Mount Williams, Mount Fitch, Mount Greylock, and Stony Ledge

This is a beautiful hike that starts along Money Brook and follows it to a waterfall. It's one of the best hikes in the Berkshire region because it features the tallest mountain in Massachusetts. It follows Money Brook at the start, which makes for a very nice gradual beginning to this difficult hike. Money Brook trail starts gradually and works its way up the deep valley between Greylock and Mt Prospect. The trail passes a beautiful waterfall that is worth diverting from the trail for. At the head of the valley the route joins the Appalachian Trail and follows the AT south over Mt Williams, Mt Fitch and on to the Greylock summit, which has pretty good views of Fitch and Williams. The views from Greylock summit are spectacular. Returning from the summit, continue south on the AT to the Hopper Trail and follow it through the campground on Sperry Road and out to stony ledge with spectacular views of Greylock and the Hopper. Take the Haley Farm Trail on the right, which ends up right where you started.