Trail Running calendar near Osteen 2025-2026

The Peace River 100 Miler is an exciting ultra-running event taking place at Mosaic Peace River Park in Bartow, Florida. Participants can choose to run a challenging 100-mile course or a 10-mile loop, featuring diverse terrains including equestrian trails, sandy paths, and rolling grass. The event o..

The Wekiwa Springs Ultra is Central Florida's inaugural Ultra Trail Running Festival, featuring a 12-hour and a 24-hour trail run, as well as a 24-hour relay team event. Set in the scenic Wekiwa Springs State Park, participants will navigate a 3.2-mile loop through lush trails, offering opportunitie..

The Long Haul 100 is a premier running event taking place in Colt Creek State Park, Lakeland, FL, featuring a challenging 100-mile race and a 100-furlong (12.5 miles) option. This Western States Qualifying Race is designed for both novice and experienced runners, offering a scenic course that showca..

The Monroe Cross Trail 50 Mile Ultra is an annual ultra-marathon event held in Volusia County, Florida. Participants run a scenic point-to-point course starting from Rotary Park in Edgewater and finishing at Central 28 Beer Company in DeBary. The race features a 50-mile distance, along with shorter..

Forgotten Florida is an exciting running event scheduled for February 7-8, 2026, in Christmas, Florida. This unique race offers participants the chance to explore scenic trails in areas like Tosohatchee, Charles Bronson State Forest, and Seminole Ranch, showcasing the beauty of old Florida. Runners..

Whispering Pines is a community-focused running event taking place in Inverness, FL, designed for participants of all ages and abilities. The event features a 5-mile trail loop that is open for 12 hours, allowing runners and walkers to complete as many laps as they wish. The atmosphere is laid-back..

The Space Pirate 100 is an exciting running event taking place along Florida's beautiful Space Coast and Treasure Coast. Scheduled for February 21, 2026, participants can choose from various distances, including a 100-mile race, a 100-mile relay for teams of three, a 50-miler, and a 33.3-miler. Runn..

The Real Florida 10K is part of the 39th Annual Real Florida 5K/10K Cross Country Run, taking place at Wekiwa Springs State Park in Apopka, Florida. This unique event features an entirely off-road course, making it a distinctive experience for participants. All finishers receive a medal and a commem..

The Long Play Trail Run is a premier trail running event held in Brooksville, Florida, featuring a challenging 33.3-mile single loop course through the scenic Croom Tract of the Withlacoochee State Forest. Participants can also choose from a Half Marathon and a 6K option. The race starts and finishe..

The Two Prairies Ultra is an exciting running event taking place in Fort McCoy, FL, featuring 50K and 30K distances. Set in the scenic Ocala National Forest, participants will experience the beauty of the Juniper and Hopkins Prairies while traversing some of the oldest sections of the Florida Trail...