Monument Mountain

Trip ideas while visiting The Berkshires in Massachusetts

Monument Mountain

Embark on a journey reminiscent of famous writers like Herman Melville, Nathaniel Hawthorne, and Oliver Wendell Holmes by exploring Monument Mountain. Situated in the town of Great Barrington, this mountain is rich in history and offers breathtaking vistas of the Housatonic River Valley and Mount Greylock. Be sure to wear comfortable walking shoes and bring water, as you’ll need some stamina to conquer the 720-foot climb to reach the majestic 1,642-foot Squaw Peak of Monument Mountain.

When you visit the Berkshires, you’ll find a range of trails on the mountain suitable for outdoor enthusiasts. Whether you prefer an easy climb or a more challenging one, there’s something for everyone. If you’re looking for a relaxed hike, try the Indian Monument Trail. It’s a 1 1/2-mile path that takes you up the west face of the mountain. For a quicker option, you can take the Hickory Trail, which is less than a mile long but considered more strenuous. Along the way, take a break and enjoy the scenic views while having a picnic, just like other visitors recommend.