A sign at the end of the Santa Monica Pier marks the traditional end of the legendary American highway.

The often-overlooked ruins of one of the first buildings designed by famous landscape architect Frederick Olmsted.

This building is more than 250 years old and was built in one of the first towns settled in Massachusetts.

Fragments of architectural wonders from around the globe are embedded in the newspaper building's walls.

This bird-loving brewery is situated in an old municipal bathhouse, nestled beside a 300-year-old windmill.

Sit where JFK proposed to Jackie or where Nixon dined on meatloaf at this storied pub.

Shelves covered in dozens of coffee bean varieties fill this North End institution.

Silverware in the sidewalk outside a grocery store cements this neighborhood’s Italian culinary history.

This popular Boston haunt is reminiscent of a time gone by, when slow cafes and sweet-smelling smoke wafting from patios was the norm.

The first bell ever cast in Boston was cast by Paul Revere...and sounded terrible.

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

This small shop walked so America could run on Dunkin'.

The last remaining attraction from Paragon Park.

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.

The poems Nathaniel Hawthorne and his wife Sophia etched into its windows are still visible today.

This area was once known for being a lawless haven for rough-and-tumble sailors, earning the maritime-themed nickname "the black sea."

Rhode Island's tallest building bears a resemblance to the "Daily Planet" building and has been empty for more than five years.

Mysterious stone tower featured in many alternative histories of the New World.

A goddess-topped water fountain in Chicago was created thanks to the dreams of a thirsty newsboy.

This historic-shipwreck-cum-diving-spot can still be seen poking its boiler out of the Lake Michigan waters that claimed it.

An outdoor urban gallery of large-scale artworks by the world's most influential street artists.

This rare polygonal meeting house is rumored to be built in a circle so that the devil has nowhere to hide.

A pair of black granite tails dive into a sea of grass in landlocked Vermont.

This unusual building straddles two countries.