Trail Running Calendar New York 2025-2026

The Veeder Tree Farm 5K is a running event held in Earlton, New York, at 1235 High Hill Rd. Scheduled for October 19, 2025, the race offers multiple categories including a 5K, 5K Trail Run, and combinations thereof, with options for students as well. The course features a mix of trail and traditiona..

Run The Farm in Katonah, NY, is a scenic 5-mile trail race held at Muscoot Farm, showcasing the natural beauty of the area. The event includes a main 5-mile race for ages 6 to 108, plus two kids' races: one for ages 7-12 and another for children 6 and under. Participants receive "Farm Bucks" to spen..

The Hunt Hollow Colorfest 5K is a unique and challenging mountain run held in Naples, New York, hosted by the Hunt Hollow Ski Club in partnership with Medved. The course features significant elevation gains and losses, offering a distinctive experience for runners, walkers, and hikers of all levels...

The Castle to River Run in Garrison, NY, is a scenic running event held in the historic Hudson Valley, featuring a half marathon and a 5K race, along with a kids fun run. The half marathon course winds through Hudson Highlands State Park, passing the historic Osborn Castle and offering a mix of sing..

The Run For Your Life 5K is a unique night trail race held in Batavia, NY, featuring a spooky, haunted course designed to thrill participants. Runners navigate the dark trail guided only by required headlamps and scattered LED lights, encountering eerie scenes and horror-themed characters that add s..

The Mendon Trail Run, hosted by the Rochester Orienteering Club since 1994, is a trail running event held at Mendon Ponds Park, New York. It offers multiple distances: 10K, 20K, 30K, and 50K, featuring a scenic course on trails and grassy fields with rolling hills and about 1000 feet of climb per 10..

The Summit 50/50 is an annual trail running event held at Allegany State Park in Salamanca, NY. Offering three distances—50 miles, 50K, and 25K—the race features a looped course of about 16 miles composed of groomed trails, single track, and rolling hills. The course balances runnable sections with..

The Fall Back Into The Trails Series, held at Red Wing Recreation Area in Lagrangeville, NY, offers challenging trail races including a 100K, 50K, and 10K. The 50K consists of five 10K loops with approximately 5,000 feet of elevation gain, while the 100K features ten 10K loops with about 1,000 feet..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Set amidst scenic mountain singletrack, the course features approximately 2,700 feet of elevation gain, making it a demanding run suited for experienced trail runners. The race starts and finishes a..

The Saratoga Stryders Fall Back 5 Mile Trail Race will take place in Saratoga Springs on Sunday 2 November 2025. You can run 5 miles.

The Dirt Cheap Stage Race is a challenging three-day trail running event held at Mendon Ponds Park in New York. It features three stages: a 3-mile time trial on Pond Road, a 5.5-mile trail run at Devil's Bathtub with a notable stair climb finish, and an 11-mile epic trail stage through the park's ex..

The Pocantico Hills Marathon, held in Sleepy Hollow, NY, offers both marathon and half marathon distances through Rockefeller State Park. The single-loop courses feature rolling hills with scenic views of the Hudson River and Palisades, passing fields, stone walls, bridges, lakes, streams, forests,..

The Raven Rocks 10k Trail Run is an annual challenging trail race held at Ward Pound Ridge Reservation in Cross River, NY. The course features rugged terrain with rocky climbs, ridgeline trails, hilly meadows, and ravines, ascending to the park's two highest points: Raven Rocks Overlook and the Fire..

The NSRF Long Island Turkey Trail Trot 5K is an annual family-friendly run/walk held at Bethpage State Park in Bethpage, NY. The course starts on a grassy polo field and winds through scenic, mostly flat, beginner-friendly trails with a true cross-country feel. Participants enjoy post-race refreshme..

NYC Trail Mix is an annual ultra trail running event held in Staten Island, New York, featuring distances of 50 miles, 50K, and a half marathon. The course showcases over 35 miles of trails through the greenest parts of New York City, including Blood Root Valley, High Rock Park, La Tourette Park, an..

The Batavia Turkey Trot is a festive 5K run held in Batavia, NY, on Thanksgiving Day. This family- and stroller-friendly event welcomes runners, joggers, and walkers of all levels, encouraging participants to don costumes for added fun. The course offers a scenic morning run through Batavia, creatin..

The 2025 Never Stop Running Foundation Leftover Turkey Trot 5K is a festive run/walk event held at Bethpage State Park in Bethpage, New York. Participants enjoy a scenic course starting on a grassy polo field and winding through mostly flat, beginner-friendly soft trails with a true cross-country fe..

Rob's Trail Run Edition is a trail running event held in Woodbury, New York, at Stillwell Woods Preserve. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those 18 and under. The c..

The Never Stop Running Foundation 50/50 Turkey Trot 5K is a trail run held at Belmont Lake State Park in West Babylon, NY. This fun and challenging 5K event emphasizes community and excitement over competition, offering no traditional awards or swag but a unique raffle where 50% of net proceeds are..

The PPTC Endurance Fest is an ultramarathon event held in Brooklyn, NY, featuring 50-mile and 50-kilometer race options. Taking place in Prospect Park, the course consists of multiple 3.33-mile loops—9 loops for the 30-mile race and 15 loops for the 50-mile race—starting and finishing near the Linco..