The Trail Mix

Westchester/Fairfield Trail Race Series

If you have a specific question about the series let us know using the form below.

Leatherman's Loop 10k 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. (April)
A Mild Sprain 4.25M A Mild Sprain is a 4.25M trail race held in May at Sprain Ridge Park in Yonkers, NY featuring windy and hilly single track trail close to NYC. (June)
Where The Pavement Ends 4.5M Pavement Ends is a challenging 4.5 Mile course with a mix of single track and technical trails run near Lake Windwing in Ridgefield, CT. (September)
Sarah Bishop Bushwhack 10k The Sarah Bishop Bushwhack is a unique and challenging 10K trail race held in Mountain Lakes Park in North Salem, New York. It climbs to the highest point in Westchester as it passes beautiful overlooks and rugged lake shore. (September)
Paine to Pain Trail Half Marathon Paine to Pain is held in October beginning at the Thomas Paine house in New Rochelle. The half marathon winds through multiple parks and greenways throughout lower Westchester County. (October)
Run The Farm 5M Run the Farm is a series of trail races at Muscoot Farm in Katonah/Somers, NY. The races include a 5 mile trail race and two "Kids Run The Farm" age appropriate trail races. (October)
Raven Rocks Run 10k Raven Rocks is a Trail Race at Ward Pound Ridge Reservation in Cross River, NY. The course is a combination of hilly technical trail and some wider trails. (November)