Trail Running calendar near Peapack and Gladstone 2026-2027

Experience a USATF sanctioned endurance event on a flat paved loop in New Jersey. Choose from 12 to 48 hour individual or relay options and earn a custom buckle for completing 100 miles.

Experience a scenic race through the vineyards and country roads of Hammonton. Enjoy a flat course followed by a courtyard party featuring live music, wood fired pizza, and award winning wine.

A family friendly trail event on October 10, 2026 in Wilton CT offering a 5K and a short accessible run or walk, with participant perks and support for employment initiatives for people with disabilities.

A community run and family walk on October 10, 2026 in Pottstown, PA featuring a 5K, a 10-mile route that crosses Douglassville Bridge, and a roughly 1-mile family loop along the Schuylkill River Trail.

A point to point trail run in Slatington, PA on October 10, 2026 featuring a 10 km race and a 2 Mile Scramble with single track, technical sections, and a final 1,000 foot ascent to the finish.

Cross country meet at Belmont Plateau in Philadelphia featuring men's 8,000 meter and women's 6,000 meter college/open races. Both courses are described as true cross country routes and include Flagpole, Parachute and Nursery Hills.

Trail events on the canal towpath in Upper Black Eddy, PA offering 50 mile, 50K, marathon and half marathon distances on October 10, 2026, organized by Spirit Trips with onsite camping and local lodging options.

The Taking Strides Towards Wellness 5k will take place in Bridgewater on Saturday 10 October 2026. You can run 5 kilometers.

A single-loop trail half marathon through five parks in lower Westchester County, New Rochelle. Most of the course is on dirt and wooded trails and passes through areas with visible wildlife.

Scary Rat Race is a 4 mile off road trail run at Spring Meadow Golf Course in Farmingdale, NJ on October 11, 2026, featuring hand held timing, a finisher gift, free registration, and event merchandise for sale.

A pickle-themed Halloween obstacle event in Wallkill, NY with an adult 5K and a 1K kids course, themed medals, costumes, mud, and a community-focused Donate a Dragon 3D printing project.

A trail 5K at Blydenburgh County Park on October 11, 2026 with a shaded mixed-surface course, participant tee, on-site refreshments and parking details. A virtual 5K option runs Oct 11 to Oct 18 and includes a shirt and bib name.

Test your endurance at Autumn Lake Winery with a unique hourly 5 km challenge. Choose from 6, 12, or 24 hour individual and relay events across trails and vineyards in Williamstown.

Experience Long Islands scenic Robert Moses Causeway in this multi day running event. Support local veterans while choosing between marathon, half marathon, 10k, and 5k distances with finisher medals for all participants.

A community cross-country 5K in Haddonfield on October 17, 2026 with pre-race packet pickup, onsite registration options, entrant T-shirts, awards by overall and age groups, and accommodations for visually impaired participants.

A non competitive winter running series of six loops totaling 66 miles along the Delaware River in NJ and PA from October 2026 to February 2027. Limited to 100 registrants, includes aid stations and a handmade finisher award.

HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.

Big Bear SquaTch South is a trail running event at Harriman State Park on October 18, 2026 offering a technical half marathon and a 10K with steep climbs, marked courses, aid stations, and capped fields.

A Halloween themed event on Clinton Road in West Milford, NJ offering a 1 mile Zombie Crawl plus 5k and 10k races. The course features zombie volunteers, themed aid stations, and a finish line festival with awards and a costume contest.

Trail and 5K races at Hillside Park on October 18, 2026, benefit a free mammography program. A kids fun run for ages 5 to 12 is included, with chili and vegetarian food and timing by Compuscore.