Trail Running calendar near Ellenville 2026-2027

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 on a roughly two-mile loop: a 400 minute time-limit event with loop counting and a four mile two-lap race, chip timing, a single aid station, cupless policy, and proceeds to 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..

A community Thanksgiving trail event on 11/26/2026 at Mill Pond Way Trail with a 3.5 mile run or walk, chip timing, post race yoga for participants, free water and snacks, and proceeds benefiting endometriosis research.

A community 5K run/walk through Inwood Hill Park with live results, free finish-line photos, awards for the top two men and women, and proceeds supporting the Inwood Food Pantry.

A ninth annual charity 5K in Roxbury, Connecticut on November 26, 2026, with a 3.1 mile out-and-back course near Everett B. Hurlburt Community Park. Proceeds support local ambulance and scholarship funds and a food pantry collection.

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.

Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.

An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.

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.

Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.

A January trail party using a 5K loop with three hour and six hour options plus a 3H ruck. Mixed carriage roads and technical singletrack, limited field size, and proceeds benefit the South Mountain Conservancy.

A winter trail event at Ramapo Valley County Reservation on February 14, 2027 featuring a flat, scenic lollipop loop around Scarlet Oak Pond. Participants are encouraged to wear onesies; the event includes an aid station, finishers medal, a..

Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.

Timed loop races on the Livingston Oval offer one, three, six and twelve hour options on a USATF certified flat course. Participants receive a hat and top finishers earn plaques.

A looped trail event on March 6, 2027 at South Mountain Reservation in West Orange, NJ offering 11 mile, 20 mile, 50K and 50 mile options on three marked loops with mixed carriage roads and technical singletrack.

A six hour trail ultra at Roosevelt Forest in Stratford, CT on March 20, 2027, offering a 50K option on a 2.3 mile loop of roots, rocks and rolling hills, with a capped field of 50 entrants and on-course food and hydration.

A mountain trail event at Harriman State Park offering a half marathon, a 10K, and a 10K ruck on rugged, technical courses with significant elevation gain and limited crew access at aid stations.

A community trail event in Cross River, NY featuring a hilly wooded 5K, a 4K walk through the main trail, and a 200 m kids dash on the contest track. Registration opens 8/24/2026 with limited pre-registration t-shirt incentives.