"Nearly 100 miles of the 2167-mile Appalachian Trail are located in Berkshire County. This section, near the Vermont border, is notable for snowshoe hikers. The trail runs alongside Sherman Brook for a long stretch, so you’ll see Mother Nature’s ice sculptures in the water and frozen waterfalls. Petes Spring is another highlight, and you’ll see numerous deer tracks along the trail.
The trail follows the Appalachian Trail for part of the way, but rather than continue your hike into Vermont, you’ll circle back on the Pine Cobble Trail, leading to the pretty college town of Williamstown. Leave a car in Williamstown, at the trailhead on Cole Avenue, or arrange for pickup here. Williamstown, home of Williams College, has a lively downtown and several good places to eat, plus lots of options for live music and entertainment."