Trail Running calendar near Upper Nyack 2026-2027

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.

Inaugural Barnyard Squatch 5K in Blairstown NJ, a hilly 5K trail that passes rescued farm animals with donations supporting The Barnyard Sanctuary.

A fall running event in Garrison NY with a half marathon, a 5K and a 3/4 mile kids run on trails and roads through the Hudson Highlands.

Obstacle course weekend at Sunflower Valley Farm near New Hampton NY with Sprint 5 km, Super 10 km, kids races, Hurricane Heat formats and spectator options.

Looped trail races at Red Wing Recreation Area in Lagrangeville, NY offering 100k, 50k, and 10k courses with aid stations and finisher medals.

A costumed 5K trail run and walk at Van Scott Nature Reserve on October 31, 2026 with in-person and virtual options to raise awareness for Pregnancy and Infant Loss Awareness Month. Includes a costume contest, water stations, and family act..

Timed trail event at Gurski Farm in Brookfield CT featuring an 8 hour race, a 4 hour option, and a 5K canicross on a 4 mile loop.

Trail 10K in Bloomfield CT on Nov 1, 2026 honoring Kevin Hutt, run on rocky single track in Penwood State Park with proceeds partly to NAMI.

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.

A trail 8K and 5K at Unionville Vineyards on November 8, 2026 with chip timing, live results, onsite music, post race wine, and awards. Walkers and children are welcome and the event includes water stations and post race amenities.

A timed trail event at Jacobsburg State Park on a roughly 5 mile loop of single track and gravel. The Fall Back edition runs the course in reverse and offers 5 mile, three-hour, and six-hour formats.

A trail event at Ward Pound Ridge Reservation featuring a 10 km race, a November 100 km virtual challenge, rugged climbs, and fundraising for the Friends of Trailside Museum.

A community 5K and 1 mile walk on November 8, 2026 at Central Park of Morris County supporting Family Promise of Morris County, with in-person and virtual 5K options and age-group awards.

Trail run at Hillside Park offering 10K and 5K courses to benefit a free digital mammography program, with food, on-site water, timing, and awards.

A 6-mile trail race at Cheesequake State Park on November 8, 2026 with on-site registration, a post-race beer and pizza gathering, and proceeds benefiting local first aid and EMS organizations.

A community 5K run/walk at Belmont Lake State Park on November 8, 2026 with in-person and virtual options and proceeds supporting the Never Stop Running Foundation.

Trail races on Staten Island with looped courses of 50 miles, 50K, and a half marathon that support the Greenbelt Conservancy.

Experience the diverse terrain of South Mountain Reservation with a looped trail race offering 5K, 10K, and half marathon distances. Enjoy a mix of single track and fire roads with support provided at regular aid stations.

A family-friendly 5K trail run and walk at Bethpage State Park on November 14, 2026 with in-person and virtual options and a free kiddie dash.

Trail race at Tarrywile Park offering Marathon, Half Marathon and 10K on a loop course with roughly 3K of elevation and technical single-track.