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[quote=Anonymous][quote=Anonymous][quote=Anonymous]I think you’re forgetting the essential part of the town—lots of rich people and people without a real apparent source of income that nonetheless act like rich people.
For that, I vote Lenox Massachusetts.  Maybe great barrington.

There are also probably some towns closer to Boston (newbury? West newton?) or in New Hampshire (Durham?  Portsmouth?), in westchester (mount kisco?), or outside Chicago (highland park?).

If you want small town without the moneyed feel, there are lots more options, especially if you venture into more random parts of New England, maybe upper Michigan, etc.[/quote]

I didn’t get the sense that Gilmore girls boasted a town of rich people. Well, besides Lorelai’s parents. Lanes mom, single, owned an antique store. Luke owned the Diner but he was never fancy. None of the neighbors dressed fancy or acted rich. [/quote]

Lol. The homes in that town were huge. Where a single mother got the money to buy that beautiful old home is beyond me. They have unlimited funds to eat out every day.[/quote]

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