The oldest Italian café in Boston, this spot also serves as a veritable museum of vintage coffee ephemera.

At this airport "microcinema," you can catch a film before you catch a flight.

Definitely not a clown bar.

This theatre and its amazing marquee harken back to the Golden Age of Hollywood.

A heavenly experience, right here on Terra Firma.

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

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

The often-overlooked ruins of one of the first buildings designed by famous landscape architect Frederick Olmsted.

The bears may be gone, but their old cages can still be found.

A giant bronze coil of feces is both a tribute to doggie defecation and a reminder to pick it up.

These abandoned grain silos and tunnels are an urban exploration dream.

One-of-a-kind preserved ruins of an abandoned 1880s church in Chicago's Pilsen neighborhood.

This alley in downtown Chicago held the bodies of over 600 people after the fateful Iroquois Theatre fire.

This morbid, delightful curiosity shop offers everything from animal bones to human teeth.

The oldest surviving wood-frame building in North America is still in the family.

This popular Boston haunt is reminiscent of a time gone by, when slow cafes and sweet-smelling smoke wafting from patios was the norm.

This nearly 200-year-old restaurant's history includes an exiled French prince, JFK, and a very hungry Daniel Webster.

Two thousand artifacts from around the world collected by one woman who loved to travel.

This museum dedicated to local history is housed in the state's oldest surviving fire station.

The sea urchin sculpture is an unusual commemoration of a New England town's seafaring history.

This hotel was the site of major events in sports and radio history. It was also used as a detention center during World War II.

Millions of numbers carved in glass represent the tattoos forced upon victims.

Dedicated to one of the darkest moments in Irish history.

An interesting decoration on this historic site, this weathervane comes with as many legends as it does questions.