Trail Running calendar near Highland Park 2026-2027

A multi-day trail festival at Wawayanda State Park featuring a full range of distances from a kids 1 mile to a supported 100 mile event, on varied singletrack, boardwalk, and rocky terrain, with camping and community programming.

A trail event in Upper Nyack featuring 50 mile and 27 mile options on repeated 11.5 mile loops with significant elevation, three aid stations, and limited parking and lodging nearby.

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 on Sep 26, 2026, held on the McDade Trail through the Delaware Water Gap. Distances offered are 50K and 25K on a non-technical, rolling course.

A trail event at the Schuylkill Center in Philadelphia on September 26, 2026, featuring a 7-mile loop over varied singletrack. Participants choose one to four loops, may add weight, and have timed results, aid stations, and finisher gear.

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.

Run-A-Muck at On Point Farm offers a 5K run or a cross-country muck walk with food, live music, family activities, sensory bags for accessibility, and proceeds that support preservation of the Willistown countryside.

Goliathon XXIV is a nonprofit Ninja Warrior style 3.5 mile obstacle event at Gloucester County Fairgrounds in Mullica Hill NJ. It features 12 obstacles with three selectable tiers and raises funds for clean water projects.

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.

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.

A mountain trail event at Camelback Resort on a 2.5 mile loop with 5 mile, 10 mile solo and relay options, plus a ruck division and cupless aid policy.

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 community trail event on 10/10/2026 in Wilton CT featuring a 5K and a 0.75 mile accessible run or walk, event shirts, food and access to farm grounds, and a range of sponsorship options supporting employment 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 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.

A four mile off road trail run at Spring Meadow Golf Course in Farmingdale, New Jersey on October 11, 2026. Hand held timing, a free drink ticket and a finisher gift are included; shirts and other merchandise cost extra.

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.