January 26, 2011 – The Leatherman's Loop

Lottery Closed - Drawing 1/28

October 12, 2011January 26, 2011 by leathermansloop

The Loop Lottery is closed. We will have the drawing later in the day on Friday 1/28. Thanks to everyone who signed up. We had over 1,100 runners enter the lottery for the available spots. Everyone who registered for the lottery will be notified via email whether they have won a spot or not. After … Read more

Westchester Toughman Triathlon

October 12, 2011January 26, 2011 by leathermansloop

This coming September is the 4th Westchester Toughman Triathlon. The main event is Sunday, September 11, 2011. The Tough Kids Triathlon is the day before, September 10th. The race starts and ends in beautiful Croton Point Park in Croton-on-Hudson, NY. It is a 1.2 mile swim, 56 mile bike, and 13.1 mile run. The kids … Read more

The 2024 Loop is scheduled for Sunday, April 28, 2024.

The Loop starts at 9am.

Please see FAQ for arrival time advice.

The Leatherman's Loop is a 10k trail race held each spring. The event has been held annually at the Ward Pound Ridge Reservation in Cross River, NY since 1987 and we believe it is the largest trail race on the East Coast of the United States.

Loop Registration information is here.

Loop Lottery registration lottery signup will be held over 4 FULL DAYS from January 5 - January 8, 2024. Drawing for spots in the Loop will be on Friday January 12, 2024 will be announced via email on that day. If you need to check your lottery status, you can search for your name by clicking here.

To keep up with Loop news,

follow us on Twitter,

Check the tabs along the top of this page to find information about the Loop quickly.

Brief Video: Watch a brief video of the run to see what it's all about.

Loop History: Read about some Loop history from one of the Loop founders, Tony Godino.

Legend: Read about the Legend of the Leatherman.

Sunday November 12, 2023
Eighth Running!

We added the virtual Raven 100k Challenge in 2020 and by popular demand we are continuing to run the virtual challenge. Read about this month-long endurance challenge complete with badges and custom finisher woodallions!

Raven Rocks Run is the first new race at Ward Pound Reservation in nearly 20 years. The Raven Rocks 10k Run is a challenging course with great views, rocky climbs, ridgeline trails, hilly meadows, ravines, and the site of the former fire tower.

The race aims to help raise money to bring back and operate the fire tower at its former site so a whole new generation can enjoy the sweeping 360 degree views of Long Island Sound, Connecticut, the Hudson Highlands, and New York City it will afford.

Race was run the first time in 2015.

Loading Comments...