Rio Grande Gorge in New Mexico. Photo © Candacy Taylor.

Route 66 Road Trip: 14-Day Itinerary

This two-week itinerary hits the key highlights on the Mother Road and honors the places that have stood the test of time. Start in Chicago or Los Angeles, and if you run short on time, consider prioritizing the mom-and-pop, off-the-wall places for a true Route 66 experience.

Visitors approach the Avenue of Flags at Mount Rushmore National Monument.

Planning a Visit to Mount Rushmore and the Central Hills

Mount Rushmore and the small cities and tourist industries that grew up around it are filled with sights and activities to delight just about every kind of traveler. It is possible to spend as little as a day here, or a full two weeks and more. Here’s how to plan your time exploring the region.

The 1956 edition of The Green Book. Photo © Candacy Taylor.

Route 66 and the Negro Motorist Green Book

During Route 66’s peak, sundown towns made life hard for black travelers. The Negro Motorist Green Book aimed to make travel easier by listing black-friendly establishments. Here are the best remaining Green Book properties on Route 66.

Chaparral Trading Post in Arizona. Photo © Candacy Taylor.

State by State Route 66 Highlights

A state-by-state look at Route 66 highlights in each of the eight states it passes through, plus notable stretches of still-drivable Mother Road, from Chicago, Illinois to the route’s terminus in California at the Santa Monica Pier.