Good hike. Not sure why its listed as hard? Ive done this hike probably 20 times (Im local). It is 7+ miles, but not too strenuous. Cheshire to Dalton is a bit harder, because you do much more climbing, including climbing to the cobbles in the beginning. There is also a shelter with a privy about half way.

4 months ago

Nice place for an easy hike

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.

Park at the Ashuwillticook Rail Trail parking area, 41 Railroad St., Cheshire, MA 01225 (this address is how Google maps marks it, I don't know if the address is actually marked on the ground). It's across the street from the Cheshire Post Office. Parking is free.

It's a nice little hike, first through a residential area of a small town, then through woods most of the way. It starts out fairly gradual and gets a little steeper toward the end. The view of the surrounding mountains and valley dotted with small villages and a lake is lovely.

Hike directions: From the rail-trail parking lot, head east on Main St. You'll pass a giant "Cheshire Highway Dept." snowplow monument on the right, and then a small ice cream shop on the left. Where Main St. and East Main St. come in together, take East Main to the right, and in about 200 feet, turn right uphill onto Furnace Hill Road. Follow for about 1/3 mile until you see the white blazes turn uphill to the left, where there are woods on both sides of the street. The turn should be marked.

The route uphill is mostly quite wide, and starts out gradual. Follow the rectangular 2" x 6" white paint blazes on trees. Double blazes usually indicate a turn. If the blazes are offset (uneven) turn in the direction of the upper blaze. When you are almost at the end, you'll see a big rock outcropping. You'll continue past it, and then take a blue-blazed side trail that passes through mountain laurel a few hundred feet to the overlook. Enjoy the view, and return the way you came.

Hi; can someone please tell me the physical address to drive to the Cheshire cobble trail?

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!

It is a great little hike from Furnace Hill Road. It is also a great spot to watch the locals fire off fireworks around the "forth."

on The Boulders

hiking
8 months ago

Nice stroll with the family.

Beautiful view!!! Follow the white markers. Best to use GPS from alltrail app due to some of the trail is poorly marked.

Views were awesome!

Great short hike! Not as steep as I would have expected. Took about 1.5 hrs round trip with 15 minutes at the top, and parking at the rail trail parking in Cheshire. No parking at trailhead. Return to Cheshire by AT North- white blazes, trail has a few turns so keep an eye for blazes. Views were awesome at the top!

hiking
Sunday, September 11, 2016

Short, steep trail leading to fantastic views to the north, west and south.

hiking
Monday, August 08, 2016

Parking area is on Notch Rd.

hiking
Tuesday, June 28, 2016

Good

Google maps via this app brings you to the end of Furnace Hill Road, a residential area with no parking sides on both sides of the street. Can someone please post where the parking is for this hike?

when you get to the red arrows pointing back the way you came, follow them backward and around to the left away from the AT for about 100 ft.

Gorgeous view and perfect workout

The scenery was beautiful. The hike was very pleasant. Will do it again for sure. Had a awesome picnic on the top of the cobble looking out at Cheshire Lake.

Great views. Got lost on the way up. Follow single white markers not the double when you come to the fork.

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