Trail Running calendar near Poughkeepsie 2025-2026

The Mt. Tammany 10 is an ultra-running event set in the challenging terrain of the Delaware Water Gap, NJ. This grueling race covers nearly 40 miles, featuring 10 climbs and over 10,000 feet of elevation gain, making it a true test for seasoned ultrarunners.Participants will navigate a demanding cou..

Sunning At Sunfish Pond 50K+ is an endurance running event designed for both seasoned and novice trail runners. Participants can choose between a 30K and a 50K+ distance, with the course featuring a challenging 6.7-mile loop that includes significant vertical ascent. The event emphasizes technical m..

The Spring on the Trails Endurance Runs is an exciting annual event held in Lagrangeville, NY, featuring timed races of 3, 6, and 12 hours on a scenic 5k trail loop with approximately 250 feet of elevation gain per lap. Participants aim to complete as many loops as possible within their chosen time..

The MCW Lenape Runventure will take place in Millburn on Saturday 29 March 2025.

The Enchanted Forest Ultra Run is a unique 6-hour ultra event taking place in Roosevelt Forest, Stratford, CT. Participants can run or hike as many miles as they wish within the time limit, with a goal of completing a 50K distance. The course features a 2.3-mile loop with a mix of single and double..

The Morris County Empanada Trail Run is a vibrant running event taking place in Morris Plains, NJ, featuring both a 5K and a 10K run/walk. Participants can enjoy a scenic course that includes mixed terrain, such as dirt, grass, and gravel. Each registration includes a long-sleeved shirt, a unique fi..

The Urban Environmental Challenge 10k, organized by the Van Cortlandt Track Club, is an annual trail race held in the scenic Van Cortlandt Park in the Bronx, New York City. This rugged and technical race features a 10k course consisting of two loops through the park's trails. Participants can enjoy..

The Lost Brook Trail Race, taking place at Tenafly Nature Center, offers participants a choice between a 5K and 10K trail run through the scenic Lost Brook Preserve. This event, which began in 2010, aims to connect the community with nature while supporting the center's mission of conservation and e..

The Sleeping Giant Trail Runs, set in the iconic Sleeping Giant State Park in Hamden, CT, promises to be one of the toughest trail races in the Northeast. Participants can choose between a challenging 25K or a grueling 50K course, featuring over 30 miles of diverse terrain, including smooth carriage..

The Big Bear Squatch North is an annual trail running event held 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 can ex..

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 Farm & Forest All-Terrain 5K & Kid Fun Run is an exciting outdoor running event scheduled for April 6, 2025, in Stamford, Connecticut. Participants will enjoy a scenic 5K course that begins at the Fedele Family Plaza and winds through Heckscher Farm, featuring various animals and beautiful lands..

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 Spring SOMO Timed Trail Races is a running event scheduled for April 12, 2025, at South Mountain Reservation in South Orange, NJ. Participants can choose from various race formats, including a 3K loop, 6K loop, and timed events lasting 1, 3, or 6 hours. The course features a mix of single track,..

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 Traprock 50 is a challenging trail running event held at Penwood State Park in Bloomfield, CT, featuring two race distances: a 50K and a 17K. The course consists of approximately 10.5-11 miles per loop, with the 50K requiring three loops and the 17K one loop. Runners will navigate a mix of techn..

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 Lake Mohegan Trail Race is a women's only trail running event held in Fairfield, CT, organized by Steep Endurance. Aimed at promoting trail running among women, the event typically sees 30-40% female participation. In 2024, over 125 runners participated, showcasing the event's growing popularity..