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."

This stone gatehouse was once the entrance to a historic mountain resort, and it had a cameo in a cheesy cult horror movie.

Reclaimed by nature, the ruins of Doodletown, New York are remnants of a town consumed by a state park.

This natural rock "church" might not be a proper chapel but that doesn't mean it's not beautiful.

One of the earliest bowling lanes in the U.S. doubled as a sewing school during a time when women had little job opportunity.

This fancifully decorated Victorian home in New York’s Hudson Valley is the only known fully domed octagonal residence in the United States.

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

Collapsing castle on the Hudson river was once the storage site of military surplus business.

A beautiful, creepy 19th-century castle stands incongruously in rural Vermont.

A town wears its heart on the sleeve of a smiling girl, arms flung wide open in a cheerful greeting for all who encounter her.

According to the experts at the Guinness World's Record office, this is the longest candy counter in the world.

Ruins of the elaborate house where the enigmatic costume designer threw glamorous parties for New York's theatrical elite.

The first keystone arch railroad bridges constructed in America.

An abandoned Victorian-era mill in the middle of modern Manchester.

This park is home to a massive bird sanctuary. And maybe buried treasure!

American artist J. Alden Weir purchased this 60-acre estate for $10 and a painting.

Amazing views of Long Island Sound can be seen from this mountaintop tower.

The remnants of a 19th-century ironmaking complex hidden in the woods of Connecticut.

A lone tower rises above the cliffs in a city park, offering fantastic views of the Connecticut landscape.

A castle inspired by medieval architecture is hidden in the woods of Connecticut.

An abandoned Depression-era zoo hidden just off the highway.

This last stalwart of the now-forgotten feminist restaurant movement served food in an activist atmosphere since 1977.