Trail Running calendar near Tenafly 2026-2027

A six week 5K cross country series in Monmouth County parks with team and age group scoring, series prizes and both pre registration and event day registration.

Run through 300 acres of scenic vineyards on a flat trail course in Peconic. Enjoy live music, food trucks, and a post-race glass of wine at this chip-timed autumn event.

A 4-mile trail race through Irvington Woods on October 4, 2026, starting and finishing at the Irvington High School campus; rain or shine.

Mountain trail race at Camelback Resort on October 4, 2026, run on a 2.5 mile loop with just under 900 ft of climb per loop. Options include 2.5, 5, 10 miles, a 10 mile team relay, ruck division and chip timing.

Trail half-marathon in Cold Spring NY on October 4, 2026 featuring 13.7 miles and 4,000 ft of gain through the Hudson Highlands; proceeds support NYNJTC.

A scored 5K cross country race at Van Cortlandt Park in the Bronx on October 4, 2026 with live app tracking and on site awards.

A community 5K and 2 Mile Walk at Garrett Mountain on October 11, 2026, with virtual and Tot Trot options; proceeds benefit the Fred Torres Memorial Scholarship Fund supporting Clifton High School athletes.

Trail run at Jungle Habitat in West Milford NJ with looped singletrack, fire road and paved sections, cupless aid stations, wooden finisher plaques and a post race party.

A tower run up the Empire State Building's 86 floors and 1,576 stairs in New York with multiple entry categories and specific registration windows.

Multi-day trail event in Rocky Point, NY on a 10.48 mile loop repeated for distances up to 150 miles, with two stocked aid stations and crew support.

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.

On 10/10/2026 the Gemstone Sparkle Sprint 5k at Gemstone Farm in Wilton CT features a timed trail 5k, an accessible stroller run, live music, food and access to the farm, with proceeds supporting The Prospector's mission.

Trail-based multi-distance races on the towpaths in Upper Black Eddy, PA, with aid stations, onsite tent camping, awards, and donations to local preservation groups.

A community 5K at Duke Island Park on October 10, 2026, run on a flat, paved trail alongside the Raritan River. Proceeds support Family & Community Services of Somerset County, which provides mental health and addiction services.

Experience a scenic 5K run on the historic carriage roads of Rockefeller State Park Preserve. Support trail maintenance while enjoying autumn views of Swan Lake and rolling pastures.

Trail running at Mohawk Mountain Ski Area with 5K, 10K, half and marathon routes on ski slopes and state forest, cupless aid stations and finisher medals.

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 scenic **5K** trail run and walk at Blydenburgh County Park on October 11, 2026 with in-person and virtual options. Participants receive a race tee, on course hydration and age group recognition while proceeds benefit a local running foun..