Paine to Pain Trail Half Marathon - Paine to Pain Trail Half Marathon
Also in this race
These events were grouped as one card in discovery—pick another distance or date without going back.
External Event
Distance
13.1 mi
Pace
All paces
Terrain
Road
Difficulty
All Levels
About this run
Paine to Pain Trail Half-Marathon, hosted by NewRo Runners, is a giant single loop that winds its way through the woods and trails of five different parks in lower Westchester County. You never run the same trail twice and will spend 90% of your time on dirt (and rocks and roots) in the shade of the woods. Many of the trails are completely hidden from public view and host a wide variety of wildlife including deer, fox, coyote, turtles, rabbits, hawks, owls, herons, wild turkeys, bald eagles, flying monkeys, and other fauna.
Typical conditions
For events around September 2027 in New Rochelle, NY, United States: Typical autumn conditions in this region — conditions can change quickly; confirm race-day guidance on the official page.
How to prepare
Trail events reward time on uneven surfaces and hills. Practice footing and bring the shoes and hydration the organizer recommends — details vary by race.
Find races near youGetting there
This event is listed in New Rochelle, NY, United States. Confirm the exact start venue, parking, and transit options on the official registration page.
Registration is handled by the official event organizer
Know a local group? Host a community run in New Rochelle
Also in this race
- Apr 22, 2027 · 12:00 AM
- Sep 26, 2027 · 9:00 AM (this one)



