Once the tallest building in the world and the site of "the highest dinner ever held in New York" this building now holds the most expensive penthouse in the city.

Constructed in the 1920s, this former pencil factory is now an office building.

Ornate "Renaissance Revival" style building.

One of the first major shipyards in Brooklyn.

Known as the "Forgotten City" it was home to industry, riots, artists, squatters, and to one of the largest single disaster fires in New York City.

The home of one of America's most beloved fictional characters has become a real world landmark.

A well-worn marker in a forgotten alleyway is all that remains of what had been one of Manhattan's most beautiful buildings.

Unrepaired walls from a 1920 anarchist bomb attack.

The last remnants of what was once one of the world's grandest hotels can now be found in a Manhattan subway station.

Nondescript elevator doors open to reveal a stunning, surreal world.

Cryptic messages embedded in the New York City sidewalk.

An odd, ancient window that may have once been part of a brutal prison is embedded in the side of New York's Police Plaza.

There’s a secret bunker inside the Brooklyn Bridge, but the city won’t say where.

This humble historic facade hides a history of boozing and the gentlemanly sport of rat-fighting.

Revolutionary War casualties fill the only 17th century structure remaining in Manhattan.

A historic 1890s architectural masterpiece with an iconic clock tower that, once open to the public, now faces an uncertain future.

Try not to get slimed in Tribeca.

Immortalized in bronze, this frazzled student will be glued to his screen for centuries.

The skyline of Montreal includes the silhouette of an unexpected fruit-shaped Canadian staple.

Concrete pillars provide a beautiful canvas for Quebec City's graffiti artists.

The floating gallery illuminates the heart of Québec City's arts district.

A contemporary fresco movement illustrates the region's rich history.

This steep cable railway has been hoisting passengers in the heart of Québec City for over a century.

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