A Manhattan Episcopal church with an eerie underground crypt.

The notorious headquarters of a corrupt political machine.

The only home that Alexander Hamilton ever owned has a history almost as troubled as his own.

The rough and tumble president's childhood home displays the shirt he was once shot in and the speech that saved him.

A posh members-only club with a literally dramatic history.

Little Red Lighthouse under the George Washington Bridge.

New York's oldest and possibly grandest keeper of books.

Love, knishes, and best wishes from this legendary Lower East Side bakery.

A whimsical, but often overlooked clock in Park Avenue.

A discreet little stairway on St. Nicholas Avenue leads to a quaint and unexpected cobblestone street of 19th century wooden rowhouses.

The former hotel where Tesla invented the radio.

A former insane asylum despised by Nelly Bly and Charles Dickens is now fashionable apartments.

A Manhattan courthouse hides a small but scathing memorial to Holocaust injustice.

Spinning silently in the lobby of an Art Deco masterwork is a massive vintage model of the Earth.

Named the fifth most beautiful building in America in 1885, this former courthouse boasts the best view in the Village.

Lie in a hammock where George Washington stood.

The oldest house in Manhattan is now a museum that remembers the home's sordid history of scandals, vice-presidents, and ghosts.

New York City's only preserved family home from the 19th century.

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

The oldest operating apothecary in the US has treated everyone from Thomas Edison to Mark Twain.

The oldest surviving synagogue in New York City is now a soaring art space.

An unassuming secret door once led to a legendary watering hole.

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

A three-story copper skybridge connects two Manhattan buildings with Art Deco luxury.