Trail Running calendar near Kent 2025-2026

The Cat's Tail Trail Marathon is an exciting point-to-point trail marathon set in the stunning Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this challenging race features nearly 7000 feet of elevation gain, offering participants breathtaking v..

The IronHike Endurance Series, taking place at Mohawk Mountain in Cornwall, CT, is a unique multi-day event designed for both individual participants and teams. Scheduled for October 2-5, 2025, it features various challenges, including the Kuwohi, Double K, Denali, Everest, and Olympus Mons Ultra, e..

The NJ Trail Series One Day is a multi-day running event taking place from October 2 to October 5, 2025, at the Sussex County Fairgrounds in Augusta, NJ. Participants can choose from various race formats, including 72-hour, 48-hour, 24-hour, 12-hour, and 6-hour races, as well as marathon and 50K opt..

The Nipmuck Trail Marathon, taking place in Ashford, CT, is a challenging 26.4-mile race that showcases the rugged beauty of the Nipmuck Trail. Participants can choose between the full marathon or a relay option, where two runners split the course. The race features a variety of terrains, including ..

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 running event taking place in Rocky Point, NY, featuring various race distances including a 150 Miler, 100 Miler, 100K, 50 Miler, 50K, and 10 Miler. Set in a picturesque area of Long Island, the course offers a scenic 10.48-mile loop primarily through pine barrens,..

The Forbidden Forest 30 Hour Ultra Run is an exciting endurance event set in Stratford, CT, where participants can run, power-hike, or walk for up to 30 hours. This ultra run offers various distance options, including 26.2 miles, 50K, 50 miles, 100K, and 100 miles, allowing athletes to challenge the..

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 Mohawk Mountain Race, organized by Steep Endurance, takes place at the Mohawk Mountain Ski Area in Cornwall, CT. This unique event transforms the ski mountain into a challenging running course featuring 5K, 10K, Half Marathon, and Marathon options. Participants will navigate steep ascents and de..

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 ..

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 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..

The Brookhaven Trail Half Marathon is a premier running event organized by the Strong Island Running Club, taking place in Brookhaven State Park. This event features a challenging half marathon distance along with a 5-mile option, catering to runners of various skill levels. Participants can enjoy t..

The Tarrywile Half Marathon is renowned as one of the toughest trail half marathons, featuring nearly 3,000 feet of elevation gain and technical Northeast single track terrain. Set in Tarrywile Park, the course offers stunning views of Danbury and its serene lakes. Participants can choose from three..

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 ..