Trail Running calendar near Mount Kisco 2026-2027

The Traprock 50 features a rugged 50K and a 17K trail race on the rocky, rolling loops of Penwood State Park. It's a cupless event with chip timing, organized by volunteers to benefit local conservation groups. Runners should be prepared fo..

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..

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.

The Brookhaven Trail 15K and 4 Mile runs explore the varied paths of Brookhaven State Park. This cupless event is capped at 250 runners and includes awards, refreshments, and supports veterans and local food banks.

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 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.

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.

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.

Experience a technical 5 mile trail run through 250 acres of scenic green space in Killingworth. Navigate rocky terrain and elevation shifts at the Deer Lake Outdoor Center with awards for multiple age categories.

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..

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 A Run to Remember will take place in Red Hook on Saturday 2 May 2026. You can run between 5 and 10 kilometers.

Experience the beauty of the Shawangunk Mountains with a 50 mile ultra, a trail marathon, or a team relay. Enjoy well maintained carriage roads and an 18 hour cutoff in this premier fundraising event for Mohonk Preserve.

The Bear Mountain Trail Challenge will take place in Bear Mountain on Saturday 2 May 2026. You can run between 10 and 50 kilometers.

Run a flat one mile course in Van Cortlandt Park while wearing your own inflatable costume. This unique Bronx event supports charity and takes place during a local ultramarathon for a high energy atmosphere.

Experience one of the most technical and elevation dense trail races in the Northeast. Tackle steep climbs and rugged single track through the scenic terrain of Beacon, New York.