Granted, I've not seen all cities yet (I think), and I haven't fully explored a few of them yet, but to be honest I do recognize the OP. I preferred Oblivion scale cities to Skyrim's. It seems overall people seem to like it though, and I do admit it seems to suit the province of Skyrim well. Adds to the story of the area. It's just that
personally I prefer green forests and big(ger) cities over snowy mountains and small wooden towns. However, role-play makes up for a lot of it, I just do with what Bethesda gave me, and the game is still great.
I guess it's just that in Morrowind and Oblivion going to a city felt more like what shopping must feel like for a woman. The bigger the city, the more time to get to know it, find new things, explore, talk to people, etc.