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, featuring a single 13.1-mile loop through the woods and trails of five different parks. Starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School, the course offers runners a scenic and challenging experience with 90% of the route on dirt paths shaded by forest canopy. Participants encounter diverse wildlife such as deer, foxes, and bald eagles along the way. The event is part of the Trail Mix Series, showcasing premier trail races in the region, and is known for its natural beauty and varied terrain. Visit the organization's website for the most recent information.

Race information

21 km
Half-Marathon
Visit the organization's website for the most recent information.
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