Best Hikes & Trails in Chester and Chestertown NY

These hikes are part of the Chester Challenge, ten hikes of varying difficulty in the town of Chester. Complete 6 of the hikes and receive a Chester Challenge pin. Call 518-494-2722 for more information on receiving the pin or patch. (Please note that there is no information on how to receive the pin or patch on the Town of Chester website.)

Read more about hiking in Warren County.

Green Hill & Catamount Mountain TrailsModerate – Stone Bridge Road, Pottersville
Chester Creek TrailEasy – 6307 US 9, Chestertown
Cougar Nature TrailsEasy – State Route 8, Chestertown
Caroline Fish & Dynamite Hill TrailsEasy-Difficult – Landon Hill Road or Dynamite Hill, Chestertown
Cunningham TrailsEasy – Little Tannery Road or 6307 US 9, Chestertown
Kipp Mountain TrailModerate – Ben Culver Road, Chestertown
Meade & Beckman Mountains TrailModerate – Igerna Road, Chestertown
Palmer Pond TrailEasy – Palmer Pond Road, Chestertown
Panther Mountain TrailEasy – Theriot Ave, Chestertown
Stewart Mountain TrailEasy – White Schoolhouse Road, Chestertown

 

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