Trail Running Calendar New York 2025-2026

The Urban Environmental Challenge 10k is an exciting trail race hosted by the Van Cortlandt Track Club in the Bronx, New York. Set in the scenic Van Cortlandt Park, this rugged and technical race features a 10k course that consists of two loops through the park's trails. Participants can enjoy a uni..

Big Bear Squatch North is an exciting trail running event taking place 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..

The Run for the Rescue 5K Trail Run/Walk is scheduled for April 5, 2025, at Blydenburgh County Park in Hauppauge, NY. This dog-friendly event encourages participants to bring their leashed pets along for the run. The course features a mix of trails suitable for all experience levels. Registration op..

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 race is set on the newly developed John Jay Community Cross Country Trail, which includes challenging wooded terrain. The 4k Jay Walk offe..

The "4 in the Forest" event is a trail running race taking place in Irvington, NY, featuring a challenging 4-mile course through the scenic Irvington Woods. Participants can look forward to a memorable experience, complete with a custom-designed race patch and medal. The event encourages community i..

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, catering to both seasoned runners and newcomers. The cou..

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 wooded paths, open fields, and elevation changes. Runners will enjo..

The 6 Hour Distance Classic is an annual running event held in Amherst, NY, where participants can run or walk for up to six hours, covering as much distance as possible. The event features a USATF-certified course, including a half-marathon and a full marathon, with the opportunity for runners to q..

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 Bunny Trail 5K, organized by the Never Stop Running Foundation, is set to take place at Bethpage State Park on April 13, 2025. This annual event invites participants to enjoy a scenic run or walk along beautiful trails, with a free kiddie run also available. The course features mostly flat terra..

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...

The Hip Hop Hooray 5K is an annual trail run taking place at Spring Lake Winery in Lockport, NY. Scheduled for April 19, 2025, this event features a scenic course through groomed trails and vineyards. Participants can enjoy a post-race celebration with food, drinks, and live music, along with a comp..

Shore2Shore is a scenic running event taking place in East Islip, NY, featuring a 50K and a 25K race along the beautiful Suffolk County Long Island Greenbelt Trail. The race starts at Sunken Meadow and concludes at Heckscher State Park, offering participants a picturesque route through towns and tra..

The Muddy Sneaker 20K Trail Run is a challenging trail running event held in the Hi Tor Wildlife Management Area in Naples, New York. Celebrating its 25th anniversary, this race features a rugged course with significant elevation changes and various natural obstacles, including rocks, roots, and str..

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—10 miles and 25K—runners will navigate rugged terrain, steep climbs, and breathtaking views..

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..

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..

The 45th Annual Doc Lopez Run for Health is set to take place in Elizabethtown, NY, featuring a half marathon and a 5K trail run. This event aims to benefit the University of Vermont Health Network - Elizabethtown Community Hospital. Participants can enjoy scenic views along the challenging half mar..

The Conquer The Trail 5k is an annual running event celebrating its 10th year, taking place at Mercy University in Dobbs Ferry, NY. This year, the race will feature a flat and fast out-and-back course along the Old Croton Aqueduct Trail, with a single hill before the finish. Proceeds from the event..