The world's second largest rocking chair is found on Route 66 in Cuba... Missouri.

Giant works of art interspersed throughout meadows and woodlands offer a new discovery at every turn.

The Old Courthouse takes visitors on a captivating trip through St. Louis' timeline.

A notorious Route 66 eatery once frequented by Al Capone.

While he no longer has an eatery to give him context, this off-brand Paul Bunyan still holds his giant hot dog with pride.

A small museum celebrating the fiberglass giants that are icons of America's highways.

This tiny historic jail along Route 66 is the perfect fit for exactly one criminal and their partner-in-crime.

This historic Illinois "Muffler Man" has been converted from axe-touting lumberjack to rocket-wielding space ace.

A historic and oft-filmed prison stands in a Chicago suburb.

This $3 million model train takes you through Chicago, Seattle, and the thousands of miles in between.

The unluckiest U-boat in the entire German fleet is now on display in a Chicago museum.

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

Four glass boxes hover over 1,000 feet in the air to give visitors an unparalleled view of Chicago.

The twin towers in this Chicago fountain use 50 foot tall video screens to spit on people.

Honoring the star of the “The Bob Newhart Show” which took place in the city of Chicago in the 1970s.

A forlorn fishing village on the coast of Labrador, full of shipwrecks and Spanish gold.

Where a young athlete began his run across Canada after losing his right leg to cancer.

The first transatlantic wireless signal was received at this 17th-century fort.

An ancient Viking village in North America that predates Columbus by 500 years.

Iconic rock formations that allow for exploration during high or low tide.

This monster fiberglass crustacean stands watch over the self-proclaimed "lobster capital of the world."

A mysterious spot where the laws of gravity seem not to apply.

The only town in the world with two exclamation points in its name.

This lovely, if imposing, piece of Canadian gothic is possibly the most photographed hotel in the world.