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I realize this is an old thread that has resurfaced. I have to comment on Stars Hollow since I'm a huge Gilmore Girls fan.
Here is the problem with Stars Hollow:they portray the town as being very small, everyone knows everyone's business, everyone has known everyone else since they were toddlers, the town meetings are held in an old historic building and there is never more than 50 people in attendance. So based on those facts, in reality, this would be a very small town that would be lucky to have a convenience store, post office, a small restaurant, etc, kind of like "downtown" of Washington Depot is, the town supposedly the inspiration for Stars Hollow.
BUT Stars Hollow has a much larger downtown than Washington Depot has. There are actually several stores there, and it has a bus stop. It is more of a medium sized town. The people who live in the town, actually work in the town as well: Luke, Lorelai, Miss Patty, Taylor etc. Stars Hollow is actually a place of employment, not a bedroom community.
And that is where Gilmore Girls gives people the wrong impression. Stars Hollow has the amenities of a medium sized town, but the townspeople act like one big family. Something you may see in a town of 500 people. But then a town that small, would not have all of the shops that Stars Hollow does.
So in reality, you could find a town that has the quaintness of Stars Hollow and the gazebo and town square. There are lots of towns like that. But if you want to find a little quirky town where everyone knows everyone else, it won't have a downtown. Honestly, I don't know of any towns in CT that are like that. I know there are plenty of towns like that down south, but let me tell you. The small towns where everyone grew up together normally don't like outsiders. So you are not going to find friendly people in that type of place.
Another thing Gilmore Girls gets wrong is that Stars Hollow comes across as a middle class type of town and in CT, towns like that are usually a bit more affluent. Honestly, I don't know how the producer of the show could compare it to Washington Depot. I think she may have been in another town and didn't realize it. WD is nothing like SH.
So if you want a town that just has the looks of SH, there are plenty of towns here to choose from. But if someone wants the looks of SH plus the quirky, everyone knows everyone vibe, that's not here.
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