Trail Running calendar near Holmdel 2026-2027

The Corporate Fun Run Pier 84 Manhattan will take place in New York on Monday 14 September 2026. You can run 5 kilometers.

A multi-day trail festival in Ringwood New Jersey, mid-September 2026, offering races from a one mile kids event to a 100 mile race with a 36 hour cutoff, free camping, community programming, and nonprofit partnerships.

A loop-based trail event in Upper Nyack with 50 mile and 27 mile options, significant elevation, three aid stations, and a 14 hour cutoff. Parking and nearby overnight accommodations are coordinated with a local retreat center.

The Boxers' Trail 5K will take place in Philadelphia on Saturday 19 September 2026. You can run 5 kilometers.

Trail races in Ridgefield CT offering a single loop of about 4.25 miles or a double loop of about 8 miles through Hemlock Hills and Pine Mountain. The technical, rocky course starts and ends at the Lake Windwing ballfields.

Trail ultramarathon in Milford, PA along the McDade Trail offering 50K and 25K out and back courses from Smithfield Beach. The route is mostly flat cinder rail trail with some singletrack, three aid stations, and a cupless policy.

A looped trail event at the Schuylkill Center on September 26, 2026, offering 7–28 mile options, ruck weight choices, professional timing, aid stations, and finish awards including the Grey Wolf medal for upper levels.

Sundown Rundown Fifth Street Cross Edition is a lap based elimination race in Emmaus, PA on 09/26/2026. Runners repeat roughly 1.6 mile laps with tightening time cuts and self score on a public scoreboard.

A scored 5K cross country race at Van Cortlandt Park in the Bronx on September 27, 2026, part of NYRR's fall series; includes free youth races for ages 2 to 18 and awards for top finishers across divisions.

Test your limits on a flat one mile loop at the Sussex County Fairgrounds. Choose from 6 to 72 hour timed races or certified marathon and 50K distances with full kitchen and shower access.

A community outdoor event on October 3, 2026 offering a 5K run and a muck walk on varied terrain, plus food, live music, activities, and accessibility options, with proceeds supporting Willistown land preservation.

Trail-based five mile race and two mile fun walk at Camp Innabah in Spring City, PA on October 3, 2026. Proceeds support summer camping programs and scholarships, with a pancake breakfast and awards for overall and age groups.

Goliathon XXIV is a 3.5 mile Ninja Warrior style obstacle course at Gloucester County Fairgrounds. It is a volunteer run nonprofit that raises funds for clean water projects and offers three difficulty tiers per obstacle.

A six-week adult cross country series in Monmouth County featuring six 5K races at local parks, with team and individual scoring and age group awards. Registration options include a full-series fee or per-race entry, with event-day registra..

A four mile trail race through Irvington Woods on October 4, 2026, with varied terrain including climbs and stairs; start and finish at Irvington High School. Registration runs March 15 to September 4 with a $40 fee.

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.

On October 4, 2026 the Highlander Heavy Half in Cold Spring, NY is a 13.7 mile trail race with roughly 4,000 ft of elevation gain through the Hudson Highlands. A portion of proceeds supports the NYNJTC.

Run a scored 5K race through the scenic trails and varied terrain of Van Cortlandt Park. This Bronx event features divisions for all adults and free youth races for ages 2 to 18.

The Fred Torres Memorial 5K will take place in Woodland Park from Sunday 4 October 2026 to Sunday 11 October 2026. You can run 5 kilometers.

Runners climb the Empire State Building's 86 flights and 1,576 stairs to the observatory in this New York tower race on 10/06/2026. Multiple entry categories are offered with different registration windows and fees.