Trail Running calendar near Holmdel 2025-2026

Join Pinky's Rock n Rolla, a 4 mile trail race through Forest Park's scenic trails in Richmond Hill, NY. Enjoy rugged natural terrain, medals for all finishers, prizes for top runners, and proceeds benefiting Puppy Kitty NYCity.

Join The Squatchy Surprise at South Mountain Reservation for a timed trail party with 3, 6 or 12 hour options. Draw loops, earn a handcrafted wood medal and squatch finisher item, and support Bigger Than The Trail's mental health work.

Loop the scenic 3.75 mile paved course at Cooper River Park in Pennsauken NJ with lakeside views and the Philadelphia skyline. Choose 12 hour or 24 hour solo and relay races, a 100 mile plus challenge, or the Glow Up Night Loop.

Take on the Interstate 17 Trail Run, a 17 mile looped trail race at State Line Lookout with serious elevation and rugged technical terrain. Rocky scrambles, waterfalls and required loop check ins make this a scenic tough challenge.

Tackle technical trails at Stokes State Forest with options from a 5K to a challenging 17 mile loop, plus ruck divisions for 10K. Finishers earn a handcrafted wooden medal and unique swag.

Three days of trail racing and community at Wawayanda State Park, with distances from 100 mile to a kids mile. Friday panels and a trail film, free camping, and a partnership with Bigger Than The Trail supporting mental health.

Tackle technical Harriman State Park trails at Big Bear SquaTCh South in Tuxedo NY on October 18, 2026, with a scenic single loop offered as a half marathon or 10K. Expect steep climbs, rocky roots, clear course markings, aid stations, and..

Event overview The event is a 24-hour relay fundraiser for the Holy Cross Prep cross country program. The format is a relay that runs continuously over a 24-hour period. The purpose is to raise funds for Holy Cross Preparatory Academy's cro..