Trail Running calendar near Basking Ridge 2025-2026

Rob's Trail Run Edition is a trail running event held in Woodbury, New York, at Stillwell Woods Preserve. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run for participants aged 19 and older, and a 5K High School or Youth Trail Run for those 18 and under. The c..

The Never Stop Running Foundation 50/50 Turkey Trot 5K is a trail run held at Belmont Lake State Park in West Babylon, NY. This fun and challenging 5K event emphasizes community and excitement over competition, offering no traditional awards or swag but a unique raffle where 50% of net proceeds are..

The Santa's Summit 10k is a scenic and challenging trail run held at Bull Run Marina in Clifton, Virginia. The course follows the Bull Run Occoquan Trail, featuring hilly terrain with a mix of out-and-back and one-way sections. Participants can also choose a 5k distance or a virtual race option.Runn..

The PPTC Endurance Fest is an ultramarathon event held in Brooklyn, NY, featuring 50-mile and 50-kilometer race options. Taking place in Prospect Park, the course consists of multiple 3.33-mile loops—9 loops for the 30-mile race and 15 loops for the 50-mile race—starting and finishing near the Linco..

The Holmdel Classic is a challenging end-of-year trail race held in Holmdel Park, Monmouth County, New Jersey. Featuring a 4.65-mile loop with 584 feet of elevation gain, the course covers diverse terrain including grass, dirt, rocks, roots, gravel, pavement, and varied inclines. Participants can ch..

The Frosty Looper 8-Hour is an ultrarunning event held at Cooper River Park in Pennsauken, New Jersey. Participants run as many laps as possible on a fast, flat 3.75-mile paved loop around the river, featuring mostly flat terrain with two hills and scenic views of the Philadelphia skyline and water...

Naked Nick is a trail running event held in Leesport, Pennsylvania, featuring 25K and 50K distances around Blue Marsh Lake. The course is primarily single-track trails (80%) with some gravel roads (20%), forming a lollipop-shaped route with a 5.5-mile out-and-back and a 4.5-mile loop. The terrain is..

The Frosty Fat Sass is an annual trail running and hiking event held at South Mountain Reservation in West Orange, New Jersey. Scheduled for January 31, 2026, this 9th edition offers participants options to run or hike a 5K loop, or join timed 3-hour and 6-hour challenges, including a new rucking di..

The Mahlon Winter Donut Trail Run & Hike is a scenic trail running event held at Saffin's Pond in the Mahlon Dickerson Reservation, Lake Hopatcong, New Jersey. Scheduled for February 8, 2026, it offers three race distances: a 5-mile loop, a 10-mile course consisting of two loops, and a 13.1-mile hal..

The Squatchy Onesie Fest 5K is a fun and unique trail running event held at Ramapo Valley County Reservation in Mahwah, New Jersey. Participants complete a flat, scenic 1.6-mile "lollipop" loop around Scarlet Oak Pond twice to finish the 5K. The course features mostly wide gravel and dirt trails wit..

The Febapple Frozen event is a trail running race held in South Mountain Reservation, Maplewood, New Jersey. Scheduled for February 21, 2026, it offers multiple distance options including a 50-mile, 50-kilometer, 20-mile, and 10-mile race. All distances are based on a roughly 10-mile loop course sta..

The Livingston Oval Ultra, held in Livingston, New Jersey, is a timed running event featuring 1-hour, 3-hour, 6-hour, and a new 12-hour race distance for 2026. Participants run laps around a USATF-certified, fast, and flat oval course, aiming to cover as much distance as possible within their chosen..

Squatchapple is a popular 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 a challenging course composed of three loops—4, 5.5, and 7 miles—with varied terrain including carriage roads, singletra..

The Naked Bavarian is an affordable ultra trail running event held at Blue Marsh Lake in Leesport, Pennsylvania. Offering 20- and 40-mile distances, the course features a lollipop loop with mostly runnable single-track trails (80%) and some gravel roads (20%), with elevation gains of approximately 2..

The Mt. Tammany 10 is a challenging ultramarathon held in Delaware Water Gap, New Jersey, featuring an almost 40-mile course with over 10,000 feet of elevation gain. The race consists of 10 grueling loops, each involving a climb to the summit of Mt.Tammany via the Red-Dot trail, followed by a descen..

The Terror of Tammany is a challenging trail running event held at Worthington State Park in Columbia, New Jersey. Featuring two distances, a 30K and a 50K+, the race consists of multiple loops of a 6.7-mile course with approximately 1,750 feet of vertical ascent per loop. The 30K covers three loops..

The Morris County Empanada Trail Run, held in Morris Plains, NJ, offers both 5K and 10K run/walk events on scenic trails within Central Park of Morris County. The course features mixed terrain including dirt, grass, gravel, and some hills, providing a varied and enjoyable trail running experience. P..

Big Bear Squatch North is a challenging trail running event held at Harriman State Park in Bear Mountain, New York. Featuring a half marathon and 10K races, including a unique rucking division with lightweight (15 lbs) and heavyweight (30 lbs) categories, the course offers rugged, technical trails w..

The Rockland Rad Run is a trail running event held at Forever Farm in Mertztown, Pennsylvania, featuring a half marathon, 10k, and 5k distances. Set amidst the scenic Pennsylvania woods, the course offers a challenging experience through rolling, rugged terrain, ideal for trail running enthusiasts...

The Philadelphia Trail Marathon, held in Wissahickon Valley Park, Philadelphia, offers marathon (26.2 miles) and half marathon (13.1 miles) distances. The park, spanning over 2,000 acres with 50+ miles of trails, features natural beauty and historic sites, making it a favorite for local trail runner..