Landmarks include the Willis Tower (formerly the Sears Tower) in Chicago, Illinois, the Gateway Arch in St. Louis, Missouri and the Mojave National Preserve in Nipton, California. On the novelty side, you can see the “World’s Largest Concrete Totem Pole” near Foyil, Oklahoma and the National Cowboy & Western Heritage Museum in Oklahoma City. The Ariston Café is a member of the Route 66 Hall of Fame and a popular stop for food in Litchfield, Illinois. Further down the road in Amarillo, Texas, a famous spot called Big Texan serves massive 72 oz. Steaks. Once you reach the California coast, the Santa Monica Pier marks the original end of the route. However, traveling to Los Angeles and Sunset Boulevard through the oldest part of the city, the Spanish colonial Olvera Street is a particularly wonderful add-on. What to bring: an appetite for the eclectic, an open mind and a travel journal to record your chance encounters, hidden gems and favorite stops.
http://www.discoveramerica.com/usa/road-trips/road-trips/route-66.aspx