Trail Running Calendar New York 2025-2026

The Heron Trail Run is an annual event held in Panama, New York, featuring a 5K run and a 5K walk suitable for all ages. The race takes place on scenic, well-marked trails that offer a challenging yet enjoyable experience for both new and experienced participants. This event honors the memory of Dav..

Climb It For Climate is a mountain trail running event held at Belleayre Mountain Ski Center in the Catskill Mountains, New York. Participants can choose between a challenging 25K course, approximately 15 miles with 5,000 feet of elevation gain and descent, or a shorter 8K course of about 5 miles wi..

The Twisted Branch Trail Run is a challenging 100K ultra running event held in the Finger Lakes region of New York, starting near Naples, NY. The point-to-point course follows the historic Bristol Hills Branch trail, featuring nearly 95% single-track terrain through rugged and scenic landscapes. Wit..

The Fabulous Fahnestock Trail Races, held in Cold Spring, NY, offer runners a choice of 50K, 25K, and 5.5-mile distances through scenic Fahnestock State Park in the Hudson Valley. The course features a mix of runnable dirt roads and technical single-track trails, with challenging climbs, flowy desce..

The Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

Fellows Frolic is a trail running event held at Morgan Hill State Forest near Tully, New York. The race features a challenging 3.27-mile loop with 607 feet of elevation gain, marked primarily by orange blazes along the Fellows Hill Loop Trail. Participants run multiple loops within a 3-hour time fra..

The Winona Forest Backyard Ultra, held near Mannsville, NY, is a unique endurance running event set in the scenic Winona State Forest. Runners complete a 4.167-mile loop every hour, starting on the hour, with the goal of being the last runner standing. Participants must finish each loop within the h..

The Green Lakes Endurance Runs, held at Tulip Hill Picnic Area in Green Lakes State Park, Fayetteville, NY, offer ultrarunning events including 100K, 50K, 25K races, and a new 12-hour timed race called GLER GALEFORCE. The courses feature varied terrain with well-maintained single and double track tr..

The Dirty Dozen 50K is a challenging ultramarathon held in New York City, featuring a 50-kilometer distance composed of 12 hilly loops in Forest Park. Known as one of the tougher ultra-races in the city, it tests both physical endurance and mental toughness. The course's repetitive loop format and e..

The Thacher Park Trail Running Festival, established in 2014, takes place at Thacher State Park in Voorheesville, NY. This scenic event offers participants a choice of four race distances: 10K, 13.1M, 26.2M, and 50K, allowing runners to experience the park's beautiful trails. The festival promotes a..

The Two Hollows Monster Marathon and Half Marathon takes place in the scenic Kennedy State Forest near Virgil, NY, featuring well-maintained trails between Daisy Hollow and Babcock Hollow. The courses offer rolling single-track terrain with challenging hills, including a tough climb near the end of..

Raptor Ridge Presented by Peace, Love, Trails (formerly the Sanctuary 6.5) is a challenging 6.5-mile trail run held at the scenic Westmoreland Sanctuary in Mount Kisco, New York. The race takes participants through the sanctuary's beautiful and rugged trails, spanning 669 acres with 8.5 miles of hik..

The Black Diamond Express Trail Race, organized by the Mendon Foundation, takes place on the scenic Lehigh Valley Trail in Mendon, New York. The event features two distances: a 5K and a USATF-certified Half Marathon, both starting near the Mendon baseball fields south of Route 251. The courses are f..

The Bread of Life Outreach Center Wellness Day 5K Trail Run is held at Sprague Brook County Park in Glenwood, New York. This event features an approximately 5K trail run/walk on wide groomed trails and grass, starting and finishing near the park's Warming Shelter. Participants registering by August..

The Glen Iris 5K & 10K Trail Run/Walk is a scenic event held within Letchworth State Park, known as the "Grand Canyon of the East," in Castile, NY. Participants will enjoy challenging woodland trails with breathtaking views of the Genesee River Gorge, wildlife, streams, and bridges. The race feature..

The Virgil Crest Ultras, held in Cortland, New York, is a challenging trail running event featuring distances of 100 miles, 50 miles, and 50 kilometers. Known for its significant ascents and descents, the course offers steep climbs, singletrack forest trails, and less technical footing that allows r..

The Pawling 24 Hour Trail Running Festival, held in Pawling, NY at Lakeside Park, offers runners a challenging and festive endurance experience. Participants can choose from 3, 6, 12 (including a night start), or 24-hour timed races on a 1.68-mile loop course featuring pavement, grass, and single-tr..

Wilcox Wild is a challenging 50K trail ultra run held in the Adirondack Park Wilderness, New York, starting and finishing at Harrisburg Lake. The race course features rugged trails through the Wilcox Lake Wild Forest, passing landmarks such as Hope Falls, East Stony Creek Trail, Murphy Trail, Willis..

The Mill to Mill 5K/10K (Keuka Outlet Trail) is an annual running event held in Penn Yan, New York, starting and finishing at Cascade Falls along the scenic Keuka Outlet Trail. The race offers two distances: a 5K and a 10K. Both courses pass by the picturesque Seneca Mills Falls, with the 10K extend..

The Brookfield Classic is a trail running event held in the scenic Charles E Baker State Forest in Brookfield, New York. It offers three race distances: a 5K for beginners or casual runners, a family-friendly 15K loop combining truck and horse trails suitable for walking or running, and a challengin..