Trail Running calendar near Andover 2026-2027

An age-group graded 5.5-mile trail race at Frances Slocum State Park on October 25, 2026, run mainly on grass and earth. Pre-registration is required; the entry fee is $10 and online registration closes October 23.

A half marathon, 5K, and kids fun run in Garrison New York that travels through Hudson Highlands State Park and past Osborn Castle. Proceeds support Friends of Philipstown Recreation and all entrants receive a race shirt.

The inaugural Barnyard Squatch 5K is a hilly trail race across The Barnyard Sanctuary's nearly 200-acre property in Blairstown, NJ, with over 500 feet of climbing and a route past rescued farm animals. All donations go to the sanctuary.

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.

A trail race weekend at Red Wing Recreation Area in Lagrangeville, NY offering 100k, 50k and 10k loop formats with on-course aid and finisher awards; the 50k and 100k are UTMB Index races.

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..

Experience a unique timed trail event at Gurski Farm featuring a four mile loop of rolling farm trails and single track. Choose between eight hour, four hour, or 5K options in a community focused environment.

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.

Experience an off-road race weekend at Yeager’s Farm & Market featuring 4 and 10 mile trail runs. Enjoy a local atmosphere with post-race beer and bagels and earn a unique long sleeve tech shirt.

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 and gravel running event in Wissahickon Valley Park offering 10 km, 10 mile and half marathon options with chip timing, aid stations, limited field size, and a post-race party with live music and warm food.

A trail event at Ward Pound Ridge Reservation combining a 10 kilometer trail race with a November virtual 100k challenge, volunteer support, postrace results, and a finisher woodallion for reported 100k totals.

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.

A charity trail event at Hillside Park on November 8, 2026, offering 10 km and 5 km races to benefit a free digital mammography program, with race timing, age-group medals and participant T-shirts.

The 46th HASHATHON 6-Mile Treacherous Trail Run takes place at Cheesequake State Park on November 8, 2026, featuring a single 6-mile trail race, same-day bib and shirt pickup, post-race beer and pizza, and awards with charity proceeds.

Trail races in Staten Island organized by Redpoint Productions, offering 50 mile, 50K and half marathon loop courses through the Greenbelt while supporting the Greenbelt Conservancy; aid stations, crew locations, parking, and volunteer exch..

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.

Trail races at Tarrywile Park in Danbury, CT offering 10K, half marathon and marathon options on technical single track; the half uses a loop with close to 3K of elevation and a cupless race policy.

A one day trail festival at Independence Park on November 15, 2026, offering multiple distance races, 3 hour and 6 hour lap events, and a 2 mile walk. Live music, food trucks, and local vendors support East Vincent Parks.