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Monument Mountain, Great Barrington
(4.8/5 based on 190+ reviews on the web)
Monument Mountain is a 2.5mi long quartzite ridgeline located in Great Barrington and Stockbridge, Massachusetts in the Berkshires geology. Beside the high point, 1739ft, the mountain has several other distinct peaks, most notably the open, knife-edge Squaw Peak, 1642ft located on the southeast side of the mountain within the 503acre Monument Mountain reservation managed by The Trustees of Reservations. The mountain receives over 20,000 visitors per year.Devil's Pulpit, part of Squaw Peak, is a free-standing pillar of stone. Flag Rock, located on the southwest side of the mountain, is an open ledge overlooking the village of Housatonic. The only official trails on the mountain ascend Squaw Peak from a parking lot on Massachusetts Route 7 north of Great Barrington center. There is no fee for members of The Trustees and a parking fee of $5 for non-members. An unnamed waterfall is located to the northeast of Squaw Peak along the Hickey Trail.Views from Squaw Peak include the Housatonic River Valley, The Berkshires, the Taconic Mountains, and the Catskill Mountains of New York.The west side of Monument Mountain drains into the Housatonic River thence into Long Island Sound. The east side of Monument Mountain drains into Konkapot Brook thence into the Housatonic River.
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  • Monument Mtn is a nice stretch your legs hike that offers terrific views for moderate effort. Note that the trail to the top does get rocky and steep. 
  • I am a novice hiker and not in good shape and this was a challenge. We took Hickey Trail up (steeper climb) to the top then Indian Trail down (flatter trail). I find it easier to climb up steep trails...  more »
  • We thoroughly enjoyed a late summer hike up Monument Mountain. To see more of the landscape, we took the more difficult trail up (to the right from the parking lot) and the more leisurely trail down. ...  more »