Trail Running calendar near Naples 2025-2026

We have found 49 Trailruns within 80 miles of Naples. See below where and when you can find the races.

Nocturnal 12 is a unique 12-hour endurance race taking place in Rochester, NY, on October 18-19, 2025. This event allows participants to run or walk along a scenic, mostly flat 2.06-mile out-and-back course on the Lake Ontario State Parkway Trail. The race is designed to be inclusive, welcoming walk..

Many Lite is a scenic 20-mile running and hiking event held in Castile, NY, within the stunning Letchworth State Park, often called the Grand Canyon of the East. The course features breathtaking views of waterfalls, overlooks, and vibrant fall foliage along the Genesee River gorge, with cliffs reach..

The Run For Your Life 5k in Batavia, NY, is a unique nighttime race combining a 5k run with a haunted house experience. Held in complete darkness, participants must wear headlamps as they navigate a spooky course featuring classic horror characters who create a thrilling atmosphere without physical..

December 2025

The 0 Degree Winter Trail Festival is a trail running event held in Pittsford, New York, featuring three race distances: 15 miles, 10 miles, and 5 miles. The festival offers a challenging course that includes notable climbs such as the "Hell on roots climb" and the "Ski Hill Climb," providing a rugg..

January 2026

The Frozen Assets Endurance Run is a winter trail race held at Harriet Hollister Spencer State Recreation Area in Springwater, NY. Scheduled for January 3, 2026, the event features an approximately 10k loop course primarily on winding single-track trails originally blazed for mountain biking. Partic..

Mrs. McCormick's Ice House is a winter trail running event held at Ontario County Park in Naples, New York. Scheduled for January 17, 2026, the race offers participants the choice to complete a 4-mile loop once or twice, totaling up to 8 miles.The course navigates scenic parts of the park, avoiding..

The Devil's Shadow Winter Trail Races take place at Mendon Ponds Park in Honeoye Falls, NY, featuring 5-mile, 25k, and 50k distances. The race course is a roughly 5.1-mile loop around Devil's Bathtub, designed to avoid major hills and road crossings, with the start and finish at Hopkins Point Lodge...

April 2026

The TrailsRoc Last Runner Standing is a unique endurance running event held at Basil Marella Park in Rochester, NY. Participants run repeated 1-mile trail loops in a mass start format, with progressively shorter time limits to complete each loop. Runners who fail to finish within the allotted time a..

June 2026

The Webster Trail Classic is a trail running event held in Webster, NY, featuring a 10-mile race, a 3.5-mile run, and a kids fun run of about 1 mile. The course traverses three neighboring parks—Webster Park, Whiting Road Nature Preserve, and Gosnell Big Woods Preserve—each offering unique trail exp..