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

This lovely hilltop tower was specifically built to withstand 100 MPH winds.

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

Mansion and shopping center used in the 1975 film "The Stepford Wives."

This small-town pizzeria won the Hollywood lottery.

Holding multiple historical boats and an entire 19th century village, this New England attraction is the largest maritime museum in the world.

The ancient past meets the retro-future at these dinosaur tracks that are protected by a geodesic dome.

The former home of Samuel Clemens and family remembers the happiest period of the author's life.

A miniature village lies nearly forgotten in the forest by the side of a major highway.

Quirky castle designed by the American actor best known for portraying Sherlock Holmes on stage.

This Dutch Colonial home is the oldest remaining farmhouse in Manhattan.

This plot of old-growth forest is the largest surviving remnant of New York City's original woodland.

The end of the 4 Line is also the end of the line for 300,000 souls in one of NYC's most illustrious cemeteries.

The first and only carousel with a lineup entirely of insects.

A bit of retro transportation flair preserved in the world's largest department store.

Ride the subways of yesteryear.

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

A religious-themed park filled with folk art to bring biblical stories to life that fell into disrepair and now being restored.

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