In the 1880s Holbrook may have been one of the wickedest towns in the Old West ('too tough for women and churches'), but today this collection of rock stores and gas stations is better known as the Route 66 town with the wacky Wigwam Motel. It's also a convenient base for exploring Petrified Forest National Park and its fossilized wood.
The most interesting attraction in Holbrook is the Wigwam Motel, where each room is its own concrete tipi. It's a fun place to stay or snap a photo. The 1898 county courthouse is home to Holbrook's chamber of commerce and visitor center as well as the Navajo County Historical Museum.