New York · Half Marathon

Paine to Pain Trail Half Marathon

Paine to Pain Trail Half Marathon is a half marathon event held in New Rochelle, New York. It was last held on October 11, 2026 and is usually run in October; the next date hasn't been announced yet. About 8,737 runners take part across all distances.

Usually held
October
Location
New Rochelle, NY
Field size
~8,737 runners

Race details

Last held
October 11, 2026
Usually held in
October
Distances
Half Marathon
Field size
About 8,737 runners
Course
Hilly single-loop trail course; ~950 ft total vertical rise (finish at same elevation as start)
Registration
runsignup.com
Official website
painetopain.com

Registration, course & weather

Start time
9:00 AM EDT
Course profile
Loop course; Mostly trail, some road; 950 ft gain, 950 ft loss (official course data); Not USATF certified

About the Paine to Pain Trail Half Marathon

The premier trail half marathon this side of the Mississippi! (This is true. Read the reviews .)

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Paine to Pain Trail Half Marathon: common questions

When is the Paine to Pain Trail Half Marathon?
The next date hasn't been announced in the listing yet. The race is usually held in October. Check the organiser's website for the official date.
Where is the Paine to Pain Trail Half Marathon held?
In New Rochelle, New York.
What distances does the Paine to Pain Trail Half Marathon offer?
Half Marathon.
How many people run the Paine to Pain Trail Half Marathon?
About 8,737 runners across all of its distances. That figure is an estimate of the field size, not an entry cap.
How do I register for the Paine to Pain Trail Half Marathon?
Registration is handled by the organiser at runsignup.com. Entry fees, caps and deadlines are set there.
Is registration open for the Paine to Pain Trail Half Marathon?
Registration status as last checked September 26, 2026: open. $80 (from painetopain.com, checked September 26, 2026).
What time does the Paine to Pain Trail Half Marathon start?
9:00 AM EDT.
What is the course like at the Paine to Pain Trail Half Marathon?
Loop course; Mostly trail, some road; 950 ft gain, 950 ft loss (official course data); Not USATF certified.