Trail Running calendar near Highland Park 2026-2027

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.

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.

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.

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 a women and non binary trail race at Lake Mohegan in Fairfield. Choose between 5K and 10K distances or a 4 hour timed challenge on a scenic loop.

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..

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,..

This West Chester trail event offers a 5K run and a 1 mile fun walk/run on April 25, 2026. Two distinct distances provide options for different paces and goals. The event starts at 1000 Marshallton-Thorndale Road.

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.

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..

Run or walk a 5K trail race under the Flower Moon at Brandywine Creek State Park. This inaugural event supports local trail nonprofits and finishes with a moonrise celebration featuring s'mores and lawn games. Leashed dogs are welcome to jo..

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.