Paine to Pain Trail Half Marathon

New Rochelle, United States • 12 Oct 2025

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, offering runners a scenic and challenging experience with 90% of the route on dirt paths featuring rocks and roots. The race showcases diverse wildlife and shaded forest terrain, ensuring a unique natural atmosphere. It is part of the Trail Mix Series, highlighting premier trail races in the region. The event is organized by NewRo Runners and attracts trail running enthusiasts from the New York City area. Visit the organization's website for the most recent information.

Race information

13 mi
Half Marathon
Visit the organization's website for the most recent information.
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