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[Chappaqua] 

the richest town in Northern Westchester. Home to JAPs, jews, and maybe 2 black families. The public schools are more like private schools and the houses are bigger than the apartment buildings in NYC. The high school parking lot has nicer cars than all of the facility put together. Little 4-year-old girls are wearing designer clothes from head to toe, let alone high schoolers. All of the guys customize their shoes and buy new pairs every week. Summers are spent at camp and in the hamptons, winters in Aspen and the caribbian. In the 7th and 8th Grade Bar/Bat Mitzvahs take up all of the weekends with more than 150 to go to. Most often than not, only the father works and he brings in more money to take care of 50 other families in the town. All through high school, there are many parties attended where all the kids get wasted and are high. Every girl falls for every guy and is a total whore and slut. No parent cares what their child is doing on a friday and saturday nights, even if they are drinking and getting high. Chappaqua is the most spoiled town in Northern Westchester.
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Chappaqua 

A town in upper Westchester, similar to Scarsdale, but for the more elite and less nouveau-riche. Formerly more popular among the privately wealthy before names like Larry David, Jeff van Gundy, and of course, the Clintons came to town.
"We looked at houses in Scarsdale, but it's just too jejune for our tastes. I moved to Chappaqua instead."

chappaqua 

nice place filled with nice people living quiet woodland's life. Also known as the ghetto of Westchester.
Tommy: I here derrick is from chappaqua
Paul: Aw, that's nice, I bet he likes the woods
Tommy: Yup.
chappaqua by akon and MJ January 13, 2011

Chappaqua 

A place that people apparently don't like because I read the other definitions and they made me cry because I live there and even though it is mostly true, it does not apply to everyone who lives there.
I live in Chappaqua and everyone is mean to me except for my friends and I only have 6, but the schools are nice.
Chappaqua by wafewaffle January 29, 2012

Chatsquatch 

A very large, unattractive, female chatter that bears a striking resembalance to a sasquatch.
The pretty girls never instant message me, only the chatsquatches.
Chatsquatch by AdrianBlack November 28, 2007

Chautauqua 

An over hyped relic of the past that seems to live on its own self importance. Mainly due to the fact that the rich and upper-middle-class overextended (wanna be rich) have made massive real-estate investments.

Located in Chautauqua, NY... Chautauqua is a place where rich to upper middle class suburbanites from Ohio, NY, Pennsylvania, ... congregate during the Summer to put on a show that they are "cultured" and attempt to be somehow relevant.

All the while their alcoholic neglected children drink their asses off and cavort with each other all Summer (read: massive party). The whole time saying that they will never be like their parents, and then returning to Chautauqua in their mid-life to repeat the same process.

With a joke of an entertainment program and a decent lecture circuit, Demtards like Al Gore and Bill Clinton show up once in a while.
"Hey, are you going to Chautauqua next season?"

"Yeah, I'll see you at Snugs"

Note:Snugs is now closed or no longer relevant.
Chautauqua by CatBoners May 20, 2009

chappaqua 

a quaint town in northern Westchester that is set in a generally woodsy area. citizens enjoy the simple life in their leisurely neighbourhoods, doing nothing but relaxing with their perfect families and tending to their gardens.
Person A: Hello. I currently reside in Chappaqua.
Person B: As do I. Can you help me tend to my garden? Rumour has it yours is marvelous.
Person A: Most certainly. I have a lot of time on my hands.
chappaqua by geniesrus July 7, 2012