A family-friendly peak challenge in Chester, New York. "Enjoy a birds eye view of the Town of Chester's surrounding peaks, waterways, and nature." Sponsored by the Town of Chester New York; complete it to get the Chester Challenge Pin. See more info at https://www.townofchesterny.org/community/page/chester-challenge
Highest peak
Green Hill
2,093 ft / 637 m
Most prominent peak
Kipp Mountain
672 ft / 204 m prom
Most climbed peak
Stewart Mountain
88 climbs
Most difficult peak
no info yet
Difficulty breakdown
no info yet
Highlights
Latest climbs
"Quick jaunt up. Well marked trail, funny caution sign indicating 'ADK wild area' , its a very easy section. Nice views of the lovely Chestertown from the summit. Im glad this was accessible and available to hike! " — dennis-van-amburgh • May 11, 2025
"Brother Dean accompanied me on this short hike on a sunny morning with temps in the 40s. We bare booted it to the treed summit in about 30 minutes. No open views from this hill. We returned to the car via the loop trail." — garyogden • Mar 29, 2024
"Brother Dean joined me today,on a bluebird March day with temps in the 30s. Snowshoes up and down after a fresh snow drop 2 days prior. Trail was broken out my to my glee! Views from Meade were nice . Now on to Beckman." — garyogden • Mar 25, 2024
"After Dean and I summited Meade, we were off to Beckman. Equally nice views from the summit. On my return descent, we had the pleasure of running into Mr. Beckman and his 3 legged dog Chachi. We shared laughs with him before returning to the trailhead. On to Panther Mtn next." — garyogden • Mar 25, 2024
"Hiked with Gina and Dean today. Stewart is a short hike @ 1.1 miles. Trail had a little snow at the trailhead and then just frozen dry soil to the summit.
A limited view of Loon Lake from the lookout. Headed back to car and then off to hike Kipp just up the road.
" — garyogden • Mar 22, 2024
