Looking for a great trail near Pittsfield, Massachusetts? AllTrails has 8 great hiking trails, walking trails, dogs leash trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Mount Riga State Park or Bash Bish Falls State Park, we've got you covered. You'll also find some great local park options, like Brattle Brook Park or Manson Park. Ready for some activity? There are 5 moderate trails in Pittsfield ranging from 1.5 to 6.5 miles and from 1,181 to 2,194 feet above sea level. Start checking them out and you'll be out on the trail in no time!



dogs on leash


bird watching

nature trips

kid friendly

wild flowers

Pittsfield, Massachusetts Map
4 months ago

Casually maintained but pretty (and quiet). Don’t go after heavy rains- mud problematic

Easy trail to ride and so beautiful

4 months ago

Very pretty but muddy and not well-marked.

pure tension relief. great riding for fun. leaf peeping will only enhance its beauty in next few weeks.

awesome trail, great scenery and well maintained

Nice hike. Strava distance was closer to 7 mi. Gradual ups & downs. Mostly fire road trails with a little single track near the top of Holy Mount. No views, but a nice waterfall early on the hike. We averaged 3 mph (per Strava). Will do again..

mountain biking
6 months ago

6 months ago

Good hike thru deciduous forest (lots of oak acorns underfoot) on a hot summer day. We hiked the loop counterclockwise, walking along the Shaker road past Shaker Reservoir to the junction with the Shaker Mountain Trail. Ascent was moderately steep with good footing. Some artifacts (bridge construction, stone walls, clearings) are visible from the trail. Signage for aqua trail is pretty good, and there are even posts with trail names at many junctions. Descent and ascent to Mount Holy is unremarkable and relatively easy. Again, no views from summit of Mount Holy, but a quick sidetrack on the summit will take you to a handsome stone wall. Descent along Shaker Brook is quick but somewhat rutted by ATV use. Good trail to stay out of the sun and the bugs were almost non-existent on our hike.

9 months ago

5/3/18. Still a little muddy in places but a very nice hike.

Park in the rest area and with your back to the road, walk left towards the forest. There is an opening in the fence where the trail begins.

The trail is well marked in the beginning with Taconic Crest blue blazes then gets a bit sporadic. The snow hid the trail at times and icy spots. There wasn't enough snow for snowshoes but ice cleats would have been helpful and would have eliminated a few wipeouts.

Overall it's a nice and relatively easy rolling (see contour map) hike loop.

Monday, December 04, 2017

Terrific, moderate difficulty hike with some historical landmarks along the way. From the paved lot across from the Shaker Village, this trail passes a lake and then winds along a gorgeous mountain brook featuring the ruins of several 1800s Shaker domiciles and industrial features. The first ascent is fairly easy, but there are a couple downed trees to scramble over. Coming down the rear side of the first peak is steep with some damp & slick patches. I spotted some great wildlife along here, including deer, blue jays, and even an owl. It's not hard to follow the trail as long as you follow the triangular green blazes, which point the directions to follow at trail crossings. There are a few stretches where the blazes are not prominent, and it's easy to wonder if you've gone off trail -- I wouldn't want to do this walk in the wintertime where the trail itself might be obscured. Although there is never a standout view of the surrounding scenery, the Shaker ruins and the accompanying trail-signs are very interesting. My main reason for giving a 3/5 rating is that the trail is only sporadically well-maintained, and that ATV use has created muddy ruts along much of the back half of the walk. If some trees could be cleared and more blazes put up, this would be a definite 4 star hike. Still, it's a great long walk in the woods with wonderful Shaker ruins and plenty of solitude.

The sign there says no running, but it was a pretty little jog, albeit flat.

Thursday, November 30, 2017

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

Thursday, November 30, 2017

Great on a bike! ;)

road biking
Tuesday, October 17, 2017

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

Friday, September 08, 2017

Good hike with decent elevation and terrain changes. No big "ta-da" at the end but a good walk in heavy canopied woods. There are off-road vehicle trails that intersect and at times used in this loop. Park on paved pull off across from Shaker Village (800 ft. west of the Village). Trail starts behind gate. You will get to a bridge that crosses the water on right. Stay to right and take the Shaker Mountain Loop (it says 2.4 miles but this loop is twice that long). Once passing the summit near the radio tower at the top, you will see markers with green arrows (white dot). Don't take the CCC or Shaker Brook Trail - up mountain again until you reach Holy Mountain. Trail then leads back to Rt. 20.

Thursday, September 07, 2017

There are other trails here too, that can be hiked as a loop, but they're not well marked, and some are shared with snowmobiles/ATVs. A favorite spot of mine.

Saturday, September 02, 2017

Very nice hike with a large paved parking area at the trail head. Not always really well marked, but we made it through without issue, and it does make a complete loop. Great trail for a short day hike with some elevation without really steep climbs.

Sunday, August 13, 2017

Beautiful pine and birch forests which smell wonderful. Didn't see any humans but unfortunately didn't see much wildlife either.

Monday, July 24, 2017

Easy to find and park, but not well marked. The trail is on the opposite side of the road from the museum. The trail is not heavily used and is somewhat overgrown in places. There are green arrows guiding you but either I missed one or it had fallen off and I ended up on a side trail and got all turned around. The C.C.C. Trail is what I ended up on, it shows up as a road on AllTrails. It was confusing to say the least. The Shaker trail is heavily canopied. There are small streams and little under growth. I did not see any wild animals, but the sound of singing birds and lack of motor sounds was relaxing and peaceful. I saw all of 3 people on the trail, so I felt quite alone in the woods.

Sunday, July 23, 2017

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

Wednesday, June 07, 2017

If you park at the trailhead, you'll need to walk 2.5 miles before seeing the beautiful lake shown in pictures. I recommend driving down and parking at the additional trail entrance a few miles in. This is much closer to the gorgeous view!

Friday, February 24, 2017

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
Tuesday, January 31, 2017

nice and flat !

Saturday, January 28, 2017

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.

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.

Tuesday, September 13, 2016

Great hike!

Sunday, July 24, 2016

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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.

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