Paine to Pain Trail Half Marathon
New Rochelle, United States • 12 Oct 2025
Event details
The Paine to Pain Trail Half-marathon is scheduled for Sunday, October 12, 2025, in New Rochelle, Westchester County, New York. The race is organized by NewRo Runners and is part of the Trail Mix Series, a group of seven trail races in Westchester County, NY and Fairfield County, CT.
The event uses a single large loop course that passes through multiple parks in lower Westchester County. Registration and event entries are handled through the race organizer.
Course and location
The course winds through the woods and trails of five different parks. Runners do not run the same trail twice and spend about 90% of the route on dirt, rocks, and roots, mostly under tree cover. Many trail segments are hidden from public view.
The start location is at Thomas Paine Cottage in New Rochelle (North Ave. and Broadview Ave.); the finish is at New Rochelle High School. The area supports a variety of wildlife, including deer, fox, coyote, turtles, rabbits, hawks, owls, herons, wild turkeys, and bald eagles. Public transit access is noted from New York City, with the venue a few train stops north of Midtown Manhattan. Visit the organization's website for the most recent information.