The oldest surviving wood-frame building in North America is still in the family.

Rising 30 feet in the air atop Quarry Hill, the Old Powder House is the oldest stone building in the state of Massachusetts.

Hut with supplies for shipwreck survivors.

Overgrown ruins of a turn of the century island fort that sees very few visitors.

A coastal rock outcrop with mysterious inscriptions variously attributed to Native Americans, Portuguese, Phoenicians, Norse, and more.

The gravestone of an eccentric Connecticut doctor features dinosaur tracks and a pair of fossil tree casts.

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

New London, Connecticut still holds a grudge against its hometown son who turned traitor and burned the city.

This picturesque Victorian ghost town was once a thriving mill community.

The cave where two British judges hid in exile after sentencing the king to death.

Like stepping into a spooky fairy-tale, this shop carries the dark ideas of artists and other makers.

This tall Massachusetts folly got its name thanks to all of the purple prose its vistas inspired.

This candy-colored storybook village originated as a 19th-century Methodist campground.

The filming location of a shark attack in Steven Spielberg's famous shark movie.

Resonating tubes make music from highway overpass.

A careful eye can find hundreds of dinosaur tracks running along the Connecticut River.

It was an experiment to prove that glacial boulders and rocks can be used in constructions and dwelling.

The site of the first "historically true" UFO encounter in the U.S.

This picturesque abandoned home is rumored to be a spite house.

The railroad tunnel nicknamed the "Bloody Pit" for taking the lives of hundreds during its construction.

Palatial mansion estate used in films including "Flowers in the Attic" and "The Witches of Eastwick."

Visitors can walk over the largest concentration of Columbian mammoths to have died from one event.

To avoid the demolition costs this abandoned drawbridge was simply left in the up position.

This railroad tunnel was once the longest in Massachusetts.