Trail Running calendar near Randolph 2025-2026

The Lehigh Gap Nature Center 10K is an exciting trail running event taking place in Slatington, Pennsylvania. Celebrating its 14th year, this year's race features a brand new loop course that showcases the stunning natural beauty of the Nature Center. Runners will experience a mix of flat and steep ..

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 Suffolk County Marathon is an annual running event held in Bay Shore, New York, featuring a variety of races including a full marathon, half marathon, 10K, and 5K. Scheduled for October 18-19, 2025, the marathon and half marathon take place on Sunday, while the 5K is held on Saturday. The races ..

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, New York, this event features a challenging half marathon and a 10K race, showcasing the park's rugged terrain and s..

Run The Farm is a trail running event scheduled for October 19, 2025, at Muscoot Farm in Katonah, NY. The event features a 5-mile race for participants aged 6 and older, alongside two kids' races: one for ages 7-12 and another for children aged 6 and under. The race aims to showcase the beauty of Mu..

The Fall Back Into The Trails Series is an annual running event hosted by C.T.W Endurance, taking place at the Red Wing Recreation Area in Lagrangeville, NY. Scheduled for November 1-2, 2025, the series features three race options: a challenging 100k, a 50k with five loops, and a 10k. Participants c..

The "8 Hours at the Farm" event, organized by Steep Endurance, takes place at Gurski Farm/Williams Park in Brookfield, CT. This trail running race features a scenic, approximately 4-mile loop that includes single track and rolling farm trails, fostering a vibrant community atmosphere among participa..

The Long Run - Fall Back is a unique running event taking place at Jacobsburg State Park, featuring a 5-mile loop on a mix of single track and gravel trails. Participants can choose to compete in a 5-mile race, a 3-hour, or a 6-hour event, with the course run in reverse for this rendition. The event..

The Tarrywile Half Marathon, set in Danbury, CT, is renowned for its challenging trail course featuring significant elevation gains and technical terrain. Participants can choose from three distances: Half Marathon, 10K, and Marathon, with hikers and walkers welcome for the shorter distances. The ev..

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

The Raven Rocks 10k is an annual trail race held at the Ward Pound Ridge Reservation in Cross River, NY. Scheduled for November 9, 2025, this challenging course features rocky climbs, ridgeline trails, and scenic views, making it a favorite among trail running enthusiasts. Participants can also enga..

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 and a 5K High School or Youth Trail Run, catering to participants of different age groups. This event aims to ..

Naked Nick is a trail running event taking place in Leesport, PA, featuring two distances: a 25K and a 50K. The race course winds through the scenic trails of Blue Marsh Lake, offering a mix of single track and gravel roads. Participants can expect a friendly atmosphere with awards for the top finis..