Trail Running calendar near Orlando 2025-2026

The Skunk Ape Night Run will take place in Dade City on Saturday 13 September 2025.

Wild Boar Night Run takes place at Green Swamp Wilderness Preserve – West Tract in Dade City, Florida. The half-marathon trail course runs out along old forest roads and pasture lanes, then onto the Florida Trail to the McNeil Trailhead turnaround (about 6.6 miles out) for the loop, totaling roughly..

Tick Tock Ultra is a Lakeland, Florida lake-lapping endurance event offering 12-hour and 6-hour races, plus a 12-hour relay for teams of 3–5. Runners complete 2.84-mile laps on a paved walkway around Lake Hollingsworth, aiming to log as many laps as possible before the finish. The atmosphere centers..

Running Wild 5K is a trail-running event held in Melbourne, Florida, at Wickham Park (2500 Parkway Drive). The day features a 5K course and a Virtual 5K, with a forested, scenic route and a no-stroller policy. Participants can expect finisher medals (or save $5 by opting out), post-race food and ref..

John Holmes Trail Run takes place in Brooksville, Florida, at Croom Park within the Withlacoochee State Forest. Now in its 33rd running, this Southeast’s oldest 50K trail race began as the Croom Trail 50K and was renamed in 2006 to honor founder John Holmes. The challenging course runs along the Cro..

PawPals 4 Life 5k is an off-road trail run/walk in Sorrento, Florida at Rock Springs Run State Reserve Trail, 30601 Wekiva River Road, Sorrento, FL 32776. The event offers a live in-person 5K Run/Walk and a Virtual 5K, running Oct 1–31, 2025. The in-person field is limited, with proceeds supporting..

Lutheran Counseling Services hosts the We Care 5K Run and Walk in Longwood, Florida (2140 FL-434). The event features a 5K course where participants run or walk portions of the Seminole Trail and return to St. Stephen’s Church, suitable for all ages and fitness levels.An in-person option and a Virtu..

Enchanted Forest Sanctuary 5K/3K Trail Run takes place at the Brevard County Enchanted Forest Sanctuary in Titusville, Florida. The event features a 5K Run/Hike, a 3K Run/Hike, and a Kids Fun Run for ages 1-12. The sanctuary spans 480 acres with hiking trails, an environmental education center, and..

The Itch is a rugged, no-frills 50K trail race in Ocala, Florida, running along the Florida National Scenic Trail’s West Corridor. This point-to-point course travels from the East-West Junction to the Baseline Road Trailhead, winding through Florida’s wilderness with minimal amenities. Runners recei..

Central 28 Monster Mash-N-Dash 5K Run and Walk takes place in Debary, Florida, beginning and ending at the Central 28 Taproom. The fourth annual event features a 3.1-mile out-and-back course along a paved trail. It embraces a Halloween-themed atmosphere, inviting runners and walkers to dress in cost..

Nightmare on the Clermont Trails 5K takes place in Clermont, Florida, on October 25, 2025. The event offers a 5K Run/Walk on the scenic Clermont Trails and a Virtual 5K option for remote participants. As dusk falls, the course is transformed into a spine-chilling Halloween experience with ghastly gh..

The Sebastian Scream 5K & Haunted Rail Trail is an inaugural event held in Sebastian, Florida, supporting local first responders through proceeds that fund counseling and stress debriefing programs. The event features a 5K race starting and finishing at the North County Aquatic Center, with a course..

The Greenway Trick 'R Trot is a Halloween-themed trail race held at the Pruitt Trailhead in Dunnellon, Florida. Scheduled for October 25, 2025, the event offers multiple race options including 5K and 10K runs and rucks, as well as combined 5K+10K challenge races. Participants race through scenic tra..

Jacks 50K/24K/12K Trail Race is a multi-distance running event held in Palm Coast, Florida, at MalaCompra Greenway Trail. The course is hammock-shaded and predominantly single-track, just steps from the Atlantic Ocean. Runners complete 7.66-mile loops: 12K is one loop, 24K is two loops, and 50K is f..

Azalea 12/24 Hour is a multi-distance ultramarathon held in Palatka, Florida, at Ravine Gardens State Park. The event offers 50-mile, 24-hour, and 12-hour options on a paved USATF-certified 2-mile loop. Runners traverse a scenic ravine lined by towering oaks, with a tunnel-like canopy, winding curve..

The Tampa Bay 100 Mile Endurance Run is a third-year, point-to-point urban ultramarathon organized by Skunk Ape Events. The course begins in Ybor City, Tampa, winds through the city and across the bay to Safety Harbor, Dunedin, Clearwater, and Gulf Boulevard, finishing at Vinoy Park in St. Petersbur..

The Florida Run stages the Lake Louisa State Park Trail Run in Clermont, Florida, offering 5K, 10K, and Half-Marathon distances. Runners navigate a scenic course through pine forests, lakeshores, and open meadows with varied terrain and modest elevation gains (about 69 ft for 5K, 135 ft for 10K, and..

Save the Manatee 5K is a running and walking event in Orange City, Florida, at Blue Spring State Park, the winter home of the manatee. The 5K Run/Walk follows the flat, scenic Spring-to-Spring Trail along the park, with park admission included. The event also offers virtual 5K options for domestic o..

Landbridge Trail 5k is a well-marked, 5-kilometer loop on the Florida Trail in Ocala, Florida. The course climbs to the top of the famed Landbridge in the Marjorie Harris Carr Cross Florida Greenway, following Blue and Orange blazed trails. Runners can race hard or slow to snap a photo at the Landbr..

Colt 45 Trail Run, staged by A1 Ultra Events, is held at Colt Creek State Park in Lakeland, Florida. Four distances are offered: Colt Double Malt (60 miles, four 14‑mile loops plus a bonus loop), Original Colt 45 (45 miles, three 14‑mile loops plus a 3‑mile starter loop), Colt Silver (45K, two 14‑mi..