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

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

The house where Rudyard Kipling wrote the Jungle Book is also the location of the first tennis court in Vermont.

A massive sustainable farm designed by the mastermind behind Central Park.

This charming woodland trail is peppered with poetry.

This New England covered bridge is home to the tale of a jilted lover known to haunt the area.

A beautiful, creepy 19th-century castle stands incongruous in rural Vermont.

One car at a time please.

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

The quaint little Vermont town played a quaint little Connecticut town in Tim Burton's "Beetlejuice."

Tragedy on Little Brewster Island memorialized.

The infamous Boston Mob ran rackets from an office here in the 1970s.

The site where Charles Dickens gave his first public reading of "A Christmas Carol" in the US.

This statue intended for children to enjoy became a minor political spat.

Dedicated to one of the darkest moments in Irish history, this memorial has faced its fair share of backlash.

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

This ambitious father and son team reigned supreme over the North End, and witches, for many years.

The American Revolution was galvanized into serious action due to the tragic clash with British soldiers that occurred at this location.

Ice cream stand, snack bar, and time capsule of milk conveyance.

On a former island, this old fortification once used to protect the Boston Area and started Edgar Allan Poe in his military career.

A daybeacon pyramid is about all that's left of this island that is said to have sunk due to a pirate's curse.

New England's "Witches of Eastwick" locations, in all of their quaint white churched glory.

Civil War Fort on an island in the Boston Harbor.

Plans for this peninsula included houses, the United Nations Headquarters, and a nuclear power plant. When none of them worked out, it became an expansive park.