Trail Running Calendar New York 2025-2026

The Winona Forest Backyard Ultra is a unique endurance running event held in Mannsville, NY, designed for runners of all abilities. Participants complete a 4.167-mile loop every hour, with the challenge of being the last runner standing. Runners must return to the starting line within the hour to co..

The Ontario Summit Trail Races, hosted by FarFetched Enterprises, celebrates its 10th Anniversary on September 13, 2025, at Ontario County Park in Naples, NY. This event features a Half Marathon and a 5-mile race, both set on scenic, wooded trails around Gannett Hill, the highest point in Ontario Co..

The Brookfield Classic is an exciting running event set in the scenic Charles E Baker State Forest in Brookfield, New York. Participants can choose from three race distances: a 5K, a 15K, or a challenging 50K Ultra Marathon. The 5K is ideal for beginners or those looking for a shorter distance, whil..

The Pawling 24 Hour Trail Running Festival is an exciting endurance event taking place in Pawling, NY, featuring a variety of race options including 24-hour, 12-hour, 6-hour, and 3-hour challenges. Participants will run on a scenic loop course that combines pavement, grass, and single-track trails, ..

The Broken Cabin 10k is an exciting inaugural running event set to take place in Batavia, NY, featuring a scenic privately owned trail system suitable for runners of all levels. The event aims to create a friendly, backyard race atmosphere, encouraging participants to enjoy themselves while challeng..

The Shawangunk Ridge Trail Run (SRT) is a scenic running event that takes place along the 70-mile Shawangunk Ridge Trail, which spans from High Point State Park in New Jersey to Rosendale, New York. The event features three divisions: a 70-mile ultra, a 30-mile run, and a half marathon, catering to ..

The Sleigh Me 24 and 48 Hour Ultra is an exciting running event held 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 reindeer, ..

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 on a scenic 3.45-mile out-and-back trail near Dryden Lake, NY. Participants can run as much or as little as they wish within the time frame, making it suitable for athletes of all levels, including walkers. The race f..

The Cat's Tail Trail Marathon is an exciting point-to-point trail marathon set in the stunning Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this challenging race features nearly 7000 feet of elevation gain, offering participants breathtaking v..

The Unlimited Breadsticks Trail Race Half Marathon is set to take place in Victor, NY, on September 28, 2025. This exciting event features a 13-mile trail race that promises a unique experience, culminating in a post-race celebration with unlimited breadsticks. Participants can register at various p..

The Run the Vineyards - Pindar Fall 8K is a scenic running event set in the picturesque Pindar Vineyards in Peconic, NY. Participants can choose between an 8K and a 5K race, both featuring flat courses primarily on hard-packed dirt trails and grass, making them walker-friendly. The event includes ch..

The Tesla Hertz Run is an exciting running event taking place in Rocky Point, NY, featuring various race distances including a 150 Miler, 100 Miler, 100K, 50 Miler, 50K, and 10 Miler. Set in a picturesque area of Long Island, the course offers a scenic 10.48-mile loop with minimal outside interactio..

The Paine to Pain Trail Half Marathon is a unique running event set in the scenic woods and trails of five parks in Westchester County, New York. This race features a single-loop course that allows participants to experience diverse terrain, primarily consisting of dirt paths, while enjoying the nat..

The Sunshine Camp Trail Mix & Beer Fest is a vibrant running event taking place in Rush, NY, featuring a 5K trail run and a beer festival. Participants can enjoy live music, food trucks, and family-friendly activities, making it a fun day for all ages. The event aims to support children with special..

Many Lite is an exciting running and hiking event taking place in the scenic Letchworth State Park, known as the Grand Canyon of the East. Participants can choose between a 20-mile run or a 20-mile hike, both offering breathtaking views of waterfalls, overlooks, and vibrant fall foliage. The park fe..

Big Bear Squatchtoberfest is a trail running event hosted by Sassquad Trail Running in collaboration with the New York-New Jersey Trail Conference. Set in Harriman State Park, Tuxedo, NY, this event features a challenging half marathon and a 10K race, showcasing the park's rugged terrain and stunnin..

The Saratoga Stryders Fall Back 5 Mile Trail Race is an exciting running event held in Saratoga Spa State Park, NY. Participants can enjoy a scenic course featuring hills, ridges, and a mix of single-track and wider trails, showcasing the park's natural beauty. The race encourages runners to embrace..

The Pocantico Hills Marathon, taking place in Rockefeller State Park, offers both a marathon and a half marathon. Participants will enjoy scenic, rolling courses with views of the Hudson River, featuring fields, stone walls, lakes, and forests. This event supports local organizations, including the ..

Rob's Trail Run Edition is a running event taking place at Stillwell Woods Preserve in Woodbury, NY. 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 aged 18 and under. This ..