Trail Running Calendar New York 2025-2026

Raptor Ridge Presented by Peace, Love, Trails is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The event takes runners through the scenic and rugged trails of the 669-acre wildlife preserve, which spans three towns and offers 8.5 miles of hiking paths..

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 Broken Cabin 10k is a trail running event held just outside Batavia, NY, on a privately owned trail system suitable for runners of all levels. This inaugural race aims to create a friendly, backyard race atmosphere that emphasizes fun and quality. The course offers a welcoming environment for pa..

The Ontario Summit Trail Races, held at Ontario County Park at Gannett Hill in Naples, NY, offer a scenic trail running experience featuring a half marathon and a 5-mile race. The half marathon covers 13.1 miles of rolling, tree-covered single-track trails around Gannett Hill, the highest point in O..

The Shawangunk Ridge Trail Run (SRT) is a challenging trail running event held in Rosendale, New York, featuring three race distances: a 70-mile ultra, a 30-mile race, and a half marathon. The course follows the scenic Shawangunk Ridge, a 70-mile trail extending from New Jersey to New York, known fo..

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..

The Virgil Crest Ultras, held in Cortland, New York, offers challenging ultramarathon distances including a 100-mile, 50-mile, and 50K race. Known for its significant ascents and descents, the course features singletrack forest trails with less technical footing, allowing runners to find a flow. The..

The Mill to Mill 5K/10K event, organized by Willow Running USA and the Friends of the Keuka Outlet Trail, will take place on September 13, 2025, in Penn Yan, NY. This annual race features both a 5K and a 10K course along the scenic Keuka Outlet Trail, starting and finishing at Cascade Falls. Partici..

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..

Wilcox Wild is a challenging 50K trail ultra held in the Adirondack Park Wilderness, New York, starting and finishing at Harrisburg Lake. The rugged course features a lollipop route passing through scenic areas including East Stony Creek Trail, Murphy Trail, Willis Lake, and Wilcox Lake, with an ele..

The ROCovery Fitness Annual Run/Walk & X-Challenge is a celebration of fitness and recovery, taking place in Henrietta, NY. This event features multiple options, including a ROAD Course 5k, TRAIL Course 5k, a combined TRAIL Course 5k & X-Challenge, a VIRTUAL 5k, and a Twice The Fun 10k (Trail & Road..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event taking place at the Shortsville Reindeer Farm in New York. Participants can choose to run for either 24 or 48 hours on a one-mile loop featuring grass and trail terrain with minimal elevation. The event promises a fun atmosphere with re..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Parallel of Latitude Endurance Race is an 8-hour fixed-time running event held at Dryden Lake Park near Dryden, NY. Participants run a flat, scenic 3.45-mile out-and-back course along a rail trail beside Dryden Lake. The race welcomes all paces, including walkers, with no mileage or time cutoffs..

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

The Front Runners New York Cross Country 5K is an exciting running and walking event scheduled to take place at Van Cortlandt Park in the Bronx on September 27, 2025. This event invites participants of all skill levels to enjoy a scenic course while promoting fitness and community spirit. The 5K run..

The Race to the Face 5k will take place in Norwich on Saturday 27 September 2025.

The Unlimited Breadsticks Trail Race Half Marathon is a thrilling 13-mile trail race set to take place in Victor, NY. Participants will start at Parkview Fairways and run towards Valentown, enjoying scenic trails along the way. The event promises a fun atmosphere, culminating in a post-race celebrat..

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is an annual fundraising event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. The race features multiple endurance challenges, including 1-hour, 3-hour, and 6-hour runs, with options f..