1 definition by Foodyum
Ok so Winchester is a town close to Boston that is home to very rich parents with big houses and rich children. There are some people who aren't rich and just live there for the schools and people usually notice. The town is so boring there is nothing to do but spend their parents money or drink and party. So of course they drink and party. Winchester is the sort of place where if your in, say Main, and you tell people you're from Winchester, they'll look at you funny and automatically assume you're a rich bitch, which 65% of the time s true. Winchester is known for its abnormal alcohol and drug use, despite the schools' constant reminder not do drink and not to do drugs. The schools are really really really good and an A in Winchester is good in a college's eyes. There is a ton of pressure to take AP classes and do well in school. The teachers usually can't even afford to live in Winchester. If you're from Winchester and people don't know you very well they will probably judge you for living there. Every kid in Winchester absolutely HATES Winchester with a burning passion because it's so boring.
by Foodyum April 28, 2013