Trail Running calendar near Holland Patent 2026-2027

A weekend of trail races at Greek Peak Mountain Resort in Cortland New York featuring mountain courses from an Uphill 1k to a 25k plus family events including a kids mile and a Doggo 5k. Night runs require a headlamp.

An obstacle and fitness race on September 13, 2026 in Fayetteville, NY featuring a roughly 3 mile course with about 23 first responder inspired challenges, including Search & Rescue, Hose Drag and timed mental focus tasks.

Trail races in Brookfield New York offer a 5k, 15k and a 50k ultra on truck and horse trails; the 50k includes 4,800+ feet of vertical gain and a nine hour cutoff.

A 100 km trail race around Morgan Hill State Forest and adjacent public lands, with rugged single-track, seven aid stations, required offline navigation, and options for solo or relay entries.

Trail run and walk at Huyck Preserve in Rensselaerville NY on Saturday September 19 2026. Routes of 2 5 and 8 miles pass Lake Myosotis and a historic racetrack while raising funds for local organizations.

A 5K cross country race at Pine Grove Middle School in East Syracuse on 19 September 2026, run on a varsity XC course with mostly trails and grass; registration runs from March 7 to September 18, 2026.

A scenic five mile memorial run and virtual five mile option in Hinckley, NY, with a kids fun run included; proceeds fund a memorial scholarship for students pursuing medical studies.

A charity running event at Green Lakes State Park on September 20, 2026 with 8K and 5K races, a free kids fun run, a 5K lake trail route, and a 2 Mile trail walk, plus shirts, awards, aid stations, and free ice cream.

An eight hour fixed time race and relay on a flat **3.45 mile** out and back trail next to Dryden Lake. Solo and team divisions, a single well stocked aid station, and optional 0.4 mile mini loops in the final hour.

The Morgan Hill Trail Races will take place in Fabius on Sunday 27 September 2026.

A community 5K on September 27, 2026 in Dolgeville along the Greenway Trail. Registration has a $25 fee with children under 12 free; proceeds fund free sports equipment for local youth.

A 50 kilometer trail race on October 3, 2026 in Kattskill Bay NY that crosses four peaks around Lake George with about 9,000 feet of climb, staffed aid stations, and a registration requirement for prior ultra-trail experience.

A 3.1 mile trail race at the Great Swamp Conservancy habitat center in Canastota NY on October 4, 2026. The course runs on natural trails and crosses a country road; registration opens July 15 and the fee is $20.

An off pavement 5 km trail run and walk through Winona Forest in Mannsville, NY, limited to 100 participants, with timing, awards and a post race BBQ. Proceeds support Friends Forever Animal Rescue and leashed dogs are welcome.

The Trailwagger is an October 2026 trail event at Gilbert Lake State Park in Laurens, NY with 3 mile, 5 mile, combined 8 mile and two person team options plus a dog stroll. A portion of proceeds supports Super Heroes Humane Society.

Community 5K and a 0.5 mile youth run at Pitney Meadows Community Farm on October 10, 2026. The mixed surface, spectator friendly course runs on grass and stone dust and raises funds for the farm's programs.

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 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.

A trail race at Green Lakes State Park offering 50 km, 20 mile, and 10 mile distances on a roughly 10.4 mile loop with varied terrain, two aid stations, and post-race ramen. Organized by Salt City Trail Racing and USATF-sanctioned.