Westchester is the county directly North of NYC. the bronx is right to the south. Basically, there are many different sections that are very different:

This list basically goes from S to N:

-Yonkers, Mt. Vernon, New Rochelle- These are the 3 biggest cities in Westchester, and are generally racially and financially diverse. The most gangsta of the county. Alot of chill people but getting worse with gangs. New Ros beast and has New Roc City. Im from Mt. Vernon- so its best. ANd yonkers is really big.

-Bronxville, Scarsdale, Eastchester, Crestwood,Pelham: Rich Southern Westchester towns. Extremely rich and snobby and pretty annoying. Kids either try to be ghetto or are proud of their wealth and wear kacki shorts and wear button down shirts, or like abercrombie and stuff like that.

-Greenburgh-Middle and Southern Westchester.
Greenburgh- Tarrytown, ELmsford, Hastings, Dobbs Ferry, Ardsley: Diverse, but separated by village. Tarrytowns and ELmsford are the coolest- diverse, some gangs and stuff, mainly cool kids. THen the Hudson towns other than Tarrytown are pretty rich and artsy but not really snobby.

-White Plains- Probably coolest part of Westchester. Malls, transportation center, diverse, something for everyone. Like a mini-Manhatten (45ish story buildings) Still cant compare to NYC though.

-Mt PLeasant- Surrounded by Greenburg White Plains and kinda Ossining. Contains Hawthorne Valhalla Sleepy Hollow Thornwood, andPleasantville. Basically the last good place. Its basically working and middleclass. Mix of whites and hispanics. Sleepy Hollow is very Hispanic, and has some well off areas, so does Pleasantville. Overall cool kids and some gangs. Hawthorne nd hollow are prob the best.

-Briarcliff and Chappaqua- Really rich and annoying. More preppy and spread out rich than Bronxville and stuff. Its kinda rurally suburba. Chappaqua is alot more annoying then Briarclffe. They both mad jewish and rich.

Then theres Ossining and Mt. Kisco. The 2 last cool towns. Mt. Kiscos becoming bigger and pretty diverse. Ossinings on the Hudson, and Mt. Kiscos got a lot of new stores and attractions. Ossining gets a lil annoying but overall good.

-Northern WC and Peekskill-
Peekskills the only last city in the county, and ill defend em by saying they aint upstate.
Westchester can be cool in some areas: MV, YO, NR, WP, GB, MP, OS

ANd wack in others: BxVl, Scrdl, rye
by Mike003 June 11, 2007
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The "other" suburb of New York, in a moderate rivalry with Long Island, which is for some reason seen as the "prime" suburb because it is slightly larger and more well-known. ANd by the way, Westchester County is not a bunch of rich snobs, contrary to the stereotype. Acc. to the census LI has the same per capita income as us.
Long Island can go fuck themselves - did you know that the 516 area code was actually created out of 914 in 1954? We still have the area code, you losers!
by Marty April 06, 2004
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The richest county in Ny State, that directly borders NYC to the north, and borders CT as well. Counties north from Westchester like Putnam, Dutchess and Ulster are EXTREMELY different from Westchester. Westchester pretty much owns LI.

The Breakdown.

Westchester is actually not a completely rich county. It has more racially diverse areas like Mt. Vernon, New Rochelle and Ossining and Yonkers. Yet there are extremely rich towns like Scarsdale, Armonk, Rye, Bronxville, Larchmont and Bedford which give Westchester its rich reputation.

Rich and Preppy
Scarsdale - quite possibly the most annoying town in Westchester as everyone there works in NYC and sends there kids to Scarsdale HS, which happens to have a great education. The old country-club town. Like a Greenwich of Westchester.
Larchmont - same as above as it borders scarsdale
Rye and Bronxville - Full of annoying stuck up rich kids who think they are ghetto.

Rich Towns in Southern Westchester
Pelham - a town w/ kids who think they are ghetto cause they live near Mt. Vernon and NYC.
Harrison - everyone there is rich although there are some actual middle class residents.

Northern Westchester
Bedford - Very rich town with a diverse HS with kids from Mt. Kisco, Bedford Hills, Pound Ridge, and Bedford.
Pound Ridge - nothing wrong here. old country town with nothing in it.
Mt. Kisco - called a "rough" town in N. Westchester but its nothing like that. The only town in the area with an actual town.
Armonk- 86% Jewish. Great HS. Great academics. Hot moms, nice houses. nice cars. Annoying Stuck up kids who wish they were black.
North Salem - Nothing happens here
Chappaqua - Bill Clintons town. Good HS. no crime.

Called "Ghetto"
White Plains - has a few gangs, nice small city with 2 malls and a growing city center.
New Rochelle

Actually "Ghetto"
Mt. Vernon - Many murders and robberies. Amazing Basketball with most of the community being African-American.
Yonkers - closest town to NYC, has some crime and violence. Also the most highly populated town in Westchester.

Westchester is a highly populated county of suburbs from NYC. Much nicer than LI. Alot better than LI. Not a snobby as Fairfield. best county in the Metropolitan Area.
Annoying towns like Scarsdale, Armonk, Larchmont, and Pelham make up Westchesters reputation of being rich preppy wasps.
by wetchester boss123 February 18, 2009
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1. County directly north of the Bronx, New York. A very diverse place, it contains poor rundown areas like Mount Vernon, Yonkers and Port Chester and wealthy areas like Scarsdale and Chappaqua (home to Bill and Hillary). New Rochelle has both poor and rich neighborhoods and Port Chester is actually on the rebound, with its Costco downtown. With three Metro-North railroad lines running through the county as well as several parkways, many people in Westchester commute to NYC. Of course, Westchester is home to the HQ of many important companies like Kraft, Pepsi, IBM, Mastercard and ITT.
2. Neighborhood of Los Angeles near the Los Angeles Int'l Airport.
3. western suburb of Chicago
4. western suburb of Miami
5. West Chester -- town west of Philadelphia - not to be confused with Chester, PA, the most rundown city in the USA.
There are many Westchesters but there's only one Chicago.
by Nutmegger February 16, 2004
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-Hey where do you live?
-In NY?
-No, in Illinois. It's 30 min from chicago and is near oakbrook -and lagrange.

No one knows about westchester,IL
by c-unitt July 31, 2009
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A slightly confusing insult hurled at people who might not quite be from the 'hood. Probably not used outside of New York City, much.
Person from the 'hood: Whatever, WESTCHESTER!

Person not from the 'hood: What? I'm not from Westchester, I'm from Ohio.

Person from the 'hood: Yeah, you definitely WESTCHESTER!

Person not from the 'hood: Ummm... okay... thanks?
by nyc14gauge September 22, 2009
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A suburban area in NY that everybody from the Bronx moves to.
by Anonymous September 30, 2003
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