Trail Running calendar near Esperance 2025-2026

The Towpath Trail Run is a running event scheduled for May 10, 2025, in Saint Johnsville, NY. Participants can choose between a 10K run and a 5K run/walk, both taking place on a fully paved, flat, and fast course. The event is organized with timing managed by TNT Timing, and results will be availabl..

The Bruynswick Winery Run for UCSPCA is a 4.5-mile cross-country race organized by the Shawangunk Runners, taking place at the scenic Kiernan Farm/Bruynswick Winery in Gardiner, NY. This event aims to support the Ulster County SPCA, which is facing increasing demands due to the rising number of anim..

The Tails & Trails State Forest Run, scheduled for May 17, 2025, in Pittsfield, MA, features three race distances: 50K, 25K, and a 5 Miler. This event supports local animal rescue nonprofits, including Red Robin Song Animal Sanctuary, No Paws Left Behind, and Berkshire Bird Paradise, Inc. Participan..

The Chesterfield Gorge Ultra & 25k is a unique running event held at the Chesterfield Gorge Reservation, featuring a 'choose your own adventure' format. Participants can select from various distances, including 100 miles, 100k, 50 miles, 50k, and 25k, with staggered starts to manage the flow of runn..

The Peach Hill "Run For the Hill of It" 5K is a cross-country running and walking event taking place at Peach Hill Park in Poughkeepsie, NY. Participants will traverse scenic trails, reaching the highest point in the town for stunning views. Open to all ages, the event encourages both runners and wa..

The Plattekill Mountain Race, scheduled for June 1, 2025, in Roxbury, NY, features a challenging mountain course and a shorter 5k option. The main race covers 6.5 miles with 3,500 feet of elevation gain, traversing ski slopes and trails, making it ideal for experienced runners seeking a tough mounta..

The IronHike Endurance Series - Spring 2025 takes place at Mohawk Mountain Ski Area in Cornwall, Connecticut. This multi-day event, held over four days in June, offers a unique blend of hiking, trail running, and camping challenges. Participants can compete solo, with a trail buddy, or as a trail fa..

The Death by Staircase Trail Running Festival is a unique running event set to take place in Moreau, NY, featuring a challenging 3.8-mile loop that includes the notorious "staircase of death," which ascends over 800 feet in less than a mile. Participants can choose to run solo or join a relay team,..

The Beer Mountain Challenge at Upward Brewing Company in Livingston Manor, NY, is a trail running event set on a 120-acre mountain property in the Catskills. Participants can choose between a 2-mile loop with 515 feet of elevation gain or a 4-mile course consisting of two loops totaling 1,030 feet o..

The TSR Trail Half Marathon will take place in Adams on Sunday 15 June 2025. You can run between 10 and 21 kilometers.

The Edge Hill Trail Race, scheduled for 2025, is a collaborative event with the Franklin Land Trust, celebrating the scenic trails and dirt roads of Ashfield. This race emphasizes a relaxed atmosphere, encouraging participants to enjoy the natural beauty while challenging themselves physically and s..

Manitou’s Revenge is a challenging 53-mile ultramarathon held in the Catskill Mountains, starting in Windham, New York. The course follows the northern Black Dome Trail and the Long Path from Acra Point to downtown Phoenicia. Featuring approximately 15,000 feet of elevation gain, the route is rugged..

The Free to Run Trail Races, hosted by the Berkshire Ultra Running Community for Service (BURCS), take place in Pittsfield State Forest, Massachusetts. Scheduled for June 21, 2025, the event offers three distances: 15K, 25K, and 50K ultramarathon. The challenging course features a double-loop figure..

The F.I.T. Sun Mountain Challenge, taking place in Peru, Vermont, offers a thrilling experience for runners of all levels with events including a 5K, 10K, and a 25K ultra challenge. Set against the stunning backdrop of Bromley Mountain, participants can enjoy beautiful trails and breathtaking mounta..

The Red Wing Trail Challenge is an annual trail running event held in Lagrangeville, NY, organized by Conquer The World Endurance. Participants can choose between a 60K race with approximately 6,600 feet of elevation gain or a 15K race with about 1,650 feet of gain. The course features a scenic 15K..

The Notchview Ultra is a multi-day ultramarathon event held from July 11-14, 2025, in Windsor, MA, at the scenic Notchview. Participants can choose from various race durations, including 6, 12, 24, 48, 72 hours, or a 100.7-mile race, starting at different times throughout the weekend. The course fea..

The Wakely Dam Ultra is a challenging 55K ultra marathon set in the scenic Adirondack Park of New York State. The race takes place along a remote section of the Northville Placid Trail, featuring a total elevation gain of 3300 feet. Participants must be self-supported, providing their own aid throug..

The Landis Arboretum 5K Forest Run is an annual event held in Esperance, NY, showcasing a scenic cross-country course through the Arboretum's forests and meadows. Participants can enjoy stunning views of the Schoharie Valley while competing in this 19th edition of the race. The event features age gr..

The Slate Valley Scramble will take place in Poultney on Saturday 9 August 2025. You can run between 8 and 13 miles.

The Sweltering Summer Ultra is an annual running event held at Clapp Park in Pittsfield, Massachusetts. The 13th edition features an 8-hour race on a certified 0.355-mile dirt and cinder track, with runners switching directions halfway through. Participants can run or walk as many laps as they choos..