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Kisselbrock Family Hikes Map
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Short trip to the top and a bit steep, but very manageable. Can take anywhere from 30 min-1 hr to reach the cobbles, depending on level of fitness and break time. Great view of Cheshire Lake and Mt Greylock. Great spot for sunset too, just bring a light for the trip back down!

hiking
16 days ago

This is a nice trails for birders, and has a section of Twisted trees that are very unique! when you get to the boulders it's a nice place to have a picnic lunch with a view.

hiking
17 days ago

A unique hike, Ice Glen is essentially a boulder field, lots of interesting topography.

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.

hiking
4 months ago

Started from the parking lot at the Mass Audubon Pleasant Valley Sanctuary. Stayed to the left around Pike's Pond (lots of beaver activity around here) until I connected with the Ledges Trail. A few steep ascents and scrambles, which can get a little slick and dicey... Make sure you've got decent footwear! From the top of the steepest ascent, you walk through a lovely alpine-like area with a low canopy and several nice viewpoints. Reaching the cell tower at the summit, there's a great view, but it was very windy so we quickly headed back down along the Overbrook Trail. Great, lush, scenic walk through the woods - and perfectly well-marked the whole way.

I'm not sure why walks like this are called "trails". It's a short, beaten-down path to the falls which are kinda neat. My wife and I had to go upstream and seek some kind of adventure to make anything out of the trip. But if you just want to be in the woods for a bit and see the falls, then it's nice.

As far as pavement goes, this is pretty nice. Clean, never very crowded and plenty of distance for hours of sight-seeing exercise!

5 months ago

Very rocky and beautiful

Very easy going section of the AT.. I was able to walk it this fall, very scenic..

road biking
6 months ago

Fast and flat with very scenic views.... Not too crowded, especially in the rural sections.

6 months ago

Nice place for an easy hike

Beautiful view.

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.

Nicely kept trails with lots of wildlife.

Beautiful falls. Very short hike to the falls. There is a blue marked trail that leads to the dam that feeds the falls. There are a few spots where it appears people were camping.

7 months ago

Beautiful! great hike up to the tower. Great bridge over the little river.
Just lovely. Thanks to all who maintain the trail!

walking
7 months ago

I took my 4 and 6 year old to Laura's Tower and the Ice Glen and they HAD A BLAST! It was definitely at the upper level of their ability (the vertical assent to the tower and the scramble to the glen took a lot out of them) but they said it was the best hike of their time in the Berkshires.

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.

Magical trail with nice light rock scramble towards the end. Short, and ends a bit abruptly in someone's backyard.

8 months ago

This is a beautiful rather magical trail through the woods and rock formations.

Map is incorrect- you cannot go in a loop- runs into private property off Ice Glen Rd

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

hiking
8 months ago

Wonderful paths and an incredible panoramic view at the top of the mountain. The return trip was more of following a gravel-laid road and not very entertaining in itself except for an occasional deer crossing the path.

A day out to fish the stream. Beautiful day and caught a nice rainbow trout!

hiking
8 months ago

I took my grandson here today. We both loved it. We enjoyed the rock scrambles, the icy air coming from the caves on this 90 degree day, and all the natural treasures we found along the way including coral mushrooms, a tree frog, and an elderberry borer beetle while other hikers were geocaching.

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
9 months ago

Beautiful! Keep an eye out for the blue spots for markers. Wonderful scramble. Moderate because of all the rocks but not too hard just lots of scrambling. Fun with three teens and a 40-ish person :)

Bonus - tons of extra frogs just around the railroad tracks for fun. :)

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