Trail Running calendar near Naples 2026-2027

Trail races at Dewy Meadows Maple Farm in Warren Center, PA, with 5k and 10k courses over dirt roads, single track, climbs, and fields. Finishers receive a souvenir glass bottle of maple syrup and post-race pancakes and sap house tours.

The Three Brothers Spiked Apple 5K is a scenic run/walk through vineyards and orchards at a Finger Lakes estate. Registration includes a t-shirt, finisher medal, cider donut, and a pour of cider, with awards for age groups. It's a community..

This scenic 5K trail run takes place through the vineyards and groomed trails of Spring Lake Winery in Lockport. All finishers receive a keepsake wine glass, with awards for top runners. An optional adult Easter egg hunt adds to the post-ra..

Timed six hour event in Rochester, NY on April 4, 2026 with two three hour legs. Parking is at Durand Eastman Park on Lakeshore Blvd and registration closes April 3 at 11:59 PM ET.

Trail races at Green Lakes State Park in Fayetteville, NY offering 50km, 20 Miler, and 10 Miler on an approximately 10 mile loop with varied terrain and about 1,300 feet of elevation gain.

A technical *20K* trail run through Hi Tor Wildlife Management Area near Naples, NY, with steep elevation changes, varied terrain and wildlife encounters; entry is limited to 200 runners and a clear refund schedule applies.

Event Overview Run Our Trails is a series of six trail races held on the last Tuesday of each month from April through September in Mendon Ponds Park, Honeoye Falls, New York. Each race features a different trail route and distance within t..

Event Overview The Denfit Ultra is an ultramarathon event taking place on May 2-3, 2026 at the Buffalo Ski Center in Colden, New York. The event features two distances: the Denfit Ultra 50k and the Denfit Ultra 100k. Course Details Both rac..

Trail-based endurance event at Hills Creek Lake near Wellsboro, PA, featuring a 3-mile loop and timed options including a 12-hour relay for teams up to four people.

Medved Madness Trail Races at Mendon Ponds Park features a roughly 13-mile long course, a 5-mile short course, and a free Kids K, with courses set the day of the event and a post-race barbecue.

Tackle a scenic 7-mile loop trail at Greek Peak in Cortland, NY. Choose from four distances up to 28 miles, with the unique option to carry added weight. Finish within 10 hours to earn commemorative gear.

The Brandon's Run will take place in Rome Township on Saturday 9 May 2026. You can run 5 kilometers.

A two-day race weekend at Letchworth State Park featuring a 26.3-mile trail marathon with relay options, three out-and-back falls races, and a 72 km challenge, with aid stations, event shirts, and finisher medals for each race.

Take on the Susquehannock Trail Ultra in Coudersport PA on May 16, 2026, an 83 mile single track challenge with over 14,000 ft of climbing. Rugged navigation and remote aid stations make this a true endurance test with a 36 hour cutoff.

This trail race at Green Lakes State Park offers two distances: a scenic 10-mile loop and a shorter 3-mile option. Runners will enjoy views of the lakes and fields, with finisher medals, photos, and local food rewards.

Experience three scenic out-and-back races at Letchworth State Park. Choose from the 5K, 10K, or 15K on a hilly gravel road with river views. Each distance features multiple aid stations, a finisher medal, and an event shirt.

The Highland Forest 1-2-3 Trail Run will take place in Fabius on Saturday 23 May 2026.

Choose your distance challenge on the scenic trails of Holiday Valley. This timed trek offers four looped courses and an option to carry weight for extra rewards. All participants get a finisher's kit, with a special medal for the longest d..

A trail ultramarathon near Ithaca, NY featuring 50 mile and 50K courses through singletrack, gorges, waterfalls and stone stairs, with aid stations, drop bag support, limited field size, and proceeds supporting local trail organizations.

Trail races at Robert H. Treman State Park near Ithaca NY offering a half marathon, a 6.66 mile race and a 5K. Courses run on the Rim Trail, through Lucifer Falls gorge and on Finger Lakes Trail singletrack.