Places lessymac Wants to Go

This old-school café is famous for serving coffee, chilaquiles, and the Cuban Revolution.

The first patented shaved-ice machine heralded a snowy wonderland of iced treats at a favorite New Orleans summer shack.

The oldest still-operating tavern in the United States was once owned by a pirate.

The oldest Italian café in Boston, this spot also serves as a veritable museum of vintage coffee ephemera.

The last standing example of an ancient district's teatime tradition.

The oldest family-run restaurant in the United States is a living museum of New Orleans dining history.

Order “Proletariat’s Cutlet” at this communist-themed restaurant allegedly once visited by Lenin.

Dine like an American revolutionary at Colonial Williamsburg.

The world's largest squirrel statue clutches a pecan bigger than your head.

In a largely deserted ghost town, a little brick building recalls its history as a gold rush hub and haven for outlaws.

Hitler's bleak vision of relaxation still stands as a mostly abandoned 10,000-room resort complex.

A haunted hot springs hotel that went from healing retreat to asylum before it was restored.

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

The walkable ruins of an 19th century hotel, destroyed in a horse cremation gone wrong.

The ruins of a Florida miracle spring resort make it seem like a wonder that this was ever a health spa.

The abandoned remains of this once-thriving hotel looms over the city, awaiting an uncertain future.

This abandoned Poconos resort is haunted by a history of kitschy romance and a violent fugitive.

This abandoned five-star hotel is now a five-star urban exploration destination.

A crumbling cliffside ruin hidden in the woods.

An abandoned Art Deco hotel nestled on the side of a wooded mountain.

The remains of a failed attempt at medieval nerdery are hidden deep in the woods of Virginia.

Known locally as "the giant head," this 14-foot LED sculpture has a photo booth in the neck where you can have a 3D picture taken and displayed.

Giant busts of 42 U.S. presidents sit, crumbling in a field in Virginia.

An experimental, automotive replica of Stonehenge.