Paine to Pain Trail Half Marathon

OCT
11
2026
A trail half marathon in New Rochelle that loops through five Westchester County parks and runs mostly on dirt trails shaded by woodland canopy.
Sun 11 Oct 2026
Half Marathon

Always double-check with the organizer's website! This page may contain affiliate links.

Paine to Pain Trail Half-Marathon

The Paine to Pain Trail Half-Marathon is the 18th annual trail race hosted by NewRo Runners in New Rochelle, Westchester County, New York. The course is a single large loop that passes through five different parks in lower Westchester County; runners do not run the same trail twice. About 90% of the route is on dirt, with sections of rock and roots, and much of the course runs in the shade of the woods.

Many trails used in the race are not visible from public roads and support a variety of wildlife, including deer, fox, coyote, turtles, rabbits, hawks, owls, herons, wild turkeys, bald eagles, and other fauna. The route begins at Thomas Paine Cottage in New Rochelle (North Ave and Broadview Ave) and finishes at New Rochelle High School, across the street from the start. The event is part of the Trail Mix Series, which showcases seven trail races across Westchester County, New York and Fairfield County, Connecticut. Race results, a course map and description, and race reviews from prior years are maintained for reference. Visit the organization's website for the most recent information.

Half Marathon
Half Marathon

Events nearby

Experience a challenging 50 mile or marathon trail race featuring 9600 feet of elevation gain and scenic Hudson River views at Hook Mountain.
A 5K cross-country meet at Van Cortlandt Park on Saturday, September 26, 2026 with awards for top finishers, age-group prizes, and tiered registration fees.
A scenic 3.1 mile road and trail run through the New York Botanical Garden with a stretch in the Thain Family Forest and post-run festivities on Daffodil Hill.
A scored NYRR cross country race at Van Cortlandt Park featuring a 5K course as the first event in a three-race fall series, with youth programming via Rising NYRR.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.