Trail Running calendar near Clifton 2025-2026

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, and a 10k, each with varying elevation ga..

The Long Run - Fall Back is a unique running event taking place at Jacobsburg State Park, featuring a 5-mile loop that combines 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 eve..

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

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

The Raven Rocks 10k is an annual trail race held at the Ward Pound Ridge Reservation in Cross River, NY. Set against a scenic backdrop, the race features a challenging course that includes rocky climbs, ridgeline trails, and hilly meadows. The event not only promotes fitness and outdoor activity but..

NYC Trail Mix is an exciting ultra trail running event taking place in Staten Island, New York, on November 15, 2025. This event features three race distances: a 50-mile, a 50K, and a half marathon, all set against the backdrop of over 35 miles of scenic trails. Participants will explore unique loca..

The Tarrywile Half Marathon is a challenging trail race set in Tarrywile Park, Danbury, Connecticut. Known for its tough terrain, the course features significant elevation gain of nearly 3,000 feet and technical Northeast single track paths. Participants can choose from three distances: a Half Marat..

The Squatchy Leftovers Trail Race, taking place on November 29, 2025, at South Mountain Reservation in West Orange, NJ, offers a variety of distances including 5K, 10K, 25K, and 50K. This family-friendly event supports the non-profit organization Bigger Than The Trail, which provides cost-free thera..

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 not only..

The Santa's Summit 10k is a scenic and challenging trail race held along the Bull Run Occoquan Trail at Bull Run Marina. Participants can choose between the 5k and 10k distances, with the event featuring chip timing, finisher medals, and technical event shirts. The course is hilly and partly out-and..

The Tower Tag Challenge is an exciting trail running event held at Sleeping Giant State Park in Connecticut, known for its stunning views and diverse trails. Participants can choose between 4-hour and 8-hour options, racing up and down the Tower Trail, which ascends over 600 feet to the Observation..

The PPTC Endurance Fest is an exciting running event taking place in Prospect Park, Brooklyn, featuring both a 50-mile and a 50-kilometer race. Participants will navigate a looped course that honors NYC's ultramarathon heritage, completing either 9 or 15 loops of 3.33 miles each. The event encourage..

The Frosty Forest 5K is an exciting trail running event taking place in Roosevelt Forest, Stratford, CT. Participants can run, jog, hike, or walk the 5K course while enjoying the beauty of nature and the festive holiday spirit. Costumes are encouraged, adding to the fun atmosphere.Awards will be giv..

The Holmdel Classic is an end-of-the-year 50K trail race held in Holmdel Park, New Jersey, designed to challenge participants' mental and physical endurance. The course features seven loops totaling approximately 32.55 miles, with a mix of terrain and significant elevation gain. This event not only..

The Mahlon Winter Donut Trail Run & Hike features a scenic adventure through the beautiful trails of Lake Hopatcong, NJ. Scheduled for February 8, 2026, participants can choose from three distances: a 5-mile, 10-mile, or half marathon (13.1 miles). The courses offer a mix of terrain, including strea..

The Livingston Oval Ultra is an exciting running event taking place in Livingston, NJ, featuring various race durations: 1 hour, 3 hours, 6 hours, and a new 12-hour option for 2026. Participants will race around a USATF certified flat and fast oval course, aiming to cover as much distance as possibl..

Squatchapple is a trail race event taking place at the South Mountain Reservation in West Orange, NJ, featuring multiple distance options: 11 miles, 20 miles, 50K, and 50 miles. This inclusive event welcomes runners and hikers of all ages and abilities, promoting community engagement and outdoor act..

The Sleeping Giant Trail Runs is a challenging new race set in one of Connecticut's iconic parks, known for its diverse trails. Participants can choose between a 25K and a 50K course, both featuring over 3,000 feet of elevation gain. The event showcases a mix of smooth carriage roads and technical,..

The Matzah Miles 5k Trail Run and 1 Mile Family Walk is a festive event celebrating Passover, set to take place in Medford, NJ. Participants can choose between a competitive 5K trail run, a leisurely 1-mile family walk, or a fun 50-yard Kids Dash. The event features a pre-race warm-up, games for chi..