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Sign up and I'll remember your taste, your people & your saves.
© 2026 Go Playfully Inc
Mountain Spot
The Cobbles
Cheshire
👀"my favorite hike... it never fails to amaze me" (local hiker)
🥾Take a left at the stone stairs for the best vista
🍂Bring poles for slippery leaves on the descent
A quick, thigh-burning climb up the Appalachian Trail rewards you with rocky summit views west over the Berkshires. Locals have been hiking this 0.7-mile ascent for decades, and the sunset from the top still delivers.
Moderate day hike
Appalachian Trail section
Short but steep
West-facing summit views
Mountain SpotThe Cobbles
Cheshire
👀"my favorite hike... it never fails to amaze me" (local hiker)
🥾Take a left at the stone stairs for the best vista
🍂Bring poles for slippery leaves on the descent
A quick, thigh-burning climb up the Appalachian Trail rewards you with rocky summit views west over the Berkshires. Locals have been hiking this 0.7-mile ascent for decades, and the sunset from the top still delivers.
Moderate day hike
Appalachian Trail section
Short but steep
West-facing summit views