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

This nearly endless university hallway is home to a unique sunset known as "MIThenge."

This historic patch of real estate offers a glimpse of colonial Boston.

Millions of numbers carved in glass represent the tattoos forced upon victims.

A former waterfront market is now in the center of town due to some interesting Boston engineering.

A men’s restroom became a sandwich shop.

These whimsical works of art tell the story of the city's past and present.

Dim sum, served in a grand old theater.

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

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

This stone tower in a small town's graveyard looks as though it would be more at home in a fairy tale.

From economic backbone of a community to deadly diving hole, these former stone quarries are now a park for rock climbers and graffiti artists.

The hill that gave the Massachusett tribe, and later the state, its name.

35,000 grape hyacinths flow like water down a garden hill.

A crumbling stone stable and carriage house are all that remain of a manse that was once filled with Egyptian artifacts.

The idyllic colonial home of the artist behind the famous portraits of George Washington and Thomas Jefferson.

The secluded beach getaway from Wes Anderson's dreamy summer romance.

Abandoned Coast Artillery fort now serves as a graffiti canvas and sightseeing vantage point.

A railroad magnate's replica village has become home to a genetic seed bank for rare breeds of livestock.

Since 1947, this living history museum has been providing an immersive look at life in Plymouth Colony.

Three and a half miles of cliffs, rocky beaches, Gilded Age mansions and 40 Steps to nowhere in particular.

Only a shrine remains at the site of the catastrophic nightclub inferno that killed 100 Great White fans.

Enjoy egg rolls and live music in a converted bank vault.

A 19th century library favored by Edgar Allan Poe and H.P. Lovecraft, known by locals as "the Ath."