Trail Running Calendar New York 2026-2027

Experience Long Islands scenic Robert Moses Causeway in this multi day running event. Support local veterans while choosing between marathon, half marathon, 10k, and 5k distances with finisher medals for all participants.

A spooky themed 3.1 mile run in Mendon, New York on the Lehigh Valley Trail with a costume contest, awards, a post race party at the Cottage Hotel Restaurant, and a virtual entry option; proceeds support David's Refuge.

Test your endurance at Nocturnal 12 a night-themed twelve hour fixed time race on a flat paved path. Walkers and runners can complete as many laps as they choose on this flexible out and back course.

A fall trail running event at Harriman State Park on October 18, 2026 offering a technical **13.1M** and a hilly **10K**, with marked singletrack, two aid stations for the half, a five hour finish cutoff, and limited field size.

A 20 mile trail race through Letchworth State Park on October 18, 2026, featuring waterfalls, overlooks, two ultra style aid stations and a cupless policy. The first 6 miles must be completed within two hours.

Explore the scenic trails of 100 Acre Woods in Malta, New York. This community event on October 18, 2026 features 2k, 3k, and 5k trail runs. All proceeds support local trail maintenance.

Experience the wilderness trails of Deerfield Town Park with a variety of trail races for all ages. Enjoy a professionally timed 5K or a community run while supporting the local food pantry in your favorite running costume.

A trail running event in Allegany State Park offering 25km, 50km, and 50 Miler options on a marked looped course with two aid stations, timed cutoffs, and event socks for all entrants.

A fall trail event at Muscoot Farm in Katonah on October 25, 2026 featuring a five mile trail race and two kids races. Participants receive Farm Bucks for the farmer's market and shirts are available by preorder.

A 5K Run / Walk and Kids Fun Run at Hallock State Park on October 25, 2026, with a virtual 5K option. Proceeds support the Long Island Greenway and include a post-race wine crawl with vendor specials for participants 21 and over.

A weekend Spartan obstacle event at Sunflower Valley Farm on October 31 and November 1, 2026 featuring Sprint, Super, Kids races and Hurricane Heat formats across woods, mud and creek runs, with spectator access and medals for finishers.

Experience the Fall Back Into The Trails Series at Red Wing Recreation Area in Lagrangeville. Choose from 100k, 50k, or 10k distances featuring a loop course with elevation gain. This UTMB Index event offers medals and awards.

A roughly 14 miles trail race at Moreau Lake State Park in Gansevoort, NY, featuring technical singletrack and about 2700 feet of climb with one aid station near six miles; early registrations by October 18 guarantee a shirt.

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.

Trail races of 5K, 10K, half marathon and 50K take place on the east side of Mendon Ponds Park around a marked 10 km loop with rolling hills and aid stations. The event raises funds for the Rochester Orienteering Club.

A trail running event at Ward Pound Ridge Reservation with a ten kilometer race and a November 100 kilometer virtual challenge. The course features rocky climbs, ridgeline views, and a custom finisher woodallion for challenge completers.

USATF Long Island hosts Open, Masters and Para Athletic cross country championships over an 8K course on November 8, 2026. Online registration is closed.

A 3rd annual Veterans Day 5k trail run at Clear Path for Veterans in Chittenango NY featuring a 3.1 mile course on campus trails with wide views over Upstate New York. The event supports veterans and their families and lists a registration..

Three day trail stage race at Mendon Ponds Park featuring 3, 5.5 and 11 mile stages. Rolling starts, a headlamp requirement for the night stage, timing, post-race food and a finisher hoodie for those who complete all stages.

A multi-loop trail event on Staten Island offering a half marathon, 50K, and 50-mile courses that pass through Blood Root Valley, High Rock Park, and La Tourette Park, with proceeds supporting the Greenbelt Conservancy.