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Ascend this popular peak, which once drew 19th-century literary giants, and from its summit gaze across the spectacular landscapes of the Housatonic River Valley.
What makes Monument Mountain a Special Place?
We think it’s the memorable views of the southern Berkshires and the broad Housatonic River Valley awaiting you from the summit. For two centuries, this imposing natural feature has attracted artists and writers, hikers and nature lovers. Each year, more than 20,000 visitors explore Squaw Peak, descending with memories they can share for a lifetime.
But Monument Mountain isn’t exceptional just for its spectacular scenery. Its geology is just as remarkable: the mountain is composed predominantly of pale quartzite, rising abruptly above the Housatonic wetlands and river valley.
From the 1,642-foot summit of Squaw Peak, you’ll enjoy views as far north as Mount Greylock, near the Vermont border, and, in the western distance, the Catskills of New York. Hawks (and even the occasional bald eagle) soar gracefully above the serene Housatonic River Valley spreading below.
Remember, you’ll be “earning” the spectacular views offered from the higher reaches and summit, so a basic level of fitness is required to handle the 720-foot elevation gain. Wear sturdy shoes and bring plenty of water. Understand that wet weather can make for some slippery footing. Be especially cautious on the ledges; keep an eye on children and pets.
The trails offer several “loop” options, none longer than three miles.
When to Visit
Year-round, daily, sunrise to sunset. Allow a minimum of 2 hours. Caution: Steep routes, ledges, and peak can be dangerous when icy. Please note that the parking lot is not plowed in winter.
The Trustees reserves the right to photograph or video visitors and program participants for promotional use, and usage of our properties implies consent. Find the full policy here.
Great Barrington, MA 01230
From Points East: Mass Turnpike (I-90),
Exit 2 to Rt. 20 East. Take 1st right at Rt. 102/
Pleasant Street. After approx. 4.6 mi, turn
left onto Rt. 7 South and follow for 3 mi.
From Points West: I-90 to Exit B3, NY
Rt. 22 South. Take 1st left onto Rt. 102 East.
After approx. 8 mi., turn right onto Rt. 7
South and follow for 3 mi. Entrance and
parking (56 cars) on right.
From Great Barrington Center:
Take Rt. 7 North and follow for 4 mi.
to entrance on left.
When to Visit
Year-round, daily, sunrise to sunset. Allow a minimum of 2 hours. Caution: Steep routes, ledges, and peak are dangerous when icy. Please note that the parking lot is not plowed in winter.
Members: FREE. Nonmembers: $5 parking fee. Get more information about parking fees >>
Fees and Permits
Seasonal hunting is permitted subject to all state and town laws. Learn more about hunting on Trustees reservations.
For almost two centuries, Monument Mountain has been a source of inspiration to poets, novelists, and painters. During William Cullen Bryant’s sojourn in Great Barrington (1815–1825), he penned “Monument Mountain,” a lyrical poem that tells the story of a Mohican maiden whose forbidden love for her cousin led her to leap to her death from the mountain’s cliffs. In the poem, Mohicans created a rock cairn on the spot where she lay buried, giving the mountain its name – Mountain of the Monument.
On August 5, 1850, Nathaniel Hawthorne and Herman Melville enjoyed a well-chronicled picnic hike up Monument Mountain. A thunderstorm forced them to seek refuge in a cave where a lengthy and vigorous discussion ensued, inspiring powerful ideas for Melville’s new book, Moby Dick, which he dedicated to Hawthorne.
You wouldn’t think it today, but this forest was once wiped out, to supply fuel to several iron furnaces in the valley. Coal bush workers lived on the mountain months at a time, tending their hearths. Flattened circular mounds scattered all over the mountain are a reminder of their labors. Often a birch tree grows near them to signal slow restoration of the soils.
Property Acquisition History
Original acreage a gift, with endowment, of Miss Helen C. Butler in 1899. Additional land given by John Butler Swann in 1980. Additional land purchased in 1985 and 1986.
Printed trail maps are distributed free from bulletin boards in parking areas. Please understand that supplies sometimes run out. We recommend that you download a trail map before you visit.
Before You Go
We encourage you to visit as many Trustees properties as you can.
Wherever your travels take you, please observe all posted regulations, follow special instructions from property staff, and keep in mind the Stewardship Code:
Click on links below for further visitor information:
Advisory: Seasonal hunting is allowed on this reservation. See Regulations and Advisories at left for more information.
14 Amazing Places to See Fall Foliage
Oct 3 – Boston Magazine
10 Fall Hikes in Massachusetts to Suit Your Personality
Oct 1 – The Boston Globe