This 19th century jail was mainly used to incarcerate the drunk and disorderly.

Once a lonely sentinel on the edge of the Great Plains, this rebuilt trading fort offers a glimpse of life on the Santa Fe Trail.

This small piece of railroad history sits behind the parking lot of a chain grocery store.

A clear blue swimming hole with hidden caves, still unexplored.

Scenic mount trashmore, Virginia Beach's most curious waterfront still has a couple of secrets.

This environmental engineering marvel keeps salt water from the Elizabeth River.

This historic sunny-yellow building has an unfortunate connection to the sinking of the Titanic.

The only known Futuro house in North Carolina sits along a stretch of desolate highway on the Outer Banks.  .

So many migrating birds roost on the bridge, it has a special summer speed limit.

This shifting North Carolina sand dune is an odd little desert surrounded by oceanic forest life.

Down the road from where the Wright brothers lifted off is another flight tribute practically hidden from sight in the woods.

The perfect place to take a family of giants for a beach vacation.

The Cadillac Ranch for monster truck aficionados.

An historic and oft-filmed spot for musclebound iron pumpers on the Pacific coast.

The short oil boom of Venice Beach, and its swift removal from the tourism-laden landscape.

The set location for a 1987 cult classic draws international film buffs to the middle of the Mojave Desert.

One of the ghostly stops along Route 66.

An abandoned 1920s-era stretch of cabins now overshadowed by the 66 Motel.

This golf ball–shaped former desert real estate office now houses a UFO museum.

Ancient pueblos built into the base of a natural canyon wall.

A pair of giant roadside arrows are all that remains of a former Route 66 trading post.

The story of Two Guns, Arizona could easily be described as a Shakespearian tragedy on Route 66.

This public square capitalized on a single Eagles reference to bring some life back to an Arizona town.

This Route 66 classic sports a giant fiberglass rabbit that you can ride.