Trail Running Calendar New York 2025-2026

Go Forth! is an exciting running event taking place at Rattlesnake Hill Wildlife Management Area in Dalton, NY. Participants will embark on a 7.5-mile group run, followed by a delightful all-you-can-eat pancake feast at Cartwright's Maple Tree Inn. This event is a collaboration between FarFetched En..

The Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3, 6, and 12 hours on a scenic 5k trail loop with approximately 250 feet of elevation gain per lap. Participants aim to complete as many loops as possible within their chosen time..

The Urban Environmental Challenge 10k, organized by the Van Cortlandt Track Club, is an annual trail race held in the scenic Van Cortlandt Park in the Bronx, New York City. This rugged and technical race features a 10k course consisting of two loops through the park's trails. Participants can enjoy..

The Big Bear Squatch North is an annual trail running event held at Harriman State Park in Bear Mountain, New York. Scheduled for April 5, 2025, this challenging race features a half marathon and a 10K, both showcasing the park's rugged terrain, steep climbs, and stunning vistas. Participants can ex..

The John Jay Community Trail Race is a competitive running event taking place in Cross River, NY, featuring a 5k race, a 4k Jay Walk, and a Kids Jay Dash. The 5k course winds through the scenic John Jay Community Cross Country Trail, offering challenging and hilly terrain. The 4k Jay Walk is a non-c..

The English's Ridge Rumble is an annual trail running event hosted by Salt City Trail Racing at Green Lakes State Park in Fayetteville, NY. Scheduled for April 12, 2025, this popular race features three distances: 50km, 20 Miler, and 10 Miler, attracting both seasoned runners and newcomers. The cour..

The Buffalo Runners 6 Hour Classic is an annual running event held in Amherst, NY, where participants can run or walk for up to six hours. This event features a USATF-certified course, allowing runners to complete a half-marathon or full marathon, with the latter qualifying for the Boston Marathon...

The Brookhaven Trail 15K and 4 Mile Trail Run is set to take place at Brookhaven State Park in Wading River, NY. This popular event features a challenging course that includes various trail conditions, from single-track paths to sandy sections, all within the scenic woodlands of Suffolk County. Part..

The Webster Trail Classic is an exciting running event held in Webster, NY, featuring a 10-mile race, a 3.5-mile race, and a Kids Fun Run. The course traverses three distinct parks, offering a variety of trail experiences, including open fields, wooded paths, and old-growth forests. Runners will enj..

The Hip Hop Hooray 5K is an annual trail run taking place at Spring Lake Winery in Lockport, NY, on April 19, 2025. Organized by iRun WNY, the event features a scenic course through groomed trails and vineyards. Participants can enjoy a post-race celebration with food, drinks, and live music.The fir..

The Grafton 15K is an exciting running event set in the scenic Grafton Lakes State Park, featuring a challenging course that spans approximately 9.3 miles with an elevation gain of 900 feet. This spring race is designed to be accessible for new trail runners, offering technical yet runnable trails...

Shore2Shore is an exciting running event taking place in East Islip, NY, featuring a scenic 50K and 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. Participants will experience a point-to-point course that starts at Sunken Meadow and finishes at Heckscher State Park, with we..

The Allegany Adventure Run is an annual trail running event held in the scenic Art Roscoe Trail System of Allegany State Park, Salamanca, NY. Participants can choose from three challenging distances: a 5K, a 13K, and a 27K, each offering unique terrain and beautiful views. The event features well-ma..

The Muddy Sneaker 20K Trail Run is a challenging trail race held in the Hi Tor Wildlife Management Area in Naples, NY. Established in 2000, this event features a rugged course with significant elevation changes and various natural obstacles, making it a true test of endurance and skill. The race is..

The Sterling Squatch Half Marathon, part of the Squatchywaska Mountainfest, offers participants a challenging and scenic experience through the stunning trails of the Shawangunk Ridge. With two course options—25K and 10 miles—runners will navigate rugged terrain, steep climbs, and breathtaking views..

Squatchywaska Mountainfest is an exciting trail running event taking place in Ellenville, NY, featuring two challenging courses: a 25K and a 10-mile race. Participants will navigate stunning mountain singletracks, experiencing breathtaking views of the Catskills and the iconic Verkeerder Kill Falls...

The AdironDUCK Trail Run is a fun-filled event taking place in Croghan, NY, featuring a 5K trail run, walk, and bike ride. Scheduled for April 27, 2025, participants can enjoy a scenic course while engaging in a community-oriented atmosphere. The event encourages all fitness levels, with most partic..

Leatherman's Loop is a popular 10k trail race held annually in Cross River, NY, attracting participants of all ages. The event emphasizes community and outdoor activity, taking place in a scenic park setting. Due to its popularity, entry is determined through a lottery system.The registration fee in..

The Bear Mountain Trail Challenge is an exciting running event set in Bear Mountain State Park, located just an hour from New York City. Participants can choose from three race distances: a 50K, a half marathon (21K), and a 10K. The course features a diverse range of terrains, including short climbs..

The VCP50k is an ultramarathon event taking place in Van Cortlandt Park, Bronx, NY, designed to cater to both novice and experienced runners. Established in 2023, the race features a challenging course consisting of ten loops of a classic cross-country track, with an overall elevation gain of approx..