
Paine to Pain Trail Half Marathon is a trail running and running race on April 22 – September 26, 2027 in New Rochelle, NY, with an entry fee of $45.
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.
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
66°
Typical Low
42°
Chance of Rain
41%
Based on US Climate Normals data from Dobbs Ferry-Ardsley, 6 mi from the venue.
Population
81,591
as of 2023
City Elevation
53 ft
Nearest Airport
LGA
LaGuardia Airport · 11 mi
Time Zone
Eastern Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Every finish line starts with a single decision. Claim your spot at Paine to Pain Trail Half Marathon, put it on the calendar, and turn “someday” into a start date.
183
Days to train
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This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain makes for an exciting twist and adventure in your running journey.
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Paine to Pain Trail Half Marathon
Apr 22, 2027