Places JaySky Wants to Go

Hike deep into the woods to explore this Gilded Age masterpiece.

It has a large collection of Wizard of Oz and OZ universe related items.

Opened in 1947, this is the oldest continuously-operating drive-in theater in New York.

More than 3,200 cookie jars line the walls and shelves of this little shop and over 1,000 salt and pepper shakers

An abandoned castle owned and ignored by Masons carries a cursed history.

This Central New York ghost town was once a prosperous railroad community.

The remnants of a luxurious resort that saw its peak in the 1970s and 1980s has been abandoned since 2009, leaving behind the wreckage of both the hotel and a beautiful ice skating rink.

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

This old cement mine has been used as everything from a mushroom farm to a recording studio.

This roadside dinosaur park offered up lumpy neon thunder lizards in the name of kitsch and education.

A sewing machine tycoon built this miniature castle for the people and to beautify a lakeshore.

Take a trip back to the 1950s and the heyday of the road trip along Historic Route 20.

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

The oldest covered railroad bridge still standing in the United States.

A gigantic 10-foot tall stone man.

Off a back road near Waterville Valley, one can find a castle turret built by an eccentric reverend over 100 years ago.

The famed architect designed this Minnesota gas station of the future with a lookout tower.

This incredible collection of vintage pinball machines can be played at 25 cents a pop.

One of the world's tallest Ferris wheels takes visitors high above Las Vegas in a spinning party room.

A luxurious doomsday bunker hidden beneath an unassuming Las Vegas home offers the best of subterranean suburbia.

This institution collects the history of burlesque dancing with a titillating collection of ephemera and pasties.

The last sailing lobster boat in Maine is also likely New England's first zero-emissions commercial vessel.

This World's Fair showpiece was built in Chicago, but shipped to Maine.

The last remaining Shaker community still practices a uniquely communal and utopian version of Christianity.