Explore the best trails near Pittsfield with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

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Pittsfield, Massachusetts Map
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Use the trail all the time. Gets a bit crowded in the afternoon, but head farther north (towards Lanesboro/Cheshire) and it gets less so. Glad to have this easy access resource nearby!

cross country skiing
1 month ago

nice and flat !

some icy spots on trail, but that's expected for January. trail was well used today. disgusted by how many piles of dog poop there were.

hiking
4 months ago

The entrance to this trail is close to the end of the rest area parking drive.

We had some trouble finding the beginning of the trail. When you arrive at this location, it is a rest area, but there is not much signage about the trail. Unfortunately we went up the jeep trail/fire road to the right for sometime before realizing that we were not on the right path.

Once we got on the path, the trail was well-kept and it was a nice hike. It would definitely do it again.

Great hike!

Helhyyhmhjyyor jjj

Really great hike to get outdoors and be able to hike for a few hours but I wasn't impressed with the top I was expecting more because I had hiked so far.

So beautiful in the late spring... The beginning of the trail along the stream is so lovely it looks like Hobbits should live there. There is a nice easy little loop with signs stating the historical importance of different sites. Shaker Mt. is a nice little after work not-too-too-steep- UP, but entirely avoidable if you aren't interested in a climb.

walking
11 months ago

This is a great trail but none of it is in Pittsfield. It ends at the Lanesborough Mall.

on Turner Trail

hiking
1 year ago

Pittsfield State Forest is a great park with mixed activities available. I hiked up the Lulu Brook trail, followed a trail and road to Berry Pond and somehow managed to find a sign on the way back down that said "Turner Trail". Beyond the sign, I'm not sure I actually hiked very much of it. Multiple trails crisscross and signage is at a minimum for the most part. I even found a trail that wasn't on the map. Overall, it was a very pleasant walk with a bit of an overlook at the top. Berry Pond was a good stopping place as well. Trails are in good condition, map is helpful, signage - not so good.