Trail Running Calendar New York 2026-2027

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.

Hopson Trail Runs in Honeoye offers scenic fall trail routes of 5K and 9K through WoodsEdge Retreat and Sandy Bottom Park. The event supports Embrace Your Sisters and includes a post race gathering at Birdhouse Brewery with music and a comp..

Nelson's Summit 50/50 is a trail race in the Red House area of Allegany State Park offering 50 mile, 50 km, and 25 km loop courses. The event includes marked trails, two aid stations, USATF sanctioning, and time cutoffs from 6 to 14 hours.

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.

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.

Trail races in the Hudson Highlands near Garrison NY featuring a Half Marathon, a 5K that follows river and historic paths, and a kids costume run on the recreation center grounds.

The Tri-State New York Spartan Event Weekend at Sunflower Valley Farm on Oct 31-Nov 1, 2026 offers Sprint, Super, Kids races, Hurricane Heat formats, wooded muddy terrain, creek runs, and Spartan obstacles for competitors and spectators.

Trail races at Red Wing Recreation Area in Lagrangeville, NY featuring 100k, 50k and 10k looped courses with significant elevation, on-course aid, and finisher awards.

A technical trail event at Moreau Lake State Park in Gansevoort, NY, covering roughly 14 miles with about 2700 feet of climb. The route runs on winding singletrack with one aid station around six miles in.

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 at Mendon Ponds Park use a marked 10K loop to offer 5K, 10K, half marathon and 50K distances, with rolling hills and a mix of runnable trails and one rocky section. Aid stations include a stocked mid-loop station and start area..

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 third annual Veteran's Day 5k trail run at Clear Path for Veterans in Chittenango, NY, featuring peaceful trails and wide views to the Adirondack foothills. The event supports Clear Path's programs for veterans and their families.

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 trail running event on Staten Island with 50 mile, 50K and half marathon loop courses through the Greenbelt, featuring staffed aid stations and support for the Greenbelt Conservancy.

Run or walk as many loops as you choose during this 6 hour event on the Manchester Gateway Trail. This dog friendly race features a scenic 2.3 mile course and benefits the local dog park through a dedicated raffle.

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.

Turkey Trot 2026 in Ithaca is a roughly 5.5-mile prediction run with no watches allowed, supporting Loaves and Fishes. Participants predict their time and the closest guesses win pies.

A community 5K in Batavia, NY on November 26, 2026 with 100% of proceeds to Crossroads House; family and stroller friendly, post-race refreshments, and a listed entry fee of USD 43.50.