Explore the most popular snowshoeing 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.

This is a great simple day hike with beautiful views at the top of squaw peak. However in this case the AllTrails app does not depict the trails. There are three of them that are all looped together: Indian monument trail at 1.5 miles, squaw peak trail at 0.7 miles, And finally Hickey Trail at 0.8 miles. So do your homework on this one before you head out. Had a casual pace my partner and I walked from the Hickey Trail to squaw Peak Trail and finished off on Indian monument trail. Was about 3.2 mile loop.

Great hike with beautiful views!

Reached the top in about 35 minutes, nice quick workout.

hiking
3 months ago

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

9 months ago

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

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.

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
3 months ago

hiking
9 months ago

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