Paine to Pain Trail Half Marathon
Where the 2026 race is now
- Registration closed
- Race daySunday, October 11, 2026
- Results posted2026 results
- Race day
- TBD Date not announced
- Distance
- 13.1 mi Half marathon
- Entry
- Not open yet Open entry
- Boston qualifier
- n/a
- Live tracking
- Not yet Shown here race week
Quick facts
- One big loop through five parks, about 90 percent on dirt trail.
- Technical Leatherstocking Trail section with wooden catwalks in the early miles.
- Wave starts three minutes apart; 3-hour time limit.
- Reachable by train from Midtown Manhattan.
Course
The course is one large loop through the woods of five parks in lower Westchester County, so no trail is run twice. It opens with a half-mile climb up Broadview Avenue, then enters the Leatherstocking Trail, the rockiest and most technical section, with wooden catwalks that can be slick.
The route continues through Saxon Woods and back toward New Rochelle High School, across the street from the start. The race says mid-pack runners should expect to be about 12 percent slower than their road half time. The time limit is 3 hours from the last wave start.
About the Paine to Pain Trail Half Marathon
Paine to Pain is a trail half marathon hosted by NewRo Runners, starting at the Thomas Paine Cottage in New Rochelle, a few train stops north of Midtown Manhattan. It is part of the Trail Mix Series of trail races in Westchester and Fairfield counties.
The race is known for low entry fees, music and massages at the finish, and free race photos. Runners start in waves three minutes apart to avoid congestion on single-track, and there is no race-day registration.
Past Paine to Pain Trail Half Marathon dates and results
| Year | Date | Status | Results |
|---|---|---|---|
| 2026 | Sunday, October 11, 2026 | Results available | Open results |
| 2025 | — | Results available | Open results |
Your race experience
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Paine to Pain Trail Half Marathon FAQ
When is the Paine to Pain Trail Half Marathon?
We're waiting for the finalized date for the 2027 Paine to Pain Trail Half Marathon. The most recent running was on Sunday, October 11, 2026.
Is registration open for the 2027 Paine to Pain Trail Half Marathon?
Registration for the 2027 Paine to Pain Trail Half Marathon has not opened yet (checked November 9, 2026). View the official registration details at runsignup.com.
How do I track a runner in the Paine to Pain Trail Half Marathon?
Most races publish tracking in race week. Marathon Scout links the official tracker on this page during race week, once the race or its timing provider publishes it.
Where can I find the Paine to Pain Trail Half Marathon results?
The 2026 results and earlier years are linked on the Paine to Pain Trail Half Marathon results page.
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