AS AMERICA’S highway system stretched across the landscape in the ’50s, a new, exuberant brand of drive-by design began waving at the cars. From the Streamline Moderne gas stations to shaped-for-their-name landmarks like the former Sandy Jug, historians variously dubbed the style Doo-Wop and Populuxe architecture, or—after one of the earliest roadside diner chains—Googie. Now, as Portland’s parking lots and empty corners fill up with...