Get your kicks on America's original road trip—this 2,448-mile journey from Chicago to Santa Monica is a trip down memory lane of our nation's history. Our editors and experts handpick every product ...

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 ...

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 ...

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 ...