Trail Running calendar near Holiday 2025-2026

The Legacy Trail Ultra is a free 60K ultramarathon taking place in Sarasota, Florida, on November 23, 2025. Sponsored by the Manasota Track Club, this event features an out-and-back course that begins at Payne Park and extends 18.6 miles south along the scenic Legacy Trail. Participants will have 10..

RunFluent Christmas is an exciting running event scheduled for December 13, 2025, in Lutz, Florida. Participants can choose between a 4-mile race or a challenging 7-hour multi-lap relay. All entrants will receive a race day t-shirt and finisher awards, with additional prizes for the top three male a..

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 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 Coo-Wah-Chobee 50k, 25k, and 5k is an exciting running event taking place at Carlton Preserve in Venice, Florida. This annual race features a scenic single loop course with a mix of single track and dual track trails, making it a unique experience for participants. The event promises signature s..

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 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..