Trail Running calendar near West Point 2026-2027

A trail running event at Ward Pound Ridge Reservation offering 25K, 50K and 50M courses across wooded singletrack and carriage roads with runnable sections, ridge views, aid stations, and GPX course files.

Timed loop races at Tamaques Park in Westfield, NJ with 3 to 24 hour options on 0.8 mile loops, aid station support, and a fundraising refund option.

Honoring September 11 heroes, this arena climb at TD Bank Ballpark features a 2,200 foot track through stadium aisles. Join a timed stair challenge or a flat concourse walk to support the Tunnel to Towers Foundation.

A one day obstacle race and wellness festival in Long Island City on August 1, 2026 featuring a one block mystery course with 20 obstacles plus workouts and wellness activities.

A 7-mile USATF sanctioned trail race in Barkhamsted, CT on 08/01/2026. Registration runs 05/03/2026 to 07/31/2026 with a $20 fee and no race day registration; results posted online by Greystone Electronics.

Experience a technical seventeen mile trail run along the Hudson River cliffs with over five thousand feet of elevation change. High endurance is required for this rugged course featuring boulder scrambles and scenic river views.

A 2.5 mile trail run and walk at Wildwood State Park on August 8, 2026, held rain or shine. Registration fees and a donation option are listed, and personalized bibs are available for those who register three weeks in advance.

Trail party at Stokes State Forest on Aug 9, 2026 with 5K, 10K, 10K ruck and 17M on technical singletrack and a 175-person cap.

A forested 5K on August 9, 2026 at Bridgewater Town Park featuring new trails, modest hills, participation gifts, and prizes for top finishers.

Step Up for the Brave runs Aug 10–15, 2026 with 90 minute stair climb and walk challenges at Sacred Heart University plus a five day 40,000 step virtual challenge supporting veterans experiencing homelessness.

Two-person cross-country relay and a 6K at RVA Fields in Boonton with team categories, on-grass course, and pizza and cold drinks on site.

An evening 3.6 mile trail run through Forest Park in Queens that visits 543 acres of wooded trails with rolling hills. After the run a festival area has music, vendors, food trucks and awards with participant tees provided.

Trail races in Fahnestock State Park near Cold Spring NY offering 50K, 25K and 5.5 mile options with on-course aid and a post-race meal.

Experience a community trail run through Elm Ridge Park benefiting the Rocky Hill Fire Department and Library. This event features a two loop trail course for adults and a fun medal race for kids.

Mountain trail event at Belleayre Resort offering 25K and 8K courses, zero-carbon measures, and fundraising support for The Catskill Center.

An eight mile trail run on a well-groomed unpaved carriage path beside the Ashokan Reservoir in West Hurley, NY, limited to 100 runners with age-group awards and a commemorative item for early registrants.

A timed six hour loop event on Aug 22, 2026 at Jug End State Reservation in Egremont MA with repeated 4.2 mile laps and a 0.75 mile final loop.

On August 23, 2026 Raptor Ridge stages a 6.5 mile trail race at Westmoreland Sanctuary in Mount Kisco, New York. The event starts and finishes at the Fox Lane High School campus, dogs are not allowed and non perishable food donations are co..

A 50K trail race in Forest Park Queens featuring 12 laps of a 2.5 mile loop with about 300 feet of climb per lap and a published 8 hour cutoff.

A USATF-NJ Open and Masters cross country championship over a 5K course at Natirar Park in Peapack Gladstone on August 30, 2026. Registration opens July 1, entry is $40 with a $5 USATF-NJ discount and no day of registration.