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

Once one of the world's great cities, Cahokia was a place of religious worship, trade and mass human sacrifice before being mysteriously abandoned.

Quirky water tower advertises the long-gone Brooks Tomato Products Co.

Oversized statues are just the tip of this nostalgic Americana roadside attraction.

The world's largest covered wagon is piloted by a giant Lincoln lawyer.

This colorful monument commemorates a little-known story from the life of Abraham Lincoln.

Today this bizarre rooftop phone booth seems like a piece of kitsch but it was once used to spot disastrous storms.

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

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.

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

A gothic church spire sits atop this skyscraper, the tallest church in the world.

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

A spectacular remnant of an Adler and Sullivan masterpiece that was destroyed in 1972.

The last masonry skyscraper ever built reveals a transitional moment in architectural history.

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

A 400-foot-tall tall map of Chicago makes this once-ignored building stand out.

To truly appreciate Detroit's landmark skyscraper, you have to step inside.

A Canadian POW for German soldiers during WWII where prisoners hatched an elaborate escape plan.

The longest enclosed pedestrian bridge in the world spans 14 lanes of traffic and six rail tracks, all while lighting up the night sky.

Lost subway station nestled beneath Toronto's busy commuter line.

A unique subway station where pillars evoke ancient civilizations.

The Victorian-era greenhouse is stuffed with tropical plants, and open 365 days a year.

A fantastic place to see murals, and an important location in the history of Toronto's legal street art scene.