Trail Running calendar near Highland Park 2026-2027

Trail races at South Mountain Reservation include 5K, 10K and 13.1 mile looped courses with aid stations every 3 miles. Courses use fire roads, single track, hills and some pavement and offer advance and day-of registration.

A January trail party in West Orange with a 5K loop plus timed 3 and 6 hour options, rucking divisions, and fundraising for the South Mountain Conservancy.

A 10 mile trail race at French Creek State Park on February 7, 2027 featuring rocky trails, two water stops, tiered entry fees and awards across age and clydesdale categories.

A onesie-themed trail 5K at Ramapo Valley County Reservation featuring a flat, scenic loop around Scarlet Oak Pond and accessible course options.

Trail races on a 10 mile loop at South Mountain Reservation offering 50M, 50K, 20M and 10M with marked trails, three aid stations per loop, timing, SWAG, and awards for top three male and female finishers.

Timed loop races at the Livingston Oval offer 1, 3, 6 and 12 hour options on a USATF certified flat course, with aid station support, awards for top finishers, and participant cap or hat with a no-swag discount available.

Looped trail race in South Mountain Reservation offering 11M, 20M, 50K and 50M over three marked loops with varied terrain and on-site aid.

The Rat Race 50k is a 100% off-road ultramarathon at Wells Mills Park with an 8-mile loop plus three 10k loops, chip timing, finisher medals and age-group awards; the series also includes shorter trail races and themed events.

A late-March trail event at Bethpage State Park offering a 5K trail run, a free kiddie fun run, race shirt, on-site refreshments and a virtual participation option.

A community 5K run and free kiddie run at Bethpage State Park with trail terrain, a virtual option, and donations benefiting the Never Stop Running Foundation.

A mountain trail event at Harriman State Park near Bear Mountain on April 3, 2027 offering 10K, 10K ruck and 13.1M courses on rugged, technical singletrack with marked routes, aid stations, rucking divisions, and adaptive support.

A community trail event in Cross River, NY featuring a hilly wooded 5K, a 4K walk through the main trail, and a 200 m kids dash on the contest track. Registration opens 8/24/2026 with limited pre-registration t-shirt incentives.

A reborn six day track ultrarunning event at Cooper River Park offering timed events from six hours up to 144 hours.

A 5K trail run and walk at Blydenburgh County Park in Smithtown, NY on mixed surfaces through park trails. The event supports Last Chance Animal Rescue and includes onsite hydration, restrooms, same day results and photos.

A trail marathon and half marathon in Wissahickon Valley Park on April 10, 2027, featuring technical single track trails and significant climbing. The event includes race day bib pickup, live accordion music and a post race pizza party.

Trail races and a team ultra relay on private singletrack at Forever Farm near Mertztown, PA, with stocked aid stations, camping, and cash prizes for relays.

Shore2Shore in East Islip, NY on April 17, 2027 follows the Greenbelt from north shore to south shore and offers 50K and 25K distances.

Two days of mountain obstacle racing at Mountain Creek Resort featuring Sprint, Super, Beast, Ultra and kids races across steep terrain.

Women and non-binary runners take on 5K, 10K, or a timed 4 hour loop on the trails around Lake Mohegan in Fairfield, CT.

A multi-discipline off road event at Stokes State Forest Apr 24 to 25, 2027 featuring trail runs, off road triathlons, mountain bike and paddle races.