Pensacola
Trail Running Calendar near Pensacola 2026-2027
Explore the top trail runs near Pensacola for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A charity event in Milton, FL offering a 1 Mile and an all-terrain 5K, with hydration stations, shuttle service, and half of ticket sales donated to cancer charities.
October 2026
Family run and walk at Big Lagoon State Park on October 31, 2026, with road and new trail routes, games, costume fun, and free parking.
November 2026
Experience a scenic trail run through the long leaf pines of Blackwater River State Forest. Enjoy a post race BBQ and the opportunity to swim in Krul Lake after completing the half marathon course.
A mud run in Foley, AL on November 14, 2026 offering a timed 5K with obstacles and a non-timed 2 Mile Fun Run supporting missions.
December 2026
A coastal ultramarathon on 12/12/2026 in Pensacola tracing the Gulf shore between Big Lagoon State Park and Fort Morgan. Options include 50 Mile and 50K distances with solo and relay formats.
February 2027
Test your endurance at Coldwater Creek by completing ten 5k runs over 24 hours. Navigate single track trails and sandy roads while enjoying provided hot meals and on site camping at this unique ultra distance challenge.
An eight hour trail event in Molino, FL on February 27, 2027 featuring 4.2 mile laps, individual and four person team divisions, a 20 pound ruck class, and a kids race.