Trail Running calendar near Basking Ridge 2025-2026

The Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. Scheduled for October 12, 2025, this event features a 5K course that winds through shaded trails combining dirt roads and hard-packed surfaces with some sandy sp..

BadgerPalooza is an ultramarathon event held at Autumn Lake Winery in Williamstown, New Jersey. The main feature is a 24-hour race where participants run a 5K every hour on the hour for 24 hours, totaling 74.4 miles. There are also 12-hour and 6-hour race options, including relay teams of two or fou..

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 Delaware River, offering stunning views and an easy trai..

The Castle to River Run in Garrison, NY, is a scenic running event held in the historic Hudson Valley, featuring a half marathon and a 5K race, along with a kids fun run. The half marathon course winds through Hudson Highlands State Park, passing the historic Osborn Castle and offering a mix of sing..

Run The Farm - Katonah is a scenic 5-mile trail race held at Muscoot Farm in Katonah/Somers, New York. Scheduled for October 19, 2025, the event features a main 5-mile race open to participants aged 6 to 108, along with two kids' races: one for ages 7-12 and another for children 6 and under. The rac..

The Big Bear Squatchtoberfest is a challenging trail running event held at Harriman State Park in Tuxedo, New York. Organized by Sassquad Trail Running in partnership with the New York-New Jersey Trail Conference, it features a half marathon (13.1 miles) and a 10K race. The courses are technical wit..

The 3rd Annual Chesterfield FALL Terrain 5K is a community-focused running event held at Fenton Lane Park in Chesterfield, NJ. Scheduled for October 19, 2025, the race features a USATF-certified 5K course combining gravel, trail, grass, and road surfaces, offering a varied terrain experience. The ev..

The Hot Chili Challenge is a trail running event held in Andover, New Jersey, featuring an 8-mile trail run, a 5K run for adults, and a Kids Fun Run for ages 5-12. Participants in the adult races receive t-shirts, hobo bags, and finisher medals, while kids receive finisher medals. Awards and swag ar..

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, including an 8.5-mile section within the park and short road segments.The 50K begin..

The WVS Fall Trail 5.5 Mile Run is an annual age-group graded trail race held at Frances Slocum State Park in Wyoming, Pennsylvania. The 2025 event marks the 38th running and celebrates the Wyoming Valley Striders' 50th anniversary. The course features a challenging route primarily over grass and ea..

The Fall Back Into The Trails Series, held at Red Wing Recreation Area in Lagrangeville, NY, offers challenging trail races including a 100K, 50K, and 10K. The 50K consists of five 10K loops with approximately 5,000 feet of elevation gain, while the 100K features ten 10K loops with about 1,000 feet..

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 approximately 450 feet of elevation change on a mix of single track and gravel trails...

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

The Raven Rocks 10k Trail Run is an annual challenging trail race held at Ward Pound Ridge Reservation in Cross River, NY. The course features rugged terrain with rocky climbs, ridgeline trails, hilly meadows, and ravines, ascending to the park's two highest points: Raven Rocks Overlook and the Fire..

Forbidden Run Fest is a trail running event held in Wissahickon Valley Park, Philadelphia, PA, known as the city's most beautiful park with over 2,000 acres and 50 miles of trails. The race offers three distances: 10K, 10 miles, and a Half Marathon+ (approximately 14 miles). The course features a mi..

The NSRF Long Island Turkey Trail Trot 5K is an annual family-friendly run/walk held at Bethpage State Park in Bethpage, NY. The course starts on a grassy polo field and winds through scenic, mostly flat, beginner-friendly trails with a true cross-country feel. Participants enjoy post-race refreshme..

NYC Trail Mix is an 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, and the F..

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. The event fe..

The 2025 Never Stop Running Foundation Leftover Turkey Trot 5K is a festive run/walk event held at Bethpage State Park in Bethpage, New York. Participants enjoy a scenic course starting on a grassy polo field and winding through mostly flat, beginner-friendly soft trails with a true cross-country fe..

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..