Trail Running calendar near Randolph 2026-2027

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.

Timed trail races at Lakeside Park in Pawling, NY on an approximately 1.68 mile loop with 3, 6, 12 and 24 hour options, cupless format, aid station supplies, finisher medals and specific support and pacer rules.

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..

IM ABLE Games in Reading, Pennsylvania on September 19, 2026 combines road races at 2, 4 and 8 miles, wheelchair races, the Kaaginator obstacle course, Hot Wing Hustle and a Trifecta event. Wheelchair races have no registration fee.

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.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.

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 30 hour looped trail ultra at Roosevelt Forest in Stratford, CT, run on a 2.23 mile lap with roots, rocks and a notable hill. Multiple distances are offered and awards are based on most miles completed during the time limit.

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.

A 50K trail ultramarathon around Blue Marsh Lake near Reading PA with rolling hills, single track, seven aid stations and a strict nine hour time limit. Relay teams of two to four split the course into four legs and there is a post race buf..

A 4 mile trail race through the Irvington Woods on October 4, 2026, with varied terrain and stairs. Start and finish are at the back soccer field of Irvington High/Middle School; registration runs March 15 to September 4 with a $40 fee.