Trail Running calendar near Naples 2025-2026

We have found 51 Trailruns within 80 miles of Naples. See below where and when you can find the races.

English's Ridge Rumble is an annual trail running event held at Green Lakes State Park in Fayetteville, NY. The race offers three distances: 50km, 20 miles, and 10 miles, with a challenging 10-mile loop featuring about 1,300 feet of elevation gain. The course showcases scenic and technical trails, i..

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May 2026

The Medved Madness Trail Races, held annually at Mendon Ponds Park in Honeoye Falls, NY, is a popular spring trail running event featuring two main races: a Long Course of approximately 13 miles and a Short Course of about 5 miles. The course varies each year due to trail conditions, with an aid sta..

The Sand to Serengeti race is a scenic trail running event held at Green Lakes State Park, featuring two distances: a 10-mile and a 3-mile race. The 10-mile course starts at the park's sandy beach, winds around Round Lake, ascends toward an area known as the Serengeti, loops around it, and then desc..

Cayuga Trails is a scenic ultramarathon held annually at Robert Treman State Park near Ithaca, NY. The event features two challenging distances: a 50-mile race with approximately 10,000 feet of elevation gain and a 50K covering about 7,000 feet. The course is predominantly singletrack trail (95%) wi..

Lucifer’s Crossing is a trail running event held at Old Y Camp in Robert Treman State Park, Ithaca, NY. It offers three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features scenic and flowing trails, beginning with a rolling ascent on the wooded Rim..

June 2026

The Table Rock Trail Challenge is an annual Last One Standing trail running event held at Clark Reservation State Park in Jamesville, NY. Celebrating its 10th year, the race features looped courses of approximately 1.2 to 1.3 miles, traversing diverse terrain including crushed gravel, slick limeston..

Many On The Genny is a 45-mile trail ultramarathon held in Castile, New York, within the scenic Letchworth State Park. The course features both sides of the famous gorge, offering runners a challenging mix of single track trails, fields, footbridges, and bridle paths. Participants experience stunnin..

RHSC's Super Hear-O 5K & Family Fun Day is an annual event held at Seneca Park - Wegman Lodge in Rochester, NY. It features a 5K road run/walk and a one-mile walk/roll/stroll, welcoming runners, walkers, rollers, and strollers of all ages. The event celebrates the efforts of RHSC heroes who support..

July 2026

The Finger Lakes 50S is an internationally recognized ultramarathon held in Hector, New York, within the scenic Finger Lakes National Forest. This trail running event offers three distance options: 25 kilometers, 50 kilometers, and 50 miles, catering to a range of endurance runners. Known for its ch..

The Mighty Mosquito Trail Race & Relay, held in Mendon Ponds, Mendon, New York, is a challenging ultramarathon event featuring multiple race distances and relay options. The premier race is the 100-mile solo challenge on a figure-8 course with two 10-mile loops and aid stations, offering a 34-hour c..

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