Timberline Lodge
Credit: Craig Mitchelldyer / Getty Images

Construction began on Timberline Lodge in 1936, during the height of the Works Progress Administration. The structure, which perches precariously on the side of Oregon's Mount Hood, received National Historic Landmark status in 1977. Today, skiers and snowboarders flock to Timberline, which has the longest ski season in North America, in late fall and early spring. With 3,690 feet of vertical terrain and 41 trails, the mountain above the lodge is almost as impressive as the perpetually buried hotel. [From $130 per night for a chalet room; timberlinelodge.com]