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.
Village of Mamaroneck Turkey Trot
Nov 22, 2026 · Mamaroneck, NY · 3 mi away
1 mi · 3.1 mi
Hip-Hop Turkey Trot
Nov 26, 2026 · New York, NY · 8 mi away
2.5 mi
Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics
Nov 26, 2026 · Valhalla, NY · 10 mi away
6.2 mi · 3.1 mi · 100 m
New York Flushing Meadows Corona Park 5K, 10K & Half Marathon
Nov 15, 2026 · New York, NY · 11 mi away
13.1 mi · 3.1 mi · 6.2 mi
Trudy Dunbar Memorial 5K Turkey Trot & 1 Mile Gobbler Trot
Nov 22, 2026 · Tarrytown, NY · 12 mi away
1 mi · 3.1 mi
River Vale Run 4 the Love and Fitness with Friends Turkey Trot Charity 5K
Nov 26, 2026 · River Vale, NJ · 13 mi away
3.1 mi