Trail Running calendar near South Orange 2025-2026

The Tesla Hertz Run, held in Rocky Point, NY, is a multi-distance ultramarathon event featuring races from 10 miles up to 150 miles. The course is a scenic 10.48-mile loop through the pine barrens of Long Island, offering a remote trail experience with minimal outside interaction. Runners benefit fr..

The Lehigh Gap Nature Center 10k is a scenic trail running event held in Slatington, Pennsylvania, featuring a challenging 10-kilometer loop course that starts and finishes at the Nature Center. The race showcases a variety of terrain, including a flat and fast start on the D&L Trail, a steep ascent..

The Forbidden Forest 30 Hour Ultra Run is an epic endurance event held in Stratford, Connecticut, offering runners up to 30 hours to complete distances ranging from a marathon (26.2 miles) to 100 miles. The course features a challenging 2.23-mile loop with roots, rocky terrain, and a notable hill ca..

The Hainesport Endurance Run is a multi-day ultramarathon event held at Hainesport Township Municipal Park in New Jersey. It features a flat, paved loop course of approximately 0.99 miles, certified by USA Track & Field, with an alternate 1.2-mile loop available if needed. Participants can compete i..

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, o..

The 2025 Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. The course features shaded trails with a mix of dirt roads and hard-packed surfaces, suitable for first-time trail runners, though strollers and wagons are..

The MuleSkinner Endurance Races take place in Upper Black Eddy, Pennsylvania, featuring distances of 50 miles, 50K, marathon, and half marathon. The course primarily follows the scenic, non-technical towpaths along the Pennsylvania side of the river, offering beautiful views and an easy trail experi..

Run The Farm in Katonah, NY, is a scenic 5-mile trail race held at Muscoot Farm, designed to showcase the park's natural beauty and promote local farmers' markets. Scheduled for October 19, 2025, the event features a main 5-mile race open to ages 6 to 108, along with two kids' races: one for ages 7-..

The Big Bear Squatchtoberfest, hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, is a challenging trail running event held at Harriman State Park in Tuxedo, New York. Scheduled for October 19, 2025, it features a half marathon and a 10K race on rugged, technical trails w..

The WXT Ultra is a trail running event held in Titusville, New Jersey, starting and finishing at Washington Crossing Park. It offers two distances: a 25K and a 50K. The 25K course features mostly single-track trails with an 8.5-mile loop within the park and some short road sections.The 50K includes..

The Fall Back Into The Trails Series is an annual trail running event held at Red Wing Recreation Area in Lagrangeville, NY. The 2025 edition features three race distances: a challenging 100K (10 loops of 10K each with about 1000ft elevation gain per lap), a 50K (5 loops of 10K with approximately 50..

The Long Run - Fall Back is a trail running event held at Jacobsburg State Park in Wind Gap, Pennsylvania. Participants can choose from a 5-mile loop, a 3-hour, or a 6-hour timed event, running a course featuring a mix of single track and gravel trails with about 450 feet of elevation change. This e..

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 combining single track and farm trails, offering a scenic and community-focused atmosphere. Participants can choose..

The Pocantico Hills Marathon, held in Sleepy Hollow, NY, offers both marathon and half marathon distances through the scenic Rockefeller State Park. The single-loop courses feature rolling hills with picturesque views of the Hudson River and Palisades, passing fields, stone walls, bridges, lakes, st..

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 the historic fire tower site, offering scenic views of Long Island Sound, Connectic..

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 known as one of the toughest trail half marathons in the region. The challenging course features nearly 3,000 feet of elevation gain and technical Northeast single-track terrain. Runners enjoy stunning views of Danbury a..

The Roxbury Thanksgiving Day Charity Race is a 5K event held annually in Roxbury, Connecticut. Scheduled for Thanksgiving Day, November 27, 2025, the race takes place at the Everett B. Hurlburt Community Park located at 18 Apple Lane.Participants run a 3.1-mile course through the scenic park setting..

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..