Our Route 66 road trip ended at the beginning, at East Jackson Boulevard and South Michigan Avenue in Chicago, where a brown sign hanging 12 feet high on a light post tells people they’ve reached the ...

They say driving Route 66, the iconic 2,400-mile road connecting Chicago with Santa Monica, sneaks us into a bygone America, an era of neon signs and mom-and-pop diners. This waits for us, just off ...

KINGMAN, Arizona — There is a roughly 8-mile section of Route 66 at the western edge of this state that is considered to be one of the most scenic and white-knuckled drives this country has to offer.

This man is huge. Standing confidently on the side of the road, legs slightly spread and sporting space-age, metallic silver boots, he’s over 30ft tall, his shoulders almost level with the tip of the ...