The ruins of a Massachusetts prison farm can still be found crumbling the woods of a state park.

This miniature feudal castle was built on a whim to honor a US Navy pioneer.

The remains of a hospital ravaged by fire, once a progressive place of innovations for disabled children.

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

This picturesque abandoned home is rumored to be a spite house.

Site of a famous 19th-century transcendentalist utopian community, now abandoned.

The 1920s child prodigy author was last seen here at her Brookline home before vanishing at age 25.

This upscale streetwear store is hidden behind a fake Snapple machine in the back of a deli.

This Dutch-styled residential building was originally a cocoa company's World's Fair showpiece.

An enormous, inside-out glass globe built in 1935.

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

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

Rumored to have tormented a family in the late 1960s, this toy now resides in a quiet little oddities shop.

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

This classic red schoolhouse is said to have been where Mary and her little lamb went to school.

Museum dedicated to awful artwork.

Run by a eugenics advocate, this aging institution conducted secret radiation experiments sponsored by Quaker Oats.

This historic graveyard monument is dedicated to a tragic victim of witch trial hysteria.

The macabre graffiti spectacle in a quarry in a Massachusetts forest reservation.

Louisa May Alcott based “Little Women” on her experiences growing up in this house with her sisters.

The inspiration for H.P. Lovecraft's horror stories and Batman's Arkham Asylum is now a condominium complex.

This New England drive-in was built to straddle the border between two states.

The mansion and cenotaph of the New Hampshire Faust.

The final resting place of the man who played the Invisible Man.