Trail Running calendar near Westfield 2026-2027

Experience a historic multi day track event at Cooper River Park featuring timed challenges from 6 hours to 144 hours. Pursue personal records and national team goals with full on site support and catered meals.

A trail half and full marathon through Wissahickon Valley Park on April 11, 2026, with mostly single-track terrain, aid stations every 3 to 4 miles, an eight hour limit for the marathon, finisher medals and a post-race pizza party.

Join this dog friendly 5K trail run at Blydenburgh County Park to support animal rescue. Enjoy a scenic multi surface course with refreshments and professional timing included for all participants.

Run or walk the scenic trails at Institute Woods. This 6K event offers a shorter 3K option for walkers and is limited to 200 participants. Post run refreshments await all finishers.

Experience a community trail event in Cross River featuring a competitive 5k race, a scenic 4k walk, and a 200m kids dash. Explore the wooded hills of the John Jay Community Trail ending at the campus contest field.

Experience a unique all terrain run through Heckscher Farm and wooded trails in Stamford. Runners pass farm animals and historic landmarks on a scenic course while children enjoy a dedicated fun run and educational activities.

The Fifth Street Rock Monster is a technical trail event on the private singletrack of Forever Farm. The 2026 edition features a new continuous loop course across five distances, camping, and a post race meal.

Experience a beautiful trail run through the Irvington Woods with 5K and 1K distances. This rain or shine community event features finishers medals for all participants and supports the Irvington Bulldog Booster Club.

A point-to-point trail race on the Long Island Greenbelt Trail with 50K and 25K options, fully stocked aid stations, parking at Heckscher Park, and a two-hour trail-volunteer requirement for entrants.

A 5K cross-country run at New Jersey's first farm brewery. The course winds through the scenic grounds of Screamin' Hill Brewery. All finishers get a coaster medal, and the after-party includes live music and a food truck.

The final Conquer the Trail Race is a 7.5 km run on the flat Croton Aqueduct Trail. This special edition supports Mercy University's Mav Market and celebrates the school's 75th anniversary. The event offers awards, raffles, and free parking..

Event Overview The 8th Annual Earth Day Trail Run is held at the Pennypack Ecological Restoration Trust in Huntingdon Valley, Pennsylvania. All proceeds from the event benefit the trust's efforts to protect open space and maintain its over..

Run or walk through the scenic orchards of New Paltz at this chip timed 5k event featuring homemade donuts and fresh cider for all finishers.

Join the 10K Run for the Osprey on a scenic trail course through Lacawac Sanctuary. The event features a 10K trail run and a 5K walk, with proceeds supporting habitat conservation. Cash prizes are awarded to top finishers.

A five-week open-course trail running series in Poughkeepsie, NY, presented by Fleet Feet Poughkeepsie and powered by HOKA. Limited to 65 participants; registration runs March 18 to April 20, 2026 with a $60 fee.

Experience a complete Trifecta weekend at Vernon Peak with obstacle courses ranging from 5K to 50K. Test your grit on northern New Jersey mountain terrain featuring vertical climbs and over 60 obstacles for the elite Ultra distance.

Event Overview The Squatchywaska Mountainfest is a trail running event with two distances: a 25K (noted as closer to 17 miles) and a 10-mile race. Both courses follow a lollipop format through Minnewaska State Preserve on the Shawangunk Rid..

Experience miles of rhododendron tunnels and marsh bridges in Highland Lakes. Choose from four race distances ranging from a half marathon to 100K across gravel roads and single track trails.

Experience an off road adventure in Stokes State Forest featuring trail runs, mountain bike races, and triathlons. This multi sport event offers everything from trail marathons to paddle triathlons in a scenic New Jersey setting.

A women only trail running event at Lake Mohegan in Fairfield, Connecticut on April 25, 2026, organized by Steep Endurance to raise awareness of trail running for women. Entry fees are listed between $30 and $80.