Charleston's historic city jail once held everyone from pirates to Civil War POWs.

A quirky Poe-themed joint on an island keen to celebrate its overlooked connection to the famous writer.

It's not a typo, now say it five times fast!

Little Red Lighthouse under the George Washington Bridge.

An unusually designed bridge from the 1920s was built to withstand the tides and winds of Maine.

When the town wouldn't allow the fast-food behemoth to build a new restaurant, they put one inside an 1850 home.

The world's largest rotating world.

Explore the dark underground corridors of this graffiti-covered former military fortification.

The world's only international cryptozoology museum is host to an unrivaled collection of mysterious objects.

This lighthouse was witness to the end of WWII hostilities and now collects creepy cairns.

The first American home of the isolated, egalitarian religion has a trove of Shaker architecture and artifacts.

Now the final resting place of prominent artists and musicians, it was originally founded to separate the rich from the poor in death.

A bygone village occupation lives on via this quaint public chalkboard.

Connecticut grave of the woman responsible for the Winchester Mystery House in California.

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

A reliquary of pop culture marvels, including the world's largest (and most terrifying) Jack-in-the-Box.

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

This opera house along the banks of the Connecticut River has two Tony Awards to its credit but it’s never staged a single opera.

The Connecticut village named for its subterranean thunder.

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.

250-year-old farm now features sculptures, a petting zoo and a hippy-bazaar.

A recreated sign from the movie Jumanji has become a makeshift tribute to the film's late star.

A 60-room castle constructed by a horse-racing heir.