World's first "penitentiary," meant to be humane, drove men insane.

This "thrice-cursed" island is allegedly home to Captain Kidd's lost treasure.

This once-grand marvel of engineering is now 41 miles of scenic hiking trail.

Oldest existing church in New York and the inspiration for Washington Irving's "The Legend of Sleepy Hollow."

On the Hudson resides one of the largest clocks in the world.

The last of Philadelphia's wood-paved streets is now a landmark of terrible engineering.

This elaborate towering structure was once famed for its revolutionary height.

An annual extravaganza of Broadway theater memorabilia.

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

The original toys that inspired the beloved children's stories are on display at the New York Public Library.

This mosaic dedicated to John Lennon was tended for years by a Beatles super-fan.

One of the last few places in Manhattan that employed a pneumatic systemic keeps it on display.

This whimsical group of statues is a favorite of children who love to climb all over Lewis Carroll's beloved characters.

This cemetery has graves dating back to the 17th century, including the city's oldest carved tombstone and an ominous cryptogram.

A pedestrian island in the middle of world-famous Times Square emits a strange (and purposeful) humming noise.

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

Elevated freight railway turned wildly successful urban park.

Tucked in the back of this amazing antique store is an important piece of medical history.

A terrific purveyor of natural history objects and curios.

This hospital fell into ruins after failing to act as the advocate for the mentally ill it was designed to be.

Memorial to the 137 lives lost on a ship fire, the whole hulk of which washed up on the Asbury Park shore.

The final resting place of a famous 19th-century murder victim whose identity is still a mystery.

This evocative New Jersey statue memoralizes the Polish victims of a Soviet massacre.

Several times a year, during low tide, two pairs of historic train tracks are revealed on this New Jersey beach.