Trail Running calendar near Tarrytown 2024-2025

The Big Bear Squatch North trail run in Bear Mountain, NY, is a half marathon event that usually offers distances ranging from 5K up to 50K. Due to extensive storm damage in July 2023, the course has been rerouted multiple times in recent years. The 2025 course details are still pending approval, an..

The John Jay Community Trail Race offers a 5k competitive trail run, a 4k non-competitive walk, and a Kids Jay Dash race. The challenging and hilly trails wind through wooded areas adjacent to the middle and high school, ending at the John Jay Contest Track & Field. The event is open to participants..

The Traprock 50 trail run will take place on Saturday, April 19, 2025, at Penwood State Park in Bloomfield, CT. The course consists of a loop of approximately 10.5-11 miles, with one loop for the 17k race and three loops for the 50k race. The terrain includes technical single track on the Metacomet ..

The Jack Bristol Lake Waramaug Ultra Races, taking place on April 27, 2025, will mark the 51st Anniversary of the event. It is the oldest 100K in the United States and offers 50K, 50 Miler, and 100K race options. The course consists of rolling loops primarily on flat paved roads around scenic Lake W..

The Forgotten Forest Ultra Run is a 9-hour trail event taking place in Roosevelt Forest, Stratford, CT. Participants can run, jog, hike, or walk on a single and double track loop with about 131 feet elevation gain each loop. The event is limited to only 25 participants, offering a more personalized ..

The TPK Bad Decisions will take place in Jefferson on Friday 6 June 2025. You can run 30 hours.

The Beer Mountain Challenge is a trail run event held at Upward Brewing Company in Livingston Manor, NY. Participants can choose between a 2-mile run or walk, and a 4-mile run. The course features rocky terrain, uneven footing, and elevation gains, providing a challenging yet enjoyable experience. R..