Trail Running calendar near Ellenville 2026-2027

A trail event at Muscoot Farm on October 25, 2026 featuring a 5 mile race plus two kids courses for ages 7 to 12 and 6 and under. Packet pickup and parking are provided and participants receive Farm Bucks and kids medals.

Trail half marathon, 5K and a kids fun run in Garrison, NY on October 25, 2026, benefiting the Friends of Philipstown Recreation. The courses run through Hudson Highlands State Park and pass Osborn Castle on private property reserved for re..

The inaugural Barnyard Squatch 5K is a hilly trail race across The Barnyard Sanctuary's nearly 200-acre property in Blairstown, NJ, with over 500 feet of climbing and a route past rescued farm animals. All donations go to the sanctuary.

Tri-State New York Spartan Event Weekend at Sunflower Valley Farm offers Sprint, Super, Kids races, Hurricane Heat formats, and spectator access with courses through woods, fields and creek runs featuring mud and Spartan obstacles.

A trail running event at Red Wing Recreation Area near Lagrangeville, NY, offering 100k, 50k and 10k looped courses with on-course aid, finisher medals and awards for top male and female finishers.

A costumed 5K trail run and walk at Van Scott Nature Reserve on October 31, 2026 with in-person and virtual options to raise awareness for Pregnancy and Infant Loss Awareness Month. Includes a costume contest, water stations, and family act..

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 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 featuring a marked 10k race and a monthlong Raven 100k November Challenge. The course includes rocky climbs, ridgeline trails and a water stop near the Fire Tower climb.

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.

NYC Trail Mix is a trail running event in Staten Island on November 14, 2026, offering 50 mile, 50K and half marathon loop courses. The race benefits the Greenbelt Conservancy and uses three main aid stations with food and hydration options..

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.

A scored 5K cross country race at Van Cortlandt Park on November 15, 2026, as part of the NYRR series. The event includes youth Rising NYRR activities, live runner tracking via the NYRR app, and on-site awards for top finishers.

A November cross country meet at Oak Ridge Park in Clark, NJ featuring 400m, 3K, 5K and 8K races, state championships for New Jersey, team titles for boys, girls and co-ed squads, and race amenities such as medals and free action photos.

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.

Trail races at YMCA Camp Sloper in Southington CT offering a timed 400 minute loop challenge and a two lap four mile option, chip timing, a main aid station, and proceeds benefitting local organizations.

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..