A classic roadside attraction on Vermont's historic Route 5.

Designed as a place for patients to take in the scenery, this tower has a dark history.

This dilapidated castle-like structure overlooks the Hudson River at one of its widest points and was once home to nuns.

Decades after testing the polio vaccine on unwitting patients, this historic mental hospital sits in ruin.

Hundreds of numbered stakes hidden in the woods mark the graves of the lost souls of a nearby asylum.

Oldest existing wire suspension bridge in the United States.

The dairy farm in upstate New York where nearly half a million people gathered for three days of peace and music in 1969.

These mouldering mansion ruins remember a time when the Catskills were nothing but luxury.

This once sprawling resort now sits abandoned, filled with graffiti and vibrant colors from an era long passed.

"Gnome Chomsky" was once the largest gnome in the world, but is now simply tall for his kind.

An abandoned dollhouse factory.

Believe It or Not, Ripley once called this chiseled mountainside “New York’s Mount Rushmore”.

This Catskills museum preserves stumps from the earliest known fossil forest on Earth.

Discovered by cows, these upstate New York show caves are presented with a healthy dose of psychedelic folk art.

Why have you never heard of the second most popular tourist site in New York?

A tiny village in Upstate New York ushered in the precursor to drive-in movies.

An aptly-named street near the birthplace of the modern LGBT rights movement.

A formerly abandoned mental institute, now back in business.

The sweetest graveyard in the world is filled with headstones for dearly de-pinted ice cream flavors.

The site of a tragic massacre that spawned a multimedia franchise.

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

A former poultry store that looks like a giant duck and is one of the "seven wonders" of Long Island.

A mysterious air force base built to resemble a Long Island fishing village.

The world's largest kaleidoscope, designed by a 1960s psychedelic artist.