Boston’s Best People Watching

October 27, 2010 12:01 PM


postofficesquare Bostons Best People Watching


Boston truly is a melting pot, with people of all types out and about on a daily basis. In a walking city like this, you can stop and people watch just about anywhere. But there are some spots where different worlds collide, making for prime people watching.

Post Office Square

Financial District
Boston, MA 02110

Bounded by Franklin, Milk, Congress and Pearl Streets, this beautiful green oasis is a mid-day escape for people who work in Financial District high rises. Free wifi and a schedule of street musicians add to the ambiance. There are even cushions available so that you can sit on the grass or stone walls without getting your suit dirty.

Newbury Street

Boston, MA

Grab a seat at an outdoor café; sneak a peek out a gallery picture window; or just watch while you walk. While the shops cater primarily to an upscale crowd, you’ll find all walks of life walking down Newbury Street. Great place to be fashion-inspired by the people you see.

Brewer Fountain, Boston Common

Tremont Street, near Park
Boston, MA 02111

A recent facelift added the beauty (and water) back to this 140+ year-old bronze fountain, bringing it from a good people-watching spot to a great one. Steps from the State House, you’ll find Beacon Hill types mingling among Freedom Trail tourists, Theater District goers and students from nearby Suffolk University.

Faneuil Hall

4 South Market Building
Boston, MA 02109
(617) 523-1300

Tourists from all over the world make the Faneuil Hall Martketplace a stop in their travels. A keen eye will spot international fashion; a keen ear will hear languages and accents from afar. Perhaps the most entertaining people to watch, however, are the street performers who make Faneuil Hall their stage.