races of 25K, 8K and an 8K walk at Oxbow Eco Center in Port St. Lucie with on site packet pickup and donations collected for local causes.
A community 5K along Jacksonville Beach on September 19, 2026, benefiting the Betty Griffin Center with timed chips, race shirts, finisher medals, vendors, and postrace Pilates.
A free scavenger hunt run from 1st Place Sports San Marco with New Balance shoe demos, teams of 4 to 5, photo clue stops, post-run breakfast and prizes.
A 100 mile open road urban ultramarathon through Miami neighborhoods on September 26, 2026, limited to 50 runners and relying on crew support, checkpoints and directional cards. A 30 mile Miami 130 Challenge is available after the 100 miles.
Complete as many 2.84 mile laps as possible around Lake Hollingsworth in this 6 hour or 12 hour endurance challenge featuring a full hot food menu.
Third annual trail run in Conservation Park Panama City Beach on September 26, 2026 supporting the St. Andrew and St. Joseph Bays Estuary Program.
YMCA Camp Winona MudFest is a 3 mile obstacle course race on September 26, 2026 in De Leon Springs, FL with more than 17 obstacles.
A 5K and 1 Mile at J.R. Alford Greenway in Tallahassee featuring single-track trails, steep final hills, and a post-race dress-alike contest.
A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The event support..
A 5K at Wickham Park in Melbourne with in-person and virtual options, finisher medals, age-group and team awards, and proceeds benefiting Florida Wildlife Hospital.
Cross country 5K and 10K at Amelia Earhart Park in Hialeah, with asphalt, grass and dirt sections; kids under 15 run free and a waiver is required.
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.
A timed tower climb at Tampa City Center to the 41st floor with 861 steps, bailout floors, water stations, event t shirt, finisher medal, and awards across categories.
Experience the scenic Nocatee Greenway Trails in Ponte Vedra Beach with race distances including 10 miles, 10K, and 5K. This event features road and trail running alongside a dedicated 5K ruck and virtual race options.
Obstacle course weekend at Lake Nona in Orlando featuring a 5 km Sprint, 10 km Super, kids races, workshops and a 4 hour Hurricane Heat.
A community cross country 5K at Anthony Pleasant Park on October 10, 2026 with age-group medals and awards presented by the Century Lions Club.
A community beach event in Bradenton Beach featuring a timed 5K, an untimed 1,000 m fun run, and a virtual 5K, benefiting Anna Maria Elementary School PTO.
Join this witch and zombie themed trail run or walk through Ann & Chuck Dever Regional Park to support local student scholarships.
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,..