Flag Rock Trailhead
Monument Mountain Reservation
Great Barrington, MA
Snowshoeing | Hiking | Climbing
The Monument Mountain Reservation is a stunning area within Western Massachusetts that allows visitors to hike up and around one of the most striking mountains in the Berkshires. Monument Mountain rises above the rest of its mountain range, given that it is tall but capped with a steep rock face. The Hickey Trail is one of the best, most efficient ways to climb this face, as it is less than a mile long but travels to the top of the mountain. It is a very steep trail, often supplemented by steep stone steps and sometimes just a steep dirt path. Although it is a challenge, the scenery on the trail is stunning. It passes through Monument Mountain's dense, beautiful forests, where various animals live and mushrooms grow. It goes along the rim of a steep gorge where a stream has carved its path for years, and it even has an easy access point to a waterfall, where hikers can get right up close to the cool, cascading water.
At the peak, hikers can switch to the Peeskawso Peak trail, which travels along the rock face on top of the mountain and enjoy the stunning views of the valley below. The Peeskawso trail leads to Devil's Pulpit, another pristine valley vista with a fascinating rock structure. Monument Mountain is a fantastic location for visitors to the Berkshires and a hiking destination nobody should miss.
Tell others about this place
Looking to meet up with others for team sports or group activities? Check out our list of clubs and leagues in the Berkshires. We also link to an array of outdoor recreation resources: retail shops for gear, rental facilities for equipment, and guides to get you where you want to go! Our list of summer camps will help you plan an overnight or day camp adventure for your young ones.