A small town just outside of Boston where everyone is related to each other. The people who live there like to pretend they are upper class and are better than their neighbors in Revere and East Boston, when in reality about 75% of the houses are triple deckers built on top of each other.
Q: You're from Winthrop MA? Do you know (insert the name of anyone who has ever lived there)?
A: Yes! They're my cousin.
by mmmdonut August 11, 2011
Winthrop, aka The Dub, is a small town east of Boston, where everyone thinks the town is a bunch of preppy asshole that know nothing, and most of them are townies that think Winthrop is like NYC. But honestly, it has no money at all because the fucking old people are in Florida 8 months a year, and don't want to pay taxes.
Kid from Wakefield: Hey, where you from?
Kid from Winthrop:Winthrop MA
Kid from Wakefield: Rich fuck
Kid from Winthrop: Not at all kid
by xjesus14 December 12, 2009
A Small town roughly the size of 3 football fields with 20,000 people. The whole town is related because there are only two ways for people to get in and out, so new comers are very rare.

The highlight of the week is on Friday nights where the whole town gathers in a cluster fuck to support their football team that takes the game way to serious.

The police force in Winthrop thinks they work for the CIA. The teachers have sex unwanted/unprotected sex with the students, but this mostly goes unnoticed because the students dont want to get their parents in trouble.
"Hey man, where ya from?"

"I'm from Winthrop Ma"

"Never heard of it.."

"...It's near boston..."
by Steve Chrabazasdkghke April 18, 2007

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