Monument Mountain Professional Review and Guide
"Monument Mountain attracts over 20,000 visitors per year and it is no wonder why, given the awe-inspiring 360-degree views of the Taconic Range, Mount Greylock, and the Housatonic River valley. Well-marked trails take you to the summit of Squaw Peak, where you can have a picnic at the summit just like authors Nathaniel Hawthorne and Herman Melville did in 1850.
From the map kiosk at the trailhead, head south on the well-marked Indian Monument Trail, traveling the loop in a clockwise direction. The trail follows the edge of US 7 for .5 mile before bending to the right and heading away from the roadway. As you climb Indian Monument Trail, the traffic noise fades. At the junction with Squaw Peak Trail, turn right onto Squaw Peak Trail. The trail to the Squaw Peak summit is steep and rocky in sections but the view is well worth the climb."