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Brookline, Massachusetts

Cypress Street Playground

The oldest playground in America.
Josh Added by Josh
Boston, Massachusetts

St. Stephen's Church

A centuries-old church stands as a testament to Boston's "father of architecture."
Newton, Massachusetts

Star Market

This supermarket is suspended 25 feet above an interstate highway.
Ike Allen Added by Ike Allen
Fitchburg, Massachusetts

Rollstone Boulder

In order to save this beloved rock, locals blew it up and put it back together piece by piece.
kensears37 Added by kensears37
Gardner, Massachusetts

Grave of The Kneeland Maids

This donated headstone marks the grave of a pair of elderly women who were mysteriously murdered.
kensears37 Added by kensears37
Marlboro, Massachusetts

The John Brown Bell

America's "second most important bell" is a contentious spoil of the Civil War.
jamesvachowski Added by jamesvachowski
Gardner, Massachusetts

Bicentennial Chair

In a town that's had a whole lot of giant chairs this one still stands tall, just not the tallest.
kensears37 Added by kensears37
Boston, Massachusetts

The Great Spring

A tiny plaque marks the location of the water source that facilitated the birth of modern-day Boston.
gobruen Added by gobruen
Princeton, Massachusetts

Grave of Martha Keyes

The haunting history of a little girl lost.
kensears37 Added by kensears37
Boston, Massachusetts

98 Prince Street

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

American Antiquarian Society

This little-known rival to the Library of Congress houses one of the largest collections of pre-1876 American books, newspapers, and manuscripts.
ProfessorGigs Added by ProfessorGigs
Goshen, Massachusetts

Three Sisters Sanctuary

A stunning garden filled with fantastical environmental folk art and sculptures.
webtraverser Added by webtraverser
Worcester, Massachusetts

Lois Lane

A comic book store got the road by its shop officially renamed after Superman's girlfriend.
kensears37 Added by kensears37
Scituate, Massachusetts

Lawson Tower

A Medieval Water Tower in the Heart of Massachusetts.
Added by NathanRisinger
Hingham, Massachusetts

Old Ship Church

Oldest church in the United States that is still in continuous use.
ronin Added by ronin
Boston, Massachusetts

Grave of Christopher Seider

This headstone marks the grave of an 11-year-old boy killed during clashes in the streets over the boycotting of British goods.
Sudbury, Massachusetts

The Redstone Schoolhouse

This classic red schoolhouse is said to have been where Mary and her little lamb went to school.
Added by stevebecker
Somerville, Massachusetts

Charles William Jr. House

This Massachusetts home was the first to have a telephone line and its own phone number: 1.
tmzinn Added by tmzinn
Cambridge, Massachusetts

Harvard Lampoon Building

The headquarters of one of the world’s longest-running humor magazines bears a noticeable resemblance to a head wearing a Prussian helmet.
ejhagadorn Added by ejhagadorn
Concord, Massachusetts

Orchard House

Louisa May Alcott based “Little Women” on her experiences growing up in this house with her sisters.
Maria Valeria Diaz Added by Maria Valeria Diaz
Halifax, Massachusetts

The Legs of Myles Standish

A pair of 7-foot legs belonging to the military man of the Mayflower stand jauntily by the side of the road.
Boston, Massachusetts

Boston's "Black Sea"

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

Charley the Haunted Doll

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

Harvard Bridge

This bridge was the birthplace of a unit of measurement based on a fraternity joke.
thomasharper Added by thomasharper