A decent sized town in CT in New Haven County where about half the population is rich and the other half is upper middle class. Several of the athletes at CHS are really good at sports, and some of the people that live in Cheshire aren't too bad, not as bad as people that live outside of Cheshire make them out to be, but it depends on what kind of crowd you hang out with. Also, as rich as the town is, it's nothing compared to like Greenwich, New Canaan, Ridgefield, or Darien. While their isn't too much to do, Cheshire has plenty of restaurants, including a McDonalds, and it has a bowling alley. Plus, it's near malls, movie theaters, New Haven, and Lake Compounce, so overall, Cheshire's an alright town.
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Get the cheshunt mug.An adjective used to describe a smile as extremely wide and mischievous, cocky, or malevolent looking--"a Cheshirian grin". Derived from several adaptations of Lewis Carroll's Cheshire Cat character in Alice In Wonderland, including the Disney version.
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