Trail Running calendar near Randolph 2026-2027

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.

The Shore2Shore is a scenic point-to-point trail run on Long Island's Greenbelt Trail, from the north to south shore. Choose between the 50K or 25K distance on this well-marked course. Registration includes a trail work volunteer requiremen..

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..

Cross country running and walking event in Pottstown on 04/18/2026 offering 5 km, 10 km and a 1 mile walk. Registration is open with a posted entry fee and race day registration option.

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.

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.

A scenic and classic spring run for athletes aged 30+. Choose between the 10K and 5K distances on a mostly flat loop course through woods and around Birchwood Lake in Mountain Lakes. Be prepared for varied surfaces including paths, trails,..

Experience the Leatherman's Loop 10k trail race at Ward Pound Ridge Reservation in New York. Entry is managed via a lottery system for this USATF sanctioned spring event through the local woods.

Course and Format The event is a 50-kilometer (31-mile) race along the Schuylkill River Trail. It starts and finishes at Saint Michael's Park, which adjoins Lock 60 in Mont Clare, Pennsylvania, adjacent to Phoenixville. The course follows t..

Try the Trail is a youth trail run for ages 4 to 16 at Katonah Memorial Park. Kids can choose between a half-mile or one-mile course on scenic, easy-to-follow trails. It's a family-friendly event focused on outdoor activity.

Join the Your Story Matters Falcon 5K in Oak Ridge for a scenic trail run or a vibrant Youth Color Run. Support mental health awareness while enjoying a day of community activities and local giveaways.

The XC Summer Series offers weekly Tuesday evening 5K cross country races in Parsippany's Central Park. The thirteen race series welcomes all ages and abilities, with chip timing and post race refreshments. Participants can register for the..

A community run on April 29 that donates proceeds to Team RWB, held in person at EnerSys Global HQ in Reading, Pennsylvania, with a virtual 5K option. Participants receive a shirt, bib and finisher's medal.

An ultramarathon in Van Cortlandt Park featuring an initial flat lap plus ten cross country loops, stocked aid stations, drop bag access, and finisher awards including a medal, singlet, meal and post race beer.

The first annual Lawrence Hopewell Trail 5K supports a 20-mile community trail. The race course passes by two lakes and the historic Hunt House. A non-competitive one-mile Fun Run is also offered for all paces.