A unique columnar residence built in the 19th century.

This tower commemorates the spot where George Washington hoisted the Grand Union flag.

This former Masonic hall has been turned into an art project that uses even more metaphysical iconography.

Beautiful steampunk ghosts of early Massachusetts.

The oldest playground in America.

Radical Bookstore and Community Space.

From bench to vandalism to art, this silly prank seat was funny enough to become permanent.

America’s oldest community theater, this Boston club has been in operation since 1877.

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

The massive machine creates cracking displays of indoor lightning.

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

The remnants of a Gilded Age elegance preserved in the middle of a stark modern tower.

A beautiful Victorian-era cemetery, complete with a miniature village.

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

An alley way dedicated to graffiti and street art is a constantly changing street gallery.

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

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

One man's psychedelic fence is painted with his cacophonous folk art musings on the world.

A three-piece musical sculpture installed between the subway tracks at Kendall Station near MIT.

One of the oldest used bookstores in the U.S. has been selling antiquarian treasures since 1825.

Mrs. Mallard and her brood are a beloved fixture in Boston Public Garden.

Dim sum, served in a grand old theater.

A plaque memorializes the Boston location of one of the largest nightclub fires in history.