Chappaqua is a town in Northern Westchester, New York. The majority of the town is rich, Jewish, and stuckup. It is, perhaps, the worst place in the United States other than North Dakota. Everyone feels they have the need to know everyone elses business, and then feel the need to make sure everyone else knows as well. The "town" has nothing to do other than eat pizza, drink coffee, and walk around aimlessly...and the "town" is the only actual place in Chappaqua.
Chappaqua sucks more than anywhere in the world. I would rather live in Rwanda.
by Chappaqua Resident August 17, 2006
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a boring, small town in northern westchester. it isn't your typical suburb, there are no sidewalks, and the only shop owners that know your name are the nail salon ladies and people in that wrap place.

the "cool" people are either the fake hipsters in "vintage" clothes or the annoying japs in steve madden boots and leggings.
parties consist of pregaming, hooking up with as many people as you can, and pretending to not remember anything the next morning. everyone smokes weed once in their life if you live in chappaqua, and everyone fakes being high/drunk too. no excuses.

also, if you're friends with older kids, you're automatically a complete tool. it's so incredibly cliquey and boring.

there is a tremendous amount of pressure to go to a good school. it's not the biggest deal in the world if you're going to yale, since half of your grade is going to cornell anyways. but if you're going somewhere that doesnt require above a 3.5 average and thousands of extra-curricular activites, you get strange looks from everyone.
Person: So, where are you from?
Me: Chappaqua.
Person: Oh, that's cool. So, what Ivy League are you going to?

Chap Jap: I totally got these new leggings yesterday!
Chap "Hipster": Ew, she's so annoying. Plus, that outfit would look so much cooler with these Urban Outfitter tights i have in every color at home.

Person: Want to pregame at my house before Stan's? Seriously, how much would parties here suck if we weren't totally wasted the whole time?

Girl 1: I hooked up with 3 people last night.
Girl 2: Well, I remember hooking up with 4, but apparently, from what Mary told me, I hooked up with like 17!
by chapploseryo March 31, 2009
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The general consensus is that this town is the most unnaturally sheltered environment one could ever reside in. Which is why its NOT smart to raise kids here despite popular belief. An aging and isolated hamlet in Northern Westchester, truly lacking in diversity and overall quality of life. The whole 'town' shuts down by the early evening. Although even before the town closes, there's a pitifully scarce amount of things to do still, and many of the towns inhabitants have attitudes, are rude, obnoxious, and pay unnecessarily high taxes for an overly competitive school system that's been steadily declining in nationwide ratings since 2003. Most young adults leave instinctively upon completing there high school education because the town has very little to offer to say the least. Living here is also very costly and unaffordable, and has a very dreary and depressing feel to it with its limited woodsy surroundings and hills. Neighboring towns like Pleasantville to the South, or Mount Kisco to the North are within 10 minute proximity and also have a thousand times more of a real world feel compared to the undesirable, sheltered, and conservative, town of Chappaqua.
"Johns parents insisted that Chappaqua would be a marvelous place to live and raise a family, until John was immersed into the sheltered and disappointing excuse for a town."

"I can't believe I pay such high taxes, this middle school is decrepit, looks like a castle, and smells like garbage."

"There's really nothing to do here is there, besides walk around, eat pizza, and be given loose change and pennies on Halloween instead of candy by local retailer Squires."

by Tony44u April 1, 2009
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The home of the JAPS. It is a wealthy town in Westchester, NY where almost every kid is spoiled. They typically have iPhones, lap tops, Apple watches and basically every single apple product. The girls have high end make up that is to be shown off at school everyday. Oh and you better be wearing adidas superstars and lululemon leggings or a rly nice pair of jeans. If ur bm sucked well then ur so does ur social standing. Parents are typically rich and let their kids do anything.
Wow Emma's bat mitzvah was this past weekend, it totally sucked. I'm so not gonna be her friend anymore, what a loser. And what's even worse is she's from Chappaqua, it's supposed to be a great party.
by mgbh March 2, 2017
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this is the attitude of chappaqua: stuck up, jewish, snobby, think they're better then everyone else, abercrombie and hollister obsessed, if you dont do drugs you are not cool, everyone knows EVERYONES buisness and if you dont... well you most likely will find out at some point.
why did my parents make me move to chappaqua?!! i dont care if there is good education
by owkll February 5, 2008
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chappaqua is a place for rich people like me. we have money and we no it too. its not our falt that our parents have mini fortunes and they buy us eveything and anything. most people are jewish because thats just the way it is. We are all white and like it that way. chappaqua is the best town and people who live around us, give us shit for being the best. such as mt.kisco where there is defenetly not a shortage of mexicans. the guys are so hot and the girls become models.
"daddy can i have the 5000 dollar bag? please!!" yes ofcores!!!! we live in chappaqua!
by rich gurl December 14, 2007
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Scarsdale -esque but less well known

2. Everyone thinks they're greater than everyone else
Just stop doing that! People would never do that where I'm from, Scarsdale.
by Chappy May 3, 2004
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