This replica of a historic fishing shack long dubbed the most painted building in America.

A plaque marking the famous abolitionist's birthplace often overlooked by visitors to the nearby Charles Sumner House.

This supermarket is suspended 25 feet above an interstate highway.

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.

Created by a local artist, these quirky sculptures each have their own names and personalities.

In the 19th century, this was the center of Boston's Black community.

One of the last remaining movie theatres in the country that features a rear-projection system.

The world's largest piece of copyrighted artwork.

In Gloucester, Massachussets, fishermen celebrate a successful year at sea by charging a lubed pole to capture an Italian flag.

A luxury hotel constructed out of a former jail.

In 1958, an MIT fraternity pledge laid down on this bridge and instituted a new, unique unit of measurement.

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

The headquarters of one of the world’s longest-running humor magazines bears a noticeable resemblance to a head wearing a Prussian helmet.

The last remaining 19th-century tenement from Boston's old West End neighborhood.

A lighthouse on a diminutive island was one of the first of its kind to guide seamen home.

A tiny plaque marks the location of the water source that facilitated the birth of modern-day Boston.

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

An interesting decoration on this historic site, this weathervane comes with as many legends as it does questions.

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

Dedicated to one of the darkest moments in Irish history.

Civil War Fort on an island in the Boston Harbor.

One of America's most historic homes also holds a startling literary legacy.

This small glass cube is a peaceful out-of-the-way sanctuary at the busy airport.

One woman’s obsession gave birth to this lovely oddity at the Boston Public Library.