Available distances
About
Test your limits at the Paine to Pain Trail Half Marathon, a top event in New Rochelle, in Westchester County, New York. Regarded among runners as one of the best trail half marathons in the region, this demanding 13.1-mile course draws competitors from all over eager to take on its technical terrain and take in the stunning scenery. Designed to challenge runners of every level, the event offers an energetic atmosphere and tough trails that promise both a physical and mental test. Experience the thrill of trail running on one of the most well-known courses in the Northeast.
Prepare for Paine To Pain Trail Half-Marathon with RunRun
An AI-generated training plan, adjusted every week based on your real sessions. Built around your goal, current level and race date.
- Personalized plan based on your VO2max, history and weekly availability
- Strava and Garmin sync: your sessions are analyzed and the plan adapts
- Target paces, long runs, key sessions: everything is calculated for race day
Races nearby
Other upcoming races around New Rochelle.
Pelham Half Marathon
Nov 28, 2026 · Pelham, NY · 1 mi away
13 mi · 6.2 mi
Blood Rock 100 Mile
Nov 29, 2026 · Pelham, NY · 1 mi away
101 mi · 50 mi · 34 mi · 16 mi
Yonkers Marathon
Sep 13, 2026 · Yonkers, NY · 6 mi away
26 mi · 13 mi · 3.1 mi
The Triboro Adventure Tour
Sep 12, 2026 · Astoria, NY · 12 mi away
13 mi
Queens Winter Marathon
Dec 6, 2026 · New York, NY · 12 mi away
26 mi · 13 mi · 6.2 mi
B You NYC Half, 10K & 5K
Sep 12, 2026 · New York, NY · 12 mi away
13 mi · 6.2 mi · 3.1 mi