Two distinctive homes on a New England village green look like a couple of frosted wedding cakes.

This small-town pizzeria won the Hollywood lottery.

A castle built for love, and abandoned due to heartbreak.

Failed state-supported institution meant to rehabilitate students with intellectual disabilities.

During the American Revolution, this mansion hosted failed peace talks between the British and Americans.

Two mermen, eternally spitting into each other's mouths.

The monumental steeple on Amherst College's campus has no church attached to it.

This abandoned neighborhood is now a park filled with beautiful trees, wildflowers, and hints of its past.

The mighty room where the poet spent most of her life is available to rent for an hour or two.

The mansion home of author Edith Wharton.

Founded by the famed children's book artist, this museum spreads an appreciation of the arts through picture books.

Resonating tubes make music from highway overpass.

Inspiring Herman Melville and Henry David Thoreau, Mount Greylock in western Massachusetts is the highest point in the state at 3,491 feet above sea level.

Naturally formed white marble arch housed in an abandoned marble quarry from the 1800s.

Life-size bronzes of the Grinch, Cat in the Hat, Yertle the Turtle, Sam-I-Am, and the Lorax—and the author himself.

The original Uncle Sam was actually a New York meatpacker who is buried under this historic grave.

The real-life site of Ichabod Crane's infamous gourd attack.

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

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

This subterranean oyster house has been the pearl of Grand Central Station since 1913.

In the middle of suburban Staten Island, a nearly 150-year-old bakery is preserving the art of a disappearing New York treat.

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

Once America's longest-manned military fort, now an abandoned hulk.

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