The only intersection in America where the buildings on all four corners were built pre-Revolutionary War.

"A hideous albatross in the Hudson River Valley."

This stone gatehouse was once the entrance to a historic mountain resort, and it had a cameo in a cheesy cult horror movie.

The oldest continuously inhabited street in America.

A hip bar decorated with walls of golden skulls.

Elevated freight railway turned wildly successful urban park.

This exemplar of modernist architecture is meant to captivate and inspire students of the Cooper Union.

Touching mementoes from those who didn't make it back from World War I still hang in one of New York's oldest bars.

Rummage through this sunken ship, but leave your scuba gear at home.

The most confusing clock in New York.

Tucked away amidst some of the most famous addresses in the world is New York's only fraction of a street.

A grand New York post office that is home to mailman Santas, scraps of postal history, and a pneumatic mail system.

A semi-scholarly approach to sex.

This historic address is home to the beloved ball and is an almost totally empty building among the most expensive real estate in the world.

There must be a pun in this haystack somewhere...

There are owls with glowing eyes in Herald Square.

A very classy 1920s-era bar right in Grand Central Station.

A dark patch of the ceiling at Grand Central Terminal which was not restored is still stained brown by tobacco.

Whisper secrets in a busy station only to be heard on the other side of this acoustic arch.

Rat sculptures try to infiltrate the Graybar Building in an architectural tribute to New York City's nautical history.