Trail Running calendar near Peapack and Gladstone 2025-2026

Big Bear Squatch North is a rugged trail race at Harriman State Park offering a half marathon and 10K with ruck divisions on technical singletrack and steep climbs with Hudson River and NYC skyline views. Limited to 400 runners.

Event overview The Long Run is a loop trail event at Jacobsburg State Park in Wind Gap, PA. The course is a give-or-take 5 mile loop that uses single track and flat, fast gravel trails. The loop includes about 450 feet of elevation change a..

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 ro..

Experience Wissahickon Valley Park on scenic, technical single track trails with half and full marathon options. Tackle rolling hills and roots then celebrate at the finish with live music and pizza.

The Spring SOMO Timed Trail Races take place at South Mountain Reservation in South Orange, New Jersey. This event features a looped trail course of 1.88 miles (just over 3K) that includes single track, pavement, and fire road sections. Run..

John Jay Community Trail Race is a community running event in Cross River, New York, on the John Jay Community Cross Country Trail. The event features a 5k Trail Race, a 4k Jay Walk, and a Kids Jay Dash, a 200-meter race. The 5k winds throu..

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 Kid..

Shore2Shore in East Islip offers 25K and 50K point to point runs along the Long Island Greenbelt from Sunken Meadow to Heckscher Park. Expect varied trails, five aid stations and a requirement to do two hours of trail work or donate $20.

Squatchywaska Mountainfest in Ellenville NY on April 25, 2026 features 25K and 10 mile trail races with steep climbs, technical singletrack, and views of Verkeerder Kill Falls. The 150 runner cap promises a rugged, intimate mountain running..

Wawayanda Trail Fest in Hewitt NJ offers distances from a half marathon to 100K on a scenic 26 mile loop of single track, gravel roads and rhododendron tunnels. Expect good aid support, camping and finisher awards for a true trail festival..

Leatherman's Loop is a popular 10K trail race held annually in the spring at Ward Pound Ridge Reservation in Cross River, New York. The event attracts runners aged 7 to 107 and features a scenic course through natural trails. Due to high de..

XTERRA New Jersey is an off-road multisport event held at the scenic Wawayanda State Park, featuring over 40 miles of trails and a clear lake. Part of the XTERRA World Tour, it offers a variety of races including trail runs (5K to 42K), gra..

The VCP50k is an ultramarathon held in Bronx, New York, founded in 2023 and designed to accommodate both novice and experienced runners. The race features a challenging yet accessible course consisting of ten loops on the classic Tortoise a..

The Green Traill 5K is an annual running event held in Easton, Pennsylvania, specifically at the historic Easton Cemetery. Celebrating its 5th anniversary in 2026, the event features a 5K run, a walk, and a kids fun run for children aged 10..

Breakneck Point in Beacon, NY on May 3, 2026 is a rugged trail race that challenges seasoned runners with steep, technical terrain and dramatic views. Expect solid aid station support, post race food and memorable swag across 14 or 26 miles..

Join the Dirty German Endurance Fest in Philadelphia and run an urban ultramarathon on shaded Pennypack Creek trails, with 25K, 50K and 50 mile options. Expect scenic loops, great swag and festive awards including a cuckoo clock.

Run an epic multi day festival at Sussex County Fairgrounds with timed races from 6 to 144 hours plus separate marathon and 50K options on a certified one mile loop. Camping, lit night loops, hot food and showers keep you fueled while live..

Event overview Run The Farm is a series of trail races held at Muscoot Farm in Katonah/Somers, NY (51 Route 100, Katonah, NY 10536). The event includes a 5 mile trail race and two age-group kids races (one for ages 7-12 and one for ages 2-6..

Event overview C'mon Armageddon is a trail race held May 17, 2026 in Norvin Green State Park, Old Jungle Habitat, 109 Airport Rd, West Milford, NJ. The event offers multiple race distances and registration opens on Mon. Nov 17, 2025. Awards..

1/2 Sauer 1/2 Kraut : Pennypack Park, Philadelphia The event offers two distances: 13.1 miles (half marathon) 26.2 miles (full marathon) The race takes place at Pennypack Park with start and finish at the Ed Kelly Amphitheater. Race packe..