Trail Running calendar near Naples 2025-2026

Take on the Buffalo Beast, a 3 mile trail race at Kissing Bridge All Seasons Resort on Nov 1, 2025, featuring technical singletrack, steep climbs and over 800 feet of elevation gain. First 50 entrants get a commemorative pint glass and top..

Stretch your legs on a scenic 5K trail at Christ Church in Wellsboro. This free community run on November 1 welcomes walkers and runners of all paces for a relaxed, friendly morning outdoors.

Take on the Dirt Cheap Stage Race, a three day trail series at Mendon Ponds Park Nov 7 to 9, 2025. Pick one, two or all three stages from a short time trial to an 11 mile epic and enjoy post race food and finisher swag.

Push your limits at the Clark 6 hour Classic, a timed trail challenge at scenic Clark Reservation near Jamesville, NY. Run as many 1.7 mile laps as you can on varied gravel, dirt and rocky sections and finish the Salt City Trail Running ser..

Test your endurance on the Manchester Gateway Trail by completing as many 2.3 mile out and back laps as you can in six hours. Entry helps fund the local dog park and well behaved leashed dogs are welcome.

Run or walk the Batavia Turkey Trot 5K on Thanksgiving Day and support Crossroads House. Family and stroller friendly with costume prizes, hot drinks and snacks after the race.

Join the Gratitude Run in Rush NY on November 27 and 28 to support Rochester Rotary Sunshine Camp. Family friendly 5K trail, 1 mile and kids dash with chip timed results, shirts and post race food.

Tackle rugged trails and steep climbs at the 0 Degree Winter Trail Festival in Pittsford, NY, a fundraiser supporting local trail projects. Choose 5, 10 or 15 mile routes for a cold season trail challenge with grit and scenic views.

Start the season with Frozen Assets, a scenic 10k winter trail loop at Harriet Hollister Spencer State Recreation Area that often runs through snow. Carry your own water and enjoy warm cider at the finish.

Mrs. McCormick's Ice House is a winter trail race on Jan 17, 2026 featuring a scenic, roughly 4 mile loop you can repeat for longer distances. Expect snowy trails and post race pancakes, hot drinks and awards at cozy Wilson Lodge.

Run Devil's Shadow Winter Trail Races at Mendon Ponds Park on January 31 2026 with 50k 25k and 5 mile loops around the Devil's Bathtub. Hopkins Point Lodge provides a warm aid station and post race treats while Common Ground Series swag awa..

English's Ridge Rumble returns April 18, 2026 at Green Lakes State Park with 50 km, 20 mile and 10 mile options on scenic but challenging trails. Expect varied surfaces, technical sections, open fields, and about 1,300 ft of climbing.

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-..

Medved Madness at Mendon Ponds Park on May 3, 2026 features a challenging long trail of about 13 miles, a shorter 5 mile course, and a kids race. Expect changing courses each year, a post race barbecue, and a friendly trail running vibe.

Take on the rugged Sehgahunda Trail Marathon and relays at Letchworth State Park on May 16 with the Vale of Three Falls races on May 17. Expect technical singletrack, big climbs, handmade finisher medals and a true trail weekend.

Run the Vale of Three Falls at Letchworth State Park on May 17, 2026 with 5K, 10K or 15K routes that follow a scenic service road overlooking the Genesee River. Expect rugged terrain, big hills and post race refreshments.

Join Sand to Serengeti on May 17, 2026 at Green Lakes State Park, Fayetteville, NY for 3 mile and 10 mile trail runs from the sandy beach. Scenic Round Lake loops and a rugged Serengeti ridge await, with on course water and free photos.

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 on May 30 threads epic singletrack through gorges, waterfalls and historic stone stairs with big climbs. Pick a 50 mile or 50K route and enjoy stocked aid stations, drop bag support, local post race food and a fin..

Tackle scenic singletrack in Robert H Treman State Park at Lucifer's Crossing. Choose 5K, 10K or a half marathon with a rolling rim trail climb, gorge descents and historic stone staircase for challenging, unforgettable views.