Trail Running calendar near Pawling 2024-2025

The Wild Goose Trail Festival, taking place at Wawayanda State Park in Hewitt, NJ, offers a variety of running events from a 1-mile kids run to a challenging 100-mile ultra. Scheduled for September 19-21, 2025, the festival features generous cut-off times, scenic trails, and a supportive atmosphere,..

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 IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for hikers and trail runners. Scheduled for October 2-5, 2025, participants can choose from various challenges, including individual and team formats, with distances ranging from 15 t..

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 multi-distance running event held in Rocky Point, NY, featuring races of 150 miles, 100 miles, 100K, 50 miles, 50K, and 10 miles, including nighttime options. Set in a scenic area of Long Island, the course consists of a 10.48-mile loop that offers a tranquil trail..

The Forbidden Forest 30 Hour Ultra Run is an epic endurance event held in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. Runners can choose from various distances, including 26.2M, 50K, 50M, 100K, and 100 miles, with the goal of covering the most distance within t..

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 Mt. Tom Trail Race, organized by Beast Coast Trail Running, offers participants a chance to explore the scenic beauty of Mt. Tom during peak foliage.The event features challenging courses, including a solo 25k, a 2-person relay, and a solo 10k, all set within the rugged terrain of Mt. Tom State ..

Big Bear Squatchtoberfest is a trail running event hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, taking place at Harriman State Park in Tuxedo, New York. Participants can choose between a challenging half marathon and a 10K, both featuring rugged terrain, steep climb..