Trail Running calendar near Milford 2025-2026

The Boulder Field 100 is a challenging running event taking place in Hickory Run State Park, Jim Thorpe, PA. Organized by Uberendurancesports, it features three race distances: a 100K ultra run, a 50K ultra run and mega hike, and an 18-mile run/hike. The course includes a rugged terrain with an esti..

The Mountain Lakes Trail Run & Walk is an annual event held at the Billy Johnson Mountain Lakes Nature Preserve in Princeton, NJ, benefiting the Friends of Princeton Open Space. Participants can choose between a 5K+ trail run and a 3K walk, featuring a mix of paved trails and natural terrain. The ev..

The Wild Goose Trail Festival, taking place at Wawayanda State Park in Hewitt, NJ, is a vibrant running event scheduled for September 20-21, 2025. This festival features a variety of races, including distances from 1 mile to 100 miles, catering to runners of all levels. Participants can enjoy free c..

The Gardiner Dump Run is an exciting running event scheduled for September 21, 2025, in Gardiner, NY. Participants can choose between a 5k trail run or a 10k option, which consists of two laps of the 5k course. The race takes place on scenic single-track trails through wooded hillsides near the Wall..

The Water Gap 50k and Half is a scenic trail running event set in the picturesque Delaware Water Gap, Pennsylvania. Participants can choose between a 50k or 25k distance, with the course primarily following the McDade Trail, known for its mix of cinder paths and singletrack trails. This event not on..

The Cat's Tail Trail Marathon is a challenging 26-mile trail race set in the scenic Slide Mountain Wilderness Area of the Catskill Mountains, New York. Scheduled for September 27, 2025, this rugged marathon features nearly 7,000 feet of elevation gain, offering participants breathtaking views and te..

The Front Runners New York Cross Country 5K is an exciting running and walking event scheduled to take place at Van Cortlandt Park in the Bronx on September 27, 2025. This event invites participants of all skill levels to enjoy a scenic course while promoting fitness and community spirit. The 5K run..

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

Blackout is an exciting nighttime 10K trail running event taking place in Emmaus, PA, organized by The Running Kind. Set against the rugged backdrop of South Mountain, participants will navigate a challenging course featuring over 1000 feet of elevation gain. The event encourages runners to embrace..

The KMT Fall Foliage Frenzy is a trail running event held in Montebello, NY, featuring 3-hour and 6-hour timed races. Participants run on a scenic 2.33-mile loop with approximately 660 feet of vertical gain, offering stunning views of the changing leaves in Kakiat Park near Harriman State Park. The..

The Lehigh Gap Nature Center 10K is an exciting trail running event taking place in Slatington, Pennsylvania. Celebrating its 14th year, the race features a newly designed loop course that showcases the stunning natural beauty of the Nature Center. Participants will experience a mix of flat and stee..

The Paine to Pain Trail Half Marathon is a scenic race set in Westchester County, New York, featuring a unique course that traverses the woods and trails of five different parks. This challenging half marathon offers participants a chance to experience nature while running predominantly on dirt trai..

The MuleSkinner Endurance Races, set for October 18, 2025, in Upper Black Eddy, PA, features a variety of distances including a 50 Miler, 50K, Marathon, and Half Marathon. The course offers stunning views along the towpath, with modifications made for safety and accessibility. Participants can expec..

Big Bear Squatchtoberfest is a trail running event hosted by Sassquad Trail Running and the New York-New Jersey Trail Conference, taking place at Harriman State Park in Tuxedo, New York. Participants can choose between a challenging half marathon and a 10K, both featuring rugged terrain, steep climb..

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 adults and two kids' races: one for ages 7-12 and another for children aged 6 and under. Participants can enjoy the scenic beauty of the farm while promoting awa..

The Camp Lackawanna Trail Challenge is an exciting running event taking place in Tunkhannock, PA, featuring both 12-hour and 6-hour race options. Participants will navigate scenic trails, making it a perfect challenge for both seasoned runners and newcomers. The event encourages outdoor activity and..

WXT Ultra is an exciting running event taking place in Washington Crossing Park, NJ, featuring two challenging courses: a 50K and a 25K. The race begins and ends near the Camp Grounds and soccer fields, with the 25K primarily on single-track trails. The 50K course includes scenic routes through Bald..

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..