Distance: 2,448 miles
For almost 90 years, this iconic route — called the Mother Road — has attracted adventure-seekers from around the world. The road was decommissioned in 1985, and that means it can be hard to follow the original route. Still, as many as 200,000 drivers do so every year. If the full loop is too daunting, choose a section and let the exploration begin.
We focused on the stretch between St. Louis, Mo., and Albuquerque, N.M., and especially enjoyed two spots in Oklahoma: the Blue Whale in Catoosa, where you can picnic and take a swim, and the Route 66 Museum in Clinton. And for hands-on fun there’s nothing like a stop at Cadillac Ranch in Amarillo, Texas; bring your spray paint and let your inner rebel indulge in some graffiti art.