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.
by andihgh77777 January 27, 2009
A northern Westchester version of Scarsdale. It's rich too, but due to its more remote location is more mild-mannered and less well known than Scarsdale. Is a hamlet in the Town of New Castle; it is not actually a municipality.
by YO Man July 13, 2004
Pronounced "Shappaqua", the Mohican word for "a quiet place with a roaring brook". Chappaqua is a quiet hamlet in Westchester County about 40 miles from NYC. They have an excellent school system, which in turn creates the highest taxes per towns in the U.S. (as of 2007). The town has 18 Churches and 1 Synagouge, it was originally founded by Quakers, which is also the names of the High School teams. The median household goes for $570,000 making it an expensive town to buy property in, but its lack of crime, pristine road ways, lush property, and "Mom and Pop" style town, keep it popular to young families and those wishing to be close to the City.
Chappaqua is roughly 68% Catholic, 32% Other. Most homes carry at least 1 acre of property and there are still thousands of acres of woodland. A shooting Club, a beautiful Library, and the Readers Digest H.Q. are among the notable sites in this New Castle town.
by Tommy O'Connor May 16, 2007
A town in Northern Westchester County, NY. This place is probably the worst area in the ENTIRE United States to call home...even worse than Alabama where there are probably like inbred cannibal attacks daily. The place is about 99.9% jewish and its because of this that a law should be implemented in the near future restricting too many jews to live in the same community. The high school (Horace Greeley) is a cesspit of fake ass kids whos cars sitting in the senior lot combined probably cost more than the construction of the whole school put together, if not more. When kids go off to college, if there like me, make WAY better friends at school, and then when they are forced to come home for breaks basically use whichever "friends" they had from high school so that they don't die of utter boredom. Every botox and plastic surgery ridden slut mom in this town uses their kids as accessories and couldn't give a flying fuck if they went off and got shitfaced drunk and went and got mowed down by a car or bus...they'd just go to their husbands (or affairs, which is JUST as likely) and make another child toy to accompany their designer bags. If a hydrogen bomb were to be dropped on this dump of a town today, the ENTIRE WORLD would benefit.
no "example" could possibly relate to Chappaqua. Even having chronic diarrhea, anal fissures, cancer and AIDS is not as bad as living here!
by whatismylife7 June 14, 2011
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.
by Chappaqua Resident August 17, 2006
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.
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!
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
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."
"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 01, 2009