Appalachian Trail: Dalton to Cheshire

HARD 7 reviews

Appalachian Trail: Dalton to Cheshire is a 7.5 mile lightly trafficked point-to-point trail located near Cheshire, Massachusetts that features a great forest setting. The trail is rated as difficult and primarily used for hiking, trail running, camping, and backpacking.

DISTANCE
7.5 miles
ELEVATION GAIN
1505 feet
ROUTE TYPE
Point to Point

backpacking

camping

hiking

trail running

forest

views

hiking
11 days ago

Nice hike. I'd put it more in the moderate category. I took the BRTA Bus to Main St in Dalton and walked to the trailhead on Gulf RD. Took me 4 hr 40 min (to the Cheshire Post Office bus stop) with 10 minutes at Gore Pond and 30 minutes at Cheshire Cobbles admiring the foliage finally coming in. Bus back to Pittsfield.

I suspect this hike would be easier going the opposite direction, Cheshire to Dalton, as you would spend more time on the descent after Gore Pond. But, having the "reward" of hanging at the Cobbles at the end is nice as listed.

hiking
2 months ago

hiking
2 months ago

hiking
3 months ago

I hiked this on a misty, foggy day, which made Gore Pond (about halfway) look like that place where Yoda lives. The view of Cheshire from the "cobbles" was diminished, but still worth the climb from either direction. A fun 5 hours!

hiking
3 months ago

hiking
3 months ago

hiking
5 months ago