Cheshire Harbor Trail, Mount Greylock, Lanesborough, MA
At 6.6 miles roundtrip, this trail offers the easiest route up to the Bay State’s highest point—3,491-foot Mount Greylock—and can be completed in four to five hours.
Level: Moderate | Distance from Boston: 151 miles
Lanesborough, MA, 413-499-4262, website.
Trails for two-wheelers