Leatherman’s Loop

The Leatherman’s Loop is is a unique 10k trail run featuring river crossings, mud flats, a quarry climb, beautiful pine forests, swamp land, and the Legend of the Leatherman.

The Leatherman’s Loop was founded in 1987 and has been run every year since then. We believe it is the largest trail race east of the Mississippi River in the United States and possibly the third largest trail race* in the United States (depending on the year), with over 1,100 finishers in 2011, nearly 1,200 finishers in 2012, and over 1,200 finishers in 2013, 2014, and 2015, and over 1,300 finishers in its 30th and 31st years 2016 and 2017. Runners consistently say it is one of the best trail races out there.

The Leatherman’s Loop is usually held the Sunday following the Boston Marathon in April each spring at the Ward Pound Ridge Reservation in Cross River/Pound Ridge/South Salem, NY. It is the oldest continually run trail race in Westchester County, NY and one of the oldest continually run trail races in New York.