Sunset Ridge Trail, Mount Mansfield, Underhill, VT
Viewed from the east, Mount Mansfield, with its four summits—the Adam’s Apple, at 4,060 feet; the Chin, at 4,393 feet; the Nose, at 4,062 feet; and the Forehead, at 3,940 feet—resembles a human face. It’s accessible via multiple trails; take the 3-mile Sunset Ridge Trail to scale the Chin.
Level: Advanced | Distance from Boston: 221 miles
Underhill, VT, 802-899-3022, website.