Trail Running calendar near Osteen 2025-2026

The Skunk Ape Night Run is a 30K trail running event held at the Green Swamp Wilderness Preserve - West Tract in Dade City, Florida. This unique race features a diverse course that showcases Florida's varied terrains, including pasture lanes, mud, dirt roads, single-track trails, sugar sand, and fir..

The River to Sea 12/6 Hour Trail Race takes place in Palm Coast, Florida, featuring a nearly one-mile loop trail surrounded by palm and oak trees in a classic old Florida hammock setting. The course is flat, shaded, and nontechnical, offering a scenic and comfortable running experience between the r..

The Hot August Night Trail Race is a nighttime trail running event held at Holder Mine Campground in Inverness, Florida, within the Citrus Tract of the Withlacoochee Forest. Participants can choose from 5-mile, 10-mile, or 20-mile distances, with the 20-mile race consisting of two 10-mile loops. The..

The Wild Boar Night Run is a half-marathon trail race held at the Green Swamp Wilderness Preserve - West Tract in Dade City, Florida. Scheduled for September 13, 2025, this out-and-back course takes runners through old forest roads, pasture lanes, and the Florida Trail, offering a unique nighttime e..

The Tick Tock Ultra is a challenging 12-hour and 6-hour ultra running event held at Lake Hollingsworth in Lakeland, Florida. Participants run multiple laps of a scenic 2.84-mile paved loop around the lake, aiming to cover as much distance as possible within the time limits. The event offers individu..

The John Holmes Trail Run, held in Brooksville, Florida, is the Southeast's oldest 50K trail race, celebrating its 33rd running in 2025. The event offers three distances: 50K, 16 miles, and 9 miles, all starting and finishing at the Tucker Hill Fire Tower within Croom Park and the Withlacoochee Stat..

The Itch is a challenging 50K trail race held in Ocala, Florida, along the Florida National Scenic Trail’s West Corridor. This no-frills, point-to-point event starts at the East-West Junction near CR 316 and finishes at the Baseline Road Trailhead. Runners navigate rugged wilderness terrain, with ai..

The Jacks Trail Race, held in Palm Coast, Florida, offers 12K, 24K, and 50K distances on the scenic MalaCompra Greenway Trail. This course features 95% single-track, hammock-shaded trails just steps from the Atlantic Ocean, with a short gravel section for spacing. Runners complete loops depending on..

The Azalea 12/24 Hour is an ultrarunning event held at the scenic and historic Ravine Gardens State Park in Palatka, Florida. Participants can choose between a 50-mile race, a 24-hour, or a 12-hour run on a USATF Certified 2-mile paved loop course featuring winding curves, hills, and a canopy of tow..

The Florida Run at Lake Louisa State Park in Clermont, Florida, offers a scenic trail running event featuring 5K, 10K, and half-marathon distances. Set within the park's diverse landscapes, runners traverse pine forests, lakeshores, and open meadows, experiencing Florida's unique flora and fauna. Th..

The Across Florida 200 is a fully supported, 200-mile endurance trail run across Florida, starting on the west coast and finishing at St. Augustine Beach Pier. The course features 110 miles on the famous Florida Trail, 10 miles of state park trails, 40 miles of dirt roads, 20 miles of Rails to Trail..

The Colt 45 Trail Run, hosted by A1 Ultra Events, takes place at Colt Creek State Park in Lakeland, Florida. Scheduled for November 22, 2025, this trail running event offers four distances: the Colt Double Malt (60 miles), Original Colt 45 (45 miles), Colt Silver (45K), and Colt Mini (14 miles). The..

The Turkey Burn Ultra is a trail running event held at Lake Louisa State Park in Clermont, Florida, featuring 50K and 25K distances. The course offers a scenic and diverse experience through 11 natural communities, including sand hills, swamp forests, creeks, and lakes, with 75% singletrack trails a..

The Peace River 100 Miler is an ultramarathon held at Mosaic Peace River Park in Bartow, Florida. The course features a challenging 10-mile loop combining equestrian trails, sandy paths, rolling grass, and limestone roads. Runners face a 36-hour cutoff to complete the 100-mile distance, with aid sta..

The Wekiwa Springs Ultra is Central Florida's inaugural ultra trail running festival held at Wekiwa Springs State Park in Apopka, FL. The event features a scenic 3.2-mile loop through lush trails with wildlife and shaded areas. Participants can choose from a 12-hour trail run, a 24-hour trail run, o..

The Long Haul 100 in Lakeland, Florida, is a premier trail race held at Colt Creek State Park, featuring a 100-mile race and a shorter 100-furlong (12.5 miles) option. The 100-mile race consists of six loops of 16.7 miles each, with a 32-hour cutoff and three staffed aid stations. The course offers..

The Monroe Cross Trail 50 Mile Ultra is a point-to-point race held in Volusia County, Florida, starting at Rotary Park in Edgewater and finishing at Central 28 Beer Company in DeBary. The course follows scenic paved multi-use trails, including the East Regional Rail Trail, Spring-to-Spring Trail, an..

Forgotten Florida is a unique trail running event held in Christmas, Florida, featuring distances of 100, 50, 15, and 8 miles. The race explores rarely traveled single-track trails through scenic areas like Tosohatchee, Charles Bronson State Forest, Seminole Ranch, and Little Big Econ State Forest...

Whispering Pines is a free, flexible trail running event held at Whispering Pines City Park in Inverness, Florida. Featuring a 5-mile loop of mixed single-track and double-track trails with packed sand and pine needle surfaces, the course offers gentle hills, ample shade, and two paved road crossing..

The Space Pirate 100 is an ultra running event held along Florida's scenic Space Coast and Treasure Coast, starting in Cape Canaveral and finishing on the beach in Jensen Beach. The race offers multiple distances: a 100-mile solo run, a 100-mile 3-person relay with flexible team strategies, a 50-mil..