Trail Running calendar near Randolph 2026-2027

We have found 186 Trailruns within 80 miles of Randolph. See below where and when you can find the races.

Trail races at Tarrywile Park in Danbury feature 10K, half marathon and marathon distances on technical single track with about 3000 feet of elevation gain and views of the park lakes.

A one day trail festival at Independence Park on November 15, 2026, offering multiple distance races, 3 hour and 6 hour lap events, and a 2 mile walk. Live music, food trucks, and local vendors support East Vincent Parks.

Experience a magical 13.1 mile trail race through the rolling hills of Roosevelt Forest. Complete eight loops of a wooded course while supporting a children's book drive in this unique costume friendly event.

The FEAR Trail Fest is a 5-mile trail race on the scenic Yellow Trail in New Jersey's Lewis Morris Park. With a runnable mix of rocks, roots, and climbs, it welcomes everyone from first-timers to veterans. The event focuses on sustainabilit..

Celebrate the holiday at the Inwood Hill Turkey Trot 5K Run and Walk. This event offers a scenic course through Inwood Hill for participants of all abilities to enjoy a morning of fitness and community.

Experience a diverse 5K loop course at South Mountain Reservation featuring carriage trails and technical singletrack. Choose from distances ranging from a Kid's 1M to a 50K in this community focused trail event.

Enjoy a post holiday run or walk through the scenic trails of Bethpage State Park. Participants earn themed swag and enjoy refreshments from local partners at this festive 5K event.

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

Experience a unique 5K trail run at Belmont Lake State Park where the focus is on luck rather than speed. Enjoy a chance to win cash prizes and refreshments at the finish line during this late November event.

December 2026

The Holmdel Classic is a December trail race in New Jersey's Holmdel Park, run on a challenging 4.65-mile loop. Participants can choose from three distances, with all proceeds supporting clean water projects worldwide. An eight-hour cutoff..

Naked Nick is a December trail run at Blue Marsh Lake in Pennsylvania, offering a 25K and 50K on a scenic lollipop course. The event features classic tear-off bib timing, well-stocked aid stations, and a 5 PM cutoff. Runners receive a uniqu..

Experience an exclusive trail run through the scenic Roosevelt Forest in Stratford. This 5K event features a natural off-road course limited to a small group of participants and includes custom finisher medallions.

January 2923

Join this unique mystery trail run in Edison featuring five mile and two mile options through wooded terrain. Enjoy a non competitive atmosphere with a secret start location and a post run social gathering for participants over 21.