Trail Running calendar near Highland Park 2026-2027

A 6.5 mile trail race at Westmoreland Sanctuary in Mount Kisco on August 23, 2026, with start and finish at the Fox Lane High School campus and a non-perishable food collection for the Mt. Kisco Food Pantry.

Spartan Stadion in Philadelphia on August 29, 2026 features a stadium obstacle course with a 5 km race and 20 obstacles plus a kids race. The course runs through steep stairs and narrow concourses inside a South Philly sports arena.

Explore a beautiful seventy acre equestrian farm in Malvern through a cross country trail run or a move as you please mile. Enjoy a community celebration featuring live music and pony meet and greets to support horse care.

Barn B Q Trail Festival on Saturday 9/5/2026 at Masker's Barn pairs a trail run or hike with a five hour barn party featuring BBQ, drinks, music and games. Ticket options cover adults, designated drivers, and children.

Celebrate Labor Day at William Heritage Winery with a scenic 5K trail run or a 1 Mile walk. Enjoy live music and vineyard views while participating in chip timed races for all ages in Mullica Hill.

A multi distance ultramarathon on a two mile loop through woods and fields near Frenchtown, New Jersey. Base Camp offers camping, meals, water and charging stations, and finishers receive handcrafted awards made from wood from the course.

The City Challenge Race returns for its 12th year on the Jersey City waterfront. This is the only event of 2026, featuring a fast 3-mile urban obstacle course with over 20 unique challenges. Participants receive finisher medals, professiona..

Experience a diverse trail race at South Mountain Reservation featuring fire roads and single track trails. Choose from multiple distances ranging from a 5K to 50 miles with aid stations every three miles.

Run along the Lehigh River on the hard packed D and L Trail. This USATF certified course features a consistent downhill grade and serves as a Boston Marathon qualifier in the Poconos.

Test your endurance at Camp Hart with 4, 6, and 12 hour trail races through technical terrain and scenic hills. Enjoy a supported loop course along the Unami Creek with hot food and diverse trail sections.

Community running event in Lehighton, PA with two 5K course options and a 1 mile walk. Preregistration by September 1 guarantees a T-shirt and swag bag, and chip timing plus an on-site photographer are provided.

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 at Wawayanda State Park in mid-September 2026 featuring races from 1 mile to 100 miles, free participant camping, a 36 hour 100 mile option with a single late cutoff, and community mental health partnerships.

The Hook Mountain Ultra is a demanding 50-mile or 27-mile trail race in Upper Nyack, NY. The course features repeated loops with significant climbs, ridge running, and scenic Hudson River views. It includes full aid station support and has..

The Where the Pavement Ends trail race offers a technical 4.25-mile single loop or an 8-mile double loop through the Hemlock Hills. It's part of the multi-race Trail Mix Series. Both races start and finish at the Lake Windwing ballfields in..

The Caldwell Cougar Chase 5K and 8K will take place in Woodland Park on Friday 25 September 2026. You can run between 5 and 8 kilometers.

Trail races on the McDade Trail through the Delaware Water Gap on September 26, 2026. Distances are 50K and 25K with post-race food, a finishers item, and a portion of fees donated to trail maintenance.

The Front Runners New York Cross Country 5K will take place in Bronx County on Saturday 26 September 2026. You can run 5 kilometers.

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.