Trail Running calendar near Morris Plains 2025-2026

The Fall Back Into the Trails Series is a trail running event held in Lagrangeville, NY, at the Red Wing Recreation Area. Taking place over the weekend of November 1-2, 2025, it features multiple race distances, including a 50K, 10K, and a 100K ultramarathon. The event offers challenging courses wit..

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..

8 Hours at the Farm is a trail running event held at Gurski Farm/Williams Park in Brookfield, Connecticut. The race features a rolling country course with an approximately 4-mile loop that includes single track and farm trails, offering a scenic and community-focused atmosphere. Participants can cho..

The Pocantico Hills Marathon, held in Sleepy Hollow, NY, takes place in Rockefeller State Park and features a scenic, rolling, and hilly course with views of the Hudson River and Palisades. Participants can choose between the full marathon and half marathon, both of which pass through picturesque la..

The Raven Rocks 10k Run is an annual trail race held at Ward Pound Ridge Reservation in Cross River, NY. Known for its challenging course, the race features rocky climbs, ridgeline trails, hilly meadows, ravines, and scenic views including the site of the former fire tower. The event fosters a vibra..

NYC Trail Mix is an annual ultra trail running event held in Staten Island, New York, featuring distances of 50 miles, 50K, and a half marathon. The course showcases over 35 miles of trails through the greenest parts of New York City, including Blood Root Valley, High Rock Park, La Tourette Park, an..

The Tarrywile Half Marathon, held at Tarrywile Park in Danbury, Connecticut, is a challenging trail race known for its significant elevation gain of nearly 3,000 feet and technical Northeast single-track terrain. The course offers stunning views of Danbury and the park's tranquil lakes. Runners can..

The Squatchy Leftovers Trail Race takes place at South Mountain Reservation in West Orange, New Jersey. Scheduled for November 29, 2025, it offers multiple distances: 50K, 25K, 10K, 5K, and a 1-mile kids run, all based on a 5K loop course. The trail features a mix of wide carriage roads and technica..

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 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 a trail running event held in Roosevelt Forest, Stratford, Connecticut. This 5K race offers participants a chance to escape the road and enjoy a scenic course through nature. Runners, joggers, hikers, and walkers are welcome, with a requirement of some trail experience.Partic..

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 Frosty Looper 8-Hour is an exciting running event taking place at Cooper River Park, Pennsauken, NJ. This race features a fast and flat 3.75-mile loop, offering stunning views of the Philadelphia skyline. Participants have eight hours to complete as many laps as possible, with a focus on strateg..

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 a 2026 ultramarathon event held in Livingston, NJ, featuring races of 1, 3, 6, and 12 hours. Participants run around a USATF-certified, fast, and flat oval course, aiming to cover as much distance as possible within their chosen time frame. The event offers a supportive..

Squatchapple is a trail running event held at South Mountain Reservation in West Orange, NJ, offering distances of 11 miles, 20 miles, 50K, and 50 miles. The race features three distinct loops—4, 5.5, and 7 miles—with varied terrain including carriage roads, singletrack, and some road crossings, all..

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..