Paine To Pain Trail Half-Marathon
⚠️ 2027 edition: provisional information
The date is estimated from the 2026 edition (October 11, 2026), on the same day of the week. Courses, start times, fees and description are carried over from the previous edition: check them on the official website. This page will be updated as soon as the organizer publishes them.
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.
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Races nearby
Other upcoming races around New Rochelle.
Englewood Cliffs 5K
Oct 25, 2026 · Englewood Cliffs, NJ · 9 mi away
3.1 mi · 1 mi
The Valley 5K Walk and Run - NJ
Oct 24, 2026 · Norwood, NJ · 11 mi away
0.5 mi · 1 mi · 1.9 mi
Harrington Park 5K Fall Spectacular Run/Walk
Oct 17, 2026 · Harrington Park, NJ · 11 mi away
3.1 mi · 1 mi
Friends of Kensico Cemetery 5K Run/Walk
Oct 25, 2026 · Valhalla, NY · 11 mi away
3.1 mi
Sleepy Hollow Halloween 10K
Oct 24, 2026 · Sleepy Hollow, NY · 12 mi away
6.2 mi
Diplo's Run
Oct 24, 2026 · New York, NY · 13 mi away
3.1 mi