where wonder happens
Monument Mountain
berkshires Great Barrington, MA
503 acres

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.

Trails
The trails offer several “loop” options, none longer than three miles.

  • The 1.51-mile Indian Monument Trail brings hikers past more than 300 years of history – the remains of ancient Native American trails, stone walls of former sheep pastures, woods roads, cart paths that brought hemlock bark to tanneries, hearths of charcoal makers, horse-and-carriage pleasure roads, recreational foot paths, and roads traveled by Ford Model T’s.
  • The 0.83-mile Hickey Trail, leaving right (north) from the parking lot, is the most direct – and strenuous – approach.
  • The 0.62-mile Squaw Peak Trail is the summit connector for both the Indian Monument and Hickey trails, and offers the best views

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.

Facilities
Picnic tables

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  • Regulations & Advisories
  • History
Announcements & Alerts

Advisory: Seasonal hunting is allowed on this reservation. See Regulations and Advisories at left for more information.

The Hike Trustees Challenge
Take our Hike Trustees challenge and see just how far you can go. Get outside, win prizes.
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© 2019 The Trustees of Reservations
The Trustees is a 501c3 nonprofit organization
Est. 1891