Trail Running calendar near Kings County 2026-2027

A weekend Spartan obstacle event at Sunflower Valley Farm featuring sprint, super, kids races and Hurricane Heat formats across muddy woods and creek runs, with team entry options and service-member discounts.

Trail races at Red Wing Recreation Area in Lagrangeville, NY, featuring 100k, 50k and 10k looped courses with notable elevation. The 50k and 100k are UTMB Index races and all finishers receive custom medals.

Experience a unique timed trail event at Gurski Farm featuring a four mile loop of rolling farm trails and single track. Choose between eight hour, four hour, or 5K options in a community focused environment.

Experience a single loop marathon or half marathon on historic carriage roads in the Rockefeller State Preserve. Enjoy views of the Hudson River and stone bridges on a course with no pavement or cars.

A trail 8K and 5K at Unionville Vineyards on November 8, 2026 with chip timing, live results, onsite music, post race wine, and awards. Walkers and children are welcome and the event includes water stations and post race amenities.

A timed trail event at Jacobsburg State Park on a roughly 5 mile loop of single track and gravel. The Fall Back edition runs the course in reverse and offers 5 mile, three-hour, and six-hour formats.

A trail event at Ward Pound Ridge Reservation combining a 10 kilometer trail race with a November virtual 100k challenge, volunteer support, postrace results, and a finisher woodallion for reported 100k totals.

A community 5K and 1 mile walk on November 8, 2026 at Central Park of Morris County supporting Family Promise of Morris County, with in-person and virtual 5K options and age-group awards.

A charity trail event at Hillside Park on November 8, 2026, offering 10 km and 5 km races to benefit a free digital mammography program, with race timing, age-group medals and participant T-shirts.

The 46th HASHATHON 6-Mile Treacherous Trail Run takes place at Cheesequake State Park on November 8, 2026, featuring a single 6-mile trail race, same-day bib and shirt pickup, post-race beer and pizza, and awards with charity proceeds.

NYC Trail Mix on Staten Island on November 14, 2026 offers looped trail courses of 50 mile, 50K, and half marathon distances, benefits the Greenbelt Conservancy, and features multiple aid stations, single-track routes, and specified crew an..

Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.

Trail races at Tarrywile Park in Danbury, CT offering 10K, half marathon and marathon options on technical single track; the half uses a loop with close to 3K of elevation and a cupless race policy.

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.

A *5 miles* lollipop loop trail race in Lewis Morris Park, Morristown NJ, run mostly on the Yellow Trail with roughly 600 feet of elevation gain. The event limits entries to 120 runners, uses cupless stations and hemp bibs, and offers free..

A community 5K run and walk at Inwood Hill Park near 600 West 218th Street in New York City, with live results, free finish line photos, and proceeds supporting the Inwood Food Pantry.

A trail party on November 28, 2026 at South Mountain Reservation in West Orange, NJ, featuring 5K, 10K, 25K, 50K and a Kids 1M on a 5K loop. The course mixes carriage roads and technical singletrack and supports Bigger Than The Trail.

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.

Challenge yourself on the historic Tower Trail at Sleeping Giant State Park. Choose between 4 or 8 hours to complete as many 3.3 mile loops as possible on this scenic gravel path to the Observation Tower.

A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.