Explore the most popular dogs on leash trails near Williamstown with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

We used Roaring Brook as an approach to Mount Greylock, which offered a nice challenge and more remote feel than Cheshire Harbor Trail. The trail follows a brook through serene hemlock woods, before climbing steeply through the woods to a dirt road, after crossing the road, we linked up with Hopper Trail and the AT for the summit of Greylock. Definitely would recommend this to anyone wanting to climb this peak.

hiking
1 month ago

Short but enjoyable. It was relatively steep for most of the hike, but it was dry so the footing was fine. The view at the top was pretty great too.

hiking
1 month ago

Started at Hailey’s farm and got to the summit in about 2 hours on hopper. Had my dog with me and he had no issues, even with it being the first hike of the year with that incline. Top was extremely foggy and couldn’t see the top of the monument when standing directly below it. Still a great morning hike. Over look trail, through the campground and down on Hailey’s trail keeps you from tracing the same path down.

hiking
2 months ago

Some steep spots! Amazing view!

hiking
3 months ago

This trail was relatively easy, only difficult because of the slush and mud which made it slippery but you'll have that with Spring arriving. The view at the top is well worth it, overlooking the valley with a few white pines surrounding you. Take time at the summit, it's beautiful.

hiking
3 months ago

Moderate ascent, decent vistas from the summit, although you can’t see particularly far.

Made it to where the AT splits off before having to turn back because of time. Beautiful ridgeline during the ascent, and great views to the west once the climb is over. A bit of ice in the steeper sections but nothing microspikes couldn't handle. Lot at the AT trailhead holds about ten cars.

Nice views from the Pine Cobble junction and Eph's Lookout. Street parking is plentiful along Massachusetts Ave, near the start.

Steep enough that you'd have to be a serious athlete to run the whole way up without slowing; a real challenge when going for time! Stairs, rocky, great views of Williamstown and North Adams. Certainly a local favorite!

Started out from the trailhead on Patterson Road, the AT goes steeply up for the first mile or so, then moderates as you go higher on the ridge. Mt prospect trail deviates to the right passing a couple of beautiful open spots where the views toward the Taconics and Williamstown open up.There is a large Cairn at the summit, then the trail starts to drop down. You do get views of the Greylock summit in the distance. We went on a cold day and it was brisk along the ridge as the air speeds up as it goes over the mountain, but the views were beautiful and very different from most hikes on Greylock that offer views toward the Adams side mostly. We were out about 3 hours which makes a nice half-day hike.

Suggest up Stoney Ledge trail, enjoy the view then down Roaring Brook for a nice loop.

Great trail, the views are worth the challenge!

hiking
11 months ago

nice view from summit, trail was enjoyable, not difficult

Not one of the more scenic sections of the AT, but it's a good climb up to the VT border, with a challenging stretch about 2.5 miles up that's strewn with boulders and rocks. This is very steep, so the "Bad Weather trail" serves as a bypass when conditions are too wet and unsafe.

For those section hikers, the parking for this is at Greylock Community Club on Rt. 2, not where the trail directions take your GPS...that's private residences. Free water, but not parking.

Thursday, June 22, 2017

Dan's post from 3 weeks ago is spot on. The only addition is to make sure you explore both sides of the summit as there are good views in both directions. Only passed 2 groups. 1 hr up-- 2:20 total round trip.

hiking
Thursday, June 22, 2017

My kiddos and I hiked all the trails of this little gem today (there are more than shown here -- about 4 miles in total). We saw only one other group of travelers and otherwise had the trails all to ourselves. The trails are marked beautifully, and the field trails are well maintained. Unfortunately, many of the wooded trails have been crowded in by brush (including lots of wild raspberries -- especially on the South Trail -- ouch), We did run into lots of muddy areas (a few marshy areas as well), but I'm assuming the mud dries out as the Summer season draws on.

Wednesday, June 14, 2017

I don't know who rated this trail as easy, but it most definitely is not. I made the mistake of wearing sandals to hike and bringing my five year old lol. It's a moderate grade if you start going counter clockwise, I couldn't imagine trying to hike up the actual ski trail. Coming down it was difficult enough. Another bad choice was doing this hike on an 85 degree day. Altogether it was decent hike, 75% is shaded by the woods, provides a good workout, and there is a view at the top of Berlin Mountain. Just make sure to wear suitable shoes, try hiking on a not so hot day, and be prepared to take your time down the ski slope (possibly landing on your bottom a couple times .)

hiking
Tuesday, May 30, 2017

This was a nice rigorous hike. We went in late May so the flies were annoying, but really only at the top. There were a couple muddy spots at the beginning but none after that. It's a steady climb all the way up and the steepest part is right before you reach the peak. The trail was very well marked and maintained, and the views at the top were a great reward.

hiking
Monday, May 01, 2017

Great Prelude to the Long Trail.Awesome views at the top!

Wednesday, April 26, 2017

Good views of Williamstown and North Adams from the top. Limited parking near the trail head.

Monday, April 24, 2017

Nice views. Pretty easy hike. 2.5 hours if you do the loop.

hiking
Monday, April 17, 2017

Fun winter hike! nice steady incline and had the chance to hike portions of the Appalachian Trail. Keep an eye out for snowmobiles while hiking. View at the top is alright but not great.

Monday, February 20, 2017

Took roaring brook trail from the parking then veered onto Stony Ledge trail to the Vista. Stony Ledge trail is pretty steep in spots. Was about a foot of heavy wet snow so snowshoes were a must. Took Sperry road back to the Roaring brook trail which brought me back to the parking lot. Great hike on a beautiful day. Looking forward to doing it again in the summer and fall.

snowshoeing
Sunday, February 12, 2017

This place is a nice, easy hike/trip. There are a few different trails that can be picked. More info can be found by looking up Feild Farm on thetrustees.org as this is one of their properties. They have trail maps available there. When you turn down Sloan Rd you will drive for a bit and the property is on the right. You will turn down the driveway and then follow the sign for the trail parking. It is a small parking lot (maybe 5 cars). The little pond is nice. I picked this place because it was the first time I had ever gone snowshoeing so I wanted someplace with mostly flat land but some small hills. This place was a perfect place for me.

on Pine Cobble Trail

hiking
Tuesday, October 11, 2016

steep at parts, but good hike.

hiking
Wednesday, September 21, 2016

The Williams Trail is between 3 and 4 miles long. My GPS measured it as about 3.5 miles. If you travel counter-clockwise around the loop, the trail is close to 3 miles up Berlin Mountain and about 0.5 miles downhill. The downhill was formerly a ski slope and is quite steep near the bottom. There were lots of wild flowers on the steep portion of the trail.

There are several other trails that share paths with this loop and there are not always trail markers indicating which way to go. If you are going counter-clockwise then whenever the trail has a fork then keep taking the path on the left and if you are going clockwise then keep taking the trail on the right.

hiking
Friday, September 16, 2016

Great day hike with spectacular views at the top. Convenient parking.

hiking
Monday, September 12, 2016

Steep grade on a very well maintained and traveled path. A lot of people. Rocky in spots. Easy parking. Definitely coming back for foliage. Make sure to look both sides.

Friday, September 09, 2016

This is my go to hike. I try to enjoy it weekly. I hike fast to get a good workout I can be up and down in an hour. But generally and an easy pace it takes about 1:45-2 hours. View at the top is worth it. Sunrise can be amazing up there!

Monday, September 05, 2016

Great views at the top.

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