Ive never really thought about America having city stereotypes before. I tend to lump you all in the one big basket - you know a little like a kids toybox. A mixture of GI Joes, barbie dolls, cabbage patch kids, monsters, buzz lightyears, yo yo's, matchbox cars, spaceships and leggo blocks.
I dont think I have heard of most of the cities you lot mention, I know of
New York - crowded, cold, brownstone buildings and Jerry Sienfeld
Las vegas - Casinos and CSI
Hollywood - wanna be's, has beens, consumerism and the Beverly Hillbillies
New Orleans - mardi gras
Springfield - The Simpsons
Its funny how you related your cityscapes to tv shows, here we tend to associate cities to cultural/sporting icons and weather (to an extent).
Sydney - raining or bushfires, big city plebs, the harbour bridge and the opera house.
Melbourne - cold, wet, dry, hot, snowing (usually all in one day), aussie rules football, and greeks.
Adelaide - cold, churches, wine and boring,
Perth - warm and sunny, too far away
Darwin - monsoons, damn hot, barramundi, big stubbies of beer
Brisbane - warm, big country town, rugby league
Cairns - warm to hot, best thing to do in cairns - catch a bus to Brisbane.
I dont think its related to the subject but it is interesting to note that in my grandparents day the orientated themselves around towns by using the post office, the firestation, city hall, the masonic temple etc - today my kids refer to mcdonalds, Kentucky chicken, pizza hut, seven-eleven, kmart etc.
It seems consumer icons (such as tv images) have replaced community icons.