The alley connecting two of country music’s most historic venues has a rich history of its own.

This roadside park filled with unusual statues is on the grounds of an abandoned railway station.

This unusually circular centenarian barn became a Route 66 icon.

A quirky mishmash of Route 66 memorabilia and other throwbacks from the past.

When he found his hometown was no more, Lowell Davis decided to recreate a "new" ghost town from scratch.

This historic theater's pipe organ still accompanies silent films just like it did in 1929.

When you can afford only half a road, you build only half a road.

Nature's biggest mammal swims in landlocked Oklahoma.

It reportedly took three years to sort through all the objects in this eclectic lifelong collection.

The fifth tallest statue in the United States is a shirtless monument to the oil worker.

Standing at 21-feet tall, this space cowboy adds to the legacy of Route 66's muffler men.

This 1930s-era Route 66 Tulsa landmark was moved, restored, and filled with neon.

A Route 66 filling station that was designed to resemble the Hagia Sophia, and is now the symbol of an arts district.

Illegal drag racing two stories beneath Chicago’s streets.

A journey begins with a single step, and for many, the road-trip of a lifetime started at this Chicago intersection.

An extraordinary collection of vampire-themed antiques lurks on the second floor of a store.

A cannonball from Union forces battling John Hunt Morgan made this church a permanent home.

Locals place their offerings on this nightmarish gnarled tree so the witches won't summon another storm.

This award-winning men's bathroom was just too beautiful to not allow women to see.

Located inside a former bread factory, this museum explores a century of transportation history through innovations that were extraordinary or failures—sometimes both.

Test your mettle against the hottest hot chicken in Nashville.

Knoxville’s architectural icon was the symbol of the 1982 World’s Fair, even catching the googly eye of Bart Simpson.

A pair of large white marble lions guard this stretch of the Mojave Desert, and it is utterly mysterious how they got there.

Along the historic Mother Road is an old gas station with a secret counterfeiting past.