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.

Peek through the gates at this oasis from the city, full of Old English charm.

One of New York's best collections of pinball is hidden in a secret bar in the back of this laundromat.

The "Seinfeld" diner.

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

Hidden in Central Park's Ramble is a troublesome cave buried just beneath the surface.

Mysterious 500-year-old tapestries depict a unicorn hunt.

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 semi-scholarly approach to sex.

Elevated freight railway turned wildly successful urban park.

A tiny museum housed in a New York freight elevator specializes in the "overlooked, dismissed, or ignored."

A terrific purveyor of natural history objects and curios.

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

Historic Hull Street was actually the first street with a proper name in the Boston area.

A former waterfront market is now in the center of town due to some interesting Boston engineering.

One of the last remaining World War II Victory Gardens in the U.S. is quietly growing across from Fenway Park.

"Mock all and sundry things, but leave the saints alone."

Ice cream stand, snack bar, and time capsule of milk conveyance.

Narrowest house in Boston.

Radical Bookstore and Community Space.

Macabre headstones carved with winged skulls, dancing skeletons, and pithy reminders of impending death.

One of the oldest used bookstores in the U.S. has been selling antiquarian treasures since 1825.

This upscale streetwear store is hidden behind a fake Snapple machine in the back of a deli.