Trail Running calendar near Naples 2025-2026

Celebrate Thanksgiving at the Gratitude Run in Rush NY with 5K, 1 mile, kids dash and virtual options for all ages. Enjoy a timed race, shirts and post race food while supporting Sunshine Camp for children with disabilities.

Join the Batavia Turkey Trot 5K on November 27 for a fun, family and stroller friendly run that raises funds for Crossroads House. Costume prizes, hot drinks and post run snacks make this a festive Thanksgiving tradition.

0 Degree Winter Trail Festival The event is a trail running festival held on Saturday, Dec 13, 2025, that serves as a fundraiser for planned trail projects. It offers multiple distance options on trail terrain. Distances available: 15 Mile..

Frozen Assets Endurance Run Frozen Assets Endurance Run takes place on January 3, 2026 at Harriet Hollister Spencer State Recreation Area in Springwater, NY. The event is planned as an approximately 10k loop that starts and finishes in the..

Mrs. McCormick's Ice House : winter trail race Mrs. McCormick's Ice House is a winter trail race taking place at Ontario County Park at Gannett Hill in Naples, NY on January 17, 2026. Race headquarters is at Wilson Lodge. The event has a si..

Event overview Devil's Shadow Winter Trail Races take place on January 31, 2026, at Mendon Ponds Park in Honeoye Falls, NY. The event is a winter trail running race held in the tradition of Cast a Shadow, but without a snowshoe option. New..

Run scenic single and double track at English's Ridge Rumble in Green Lakes State Park, a USATF sanctioned race offering 50 km, 20 Miler and 10 Miler distances. Expect rolling climbs, technical rock and root sections, and lakeside views.

ROCovery #OMAAT 24-Hour Run/Walk Challenge The event takes place April 18–19, 2026 at Fellows Road Park in Fairport, NY (499 Fellows Rd, Fairport, NY 14450). It is a 24-hour run/walk challenge that uses a looped course. The course is a one-..

Join the 19th Annual Medved Madness Trail Races at Mendon Ponds Park on May 3, 2026, featuring roughly 13 mile and 5 mile trail courses plus a kids K. Expect changing trails, a tech shirt, and a post race barbecue for all finishers.

Sand to Serengeti is a trail-running event held at Green Lakes State Park in Fayetteville, New York. It offers two distances: a 10-mile trail run and a 3-mile option. The route starts on the sandy beach at Green Lakes, winds around Round La..

The Mills Miles - May 23, 2026 The Mills Miles is a Last Runner Standing format race held at Powder Mills Park in Pittsford, NY, with Race HQ at Powder Horn Lodge. The event uses a one-mile trail loop. Each loop is a mass start with a prede..

Cayuga Trails in Ithaca NY offers 50 mile and 50K trail ultramarathon courses through waterfalls, stone stairs, and rugged singletrack. Big climbs, plentiful aid, and post race food await while entries support local land trusts.

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 flowi..

Test your grit at the Table Rock Trail Challenge, a Last One Standing looped trail race through Clark Reservation State Park near Syracuse. Repeat short laps until one runner remains, then celebrate with a post race cookout.

Join YMCA Race Weekend at Green Lakes State Park on June 13 and 14, 2026 for races around the blue green lakes. Choices from triathlon and aquabike to an 8K trail and kids fun run with proceeds helping YMCA community programs.

Run a scenic but challenging 45 mile trail ultra through Letchworth State Park's dramatic gorge, with sustained climbs, single track, footbridges and remote sections. Relay spots and a women's only category are available; registration opens..

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...

Event details The Run the Vineyards - Sheldrake Point Winery 5K takes place on Sunday, June 28, 2026, in Ovid, NY. The event is held at Sheldrake Point Winery, 7448 County Road 153, Ovid, NY 14521. Entry for the listed 5K event is shown as..

Overview Parallel of Latitude 2025 is an 8-hour running event organized by the Finger Lakes Runners Club at Dryden Lake Park in Dryden, NY. The event uses a measured out-and-back course on the Jim Schug Trail. The course is described as fla..

Discover scenic single track, meadows, bridges and old growth forest at the Webster Trail Classic on July 25, starting and finishing at Webster Park. Pick a 10 mile challenge, a 3.5 mile loop or a free 1 mile kids run.