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

The parking lot is large enough to fit four or five vehicles, which was a nice surprise. The trails are in need of some spring maintenance (lots of downed trees), but overall they are well-kept. There is one scenic viewpoint (which is beautiful), and a few water features -- otherwise, it's a hike through the woods with some short yet fairly steep climbs and descents. I was disappointed to see how many people let their dogs do their business on the trail without taking the time to clean up after them.

I live this trail. It’s a little bit of an investment of time, not your usual stroll in the park (pardon the pun). The pond adds a nice magic to it all.

Great for kids and dogs, not too much traffic. Had a 4, 6, 10 and 11 year old. Challenging but not too difficult for the little ones but interesting for the older kids.

on Benedict Pond Loop Trail

7 months ago

Beautiful views, very quiet and peaceful. Wonderful for young children to enjoy

Lovely walking, although parts of the trail aren't kept up well, but the view from the "look out point" is excellent. About two miles near the end of the trail is on a road, which was a nice respite from the brush and bugs.

walking
Saturday, May 20, 2017

Nice spot but the trail is a little rough with rocks and tree roots in places.

Monday, November 07, 2016

easy, beautiful, comfortable

Thursday, September 29, 2016

Great morning for a short hike. Easy and beautiful.

Tuesday, September 27, 2016

Easy but long. Did it before work so I think I did half of the pond loop. Going this year to do before winter with my two true friends of mine and my husband. He used to do lots of hikes in boyscouts eagle scout. My husband Brian Durwin loves hikes like me.

following this app, you only get 1 really nice view (the Ledges on the A.T. section), after that, it's pretty much a typical trail. because this trail is made up of a mix of trails in the area, there are a lot of shared access (dirt bikes, atv's) power line "trails" that are not groomed well, and some roads. I enjoyed myself, but can't say that this particular route was inspiring. I would, however, use this route for trail run training, there are a good amount of ups and downs, but it's mostly level. few roots and rocks, but not too much to suffer!

Hiked from parking lot, around the lake and up to the Lookout Point. Lovely view of Western Berkshires all the way to the Catskills. FYI, trail was quite slippery with fallen leaves.

The AT through here is not well marked heading South after crossing the Bear Mountain Road. The blazes are faded and few. There isn't a phone signal until near the top of the mountain. Beautiful land and surroundings. Very, very wooded.

Awesome hike on the ridges and summits much more challenging than you would believe.

hiking
Sunday, October 12, 2014

If you're hiking this, not skiing/snowshoeing, it a VERY easy hike. The most difficult aspect is probably the loose rocks that the dirt bikes and quads kick up. Yes, dirt bikes and quads are allowed in the summertime, although the few we ran into were all going pretty slow. There is one lookout point where you have a nice view, the rest is just walking through the woods. We also did the turkey trail.. Which didn't have any views or challenging parts either.

hiking
Tuesday, September 09, 2014

Beartown was great. We only took a short hike on the Lookout Trail. It was a cool vista at the end. I posted a video of my stay there the hike is included. We stayed at site 8.

hiking
Monday, October 28, 2013

This short trail could be described as an easy walk through the woods. There was minimal elevation gain, and exquisite foliage. Beartown has miles of trails that are much more difficult, but this is for everyone.

Only really got a chance to check out the Pond Loop Trail and a small part of the AT, but it was a great walk. I can't wait to come back and explore more.

Hiked the Bridle, MTN, Bike Trail (9.2 miles) starting & ending at Lake Benedict. LOVED IT!!!!!!! The last 1.5 miles are overgrown and need new trail markings, a bit easy to briefly get lost.

Good walk around Benedict Pond, with enjoyable spots to sit and view birds and nature.

hiking
7 months ago

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