Misery Mountain Town of Williamstown Mills Hollow Trailhead

Oblong Road, Williamstown, MA

About Mills Hollow Trailhead

The Mills Hollow Trail is a steep hiking trail managed by the Williamstown Rural Lands Foundation. Upon starting the hike, visitors will cross through an open field adjacent to private property. The trail then travels through the woods before climbing up toward the ridgeline. In this section, the path is a rocky double track through a dense maple forest. Wildlife is often easy to spot from the trail, and many Western Massachusetts wildflower species thrive in this area when the weather warms.

Once at the top of the Mills Hollow Trail, visitors can choose to hike in either direction along the Taconic Crest Trail. In the wintertime, visitors can see through the trees toward the surrounding Berkshires. There is also a small lookout near the top of the Phelps Trail, about a mile north of the Mills Hollow Trail. Visitors can hike down the Phelps Trail and walk south on Oblong Road for a complete loop.

There is no designated parking area for the Mills Hollow Trail. Visitors should park at the Phelps Trailhead or along the side of Oblong Road where appropriate. Mountain Biking is permitted on the trail when the weather conditions are suitable.