Trail Running Calendar New York 2026-2027

A four race 5 km trail series at Cole's Woods in Glens Falls across Tuesdays in May, with a 20 km challenge for those who complete all four events. Entry fees, T shirt allocation, awards and proceeds benefiting the Glens Falls Youth Center..

A 12-hour ultramarathon on a 1.01203 mile loop in Webster, NY, where runners count full laps only; proceeds benefit Rochester Rotary Camp Sunshine and the Greater Rochester Running Club organizes the event.

A timed outdoor trek on Greek Peak’s wooded single-track and ridge trails, offered in 7, 14, 21, and 28 mile distances. Optional weighted vests add bonus finisher swag; higher distance entrants may earn the UltraTrax Grey Wolf medal for fin..

A community trail run on May 9 at Clausland Mountain in Orangeburg, NY supporting mental health and sobriety, with three distance options, two aid stations, and optional shirts and medals.

An obstacle course event in Binghamton, NY featuring a 3.5 mile course across 100 acres of woods, timed elite and multi lap heats with cash prizes, and untimed open waves where participants receive a shirt and medal.

Towpath Trail Run in Saint Johnsville, NY offers a 10K and 5K on a fully paved, flat course. Timing is provided by TNT Timing and results are posted on the Kuyahoora Kickers website.

A second annual 6k 3.8 mile cross country run at Bruynswick Winery in Gardiner, NY supporting the Ulster County SPCA. The day features music, a meet and greet with shelter animals, awards, and free children's dashes.

A 5K trail run through the orchard at Indian Ladder Farms on May 10, 2026, with a hard cider mimosa provided after the finish and non alcoholic options; top 1st to 3rd place finishers aged 21 and over receive craft cider bottles.

Experience the beauty of Letchworth State Park through a series of trail races ranging from a 5K to a full 26.3 mile marathon. Choose a solo challenge or join a relay team for a weekend of trail running in Western New York.

Timed trail ultra in Winona Forest, Mannsville NY with 6, 12 and 24 hour options plus a 3 person 24 hour team on a smooth 2.6 mile loop. Aid station support, camping near the course, and a 100 runner cap.

Experience an adventure run at Snow Ridge Resort featuring a 5K course with 2000 feet of vertical elevation. Choose from individual races, team heats, or dedicated youth obstacle courses in the scenic Tug Hill Adirondack Region.

A looped trail event at Hammond Hill State Forest offering 8.5, 17, and 26.2 mile options on marked trails with two aid stations, limited parking, online registration, and age and gender awards.

Experience a scenic trail run through the meadows and forests of Muscoot Farm. Choose from the 5 mile course or youth races and receive vouchers to spend at the local farmers market.

Experience the natural beauty of Green Lakes State Park with a 10 mile or 3 mile trail race. Run through scenic lakeside paths and open fields starting and finishing at the local sandy beach.

Timed running events at Ross Park Zoo on May 17, 2026 let participants cover a .8 loop as many times as they wish in one and two hour races or a kids run. Proceeds and fundraising support the zoo and awards include a Red Panda encounter.

Three out-and-back distances through Letchworth State Park on May 17, 2026, with hilly gravel roads and Genesee River views. Post-race food, shirts, and finisher medals are provided.

A chip timed 5k at Ledge Rock Hill Winery in Lake George, NY, on a cross country style out and back course. Race swag includes a T shirt, a shatterproof collapsible wine glass and a medal, with age group awards and charity partner Nik's Wis..

A community 5K in Ellenville on May 17, 2026 that starts and finishes at Aroma Thyme Bistro, follows the base of the Shawangunk Mountains and the newly resurfaced Rail Trail, and finishes with a garden gathering; proceeds benefit local food..

Trail marathon and 15-mile trail race at Bethpage State Park on May 17, 2026. Registration opens Feb 23 and a portion of proceeds supports the Long Island Greenbelt Trail Conference.

A four mile cross country race in Riverdale and Van Cortlandt Park with an informal kids fun run, finisher hat, awards for top finishers and masters, and post race refreshments; proceeds benefit the FDNY Foundation.