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Paine to Paine Half Marathon

We’re back for more at the annual Paine to Paine trail half marathon. Come out and join us for some beautiful trail running in the backwoods of Westchester, and enjoy a well-earned beer on us!


Paine to Pain is a giant single loop that winds its way through the woods and trails of five different lower Westchester parks. 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, hawks, owls, heron, wild turkey, rabbit and other critters.

“These are the trails that try men’s soles.”

–Thomas Paine, The American Crisis, December 23, 1776

Earlier Event: October 12
Athletic Oktoberfest
Later Event: October 20
Angry Orchard 5K