As for Skyrim, I was expecting to see a lot of what's in this map:
http://mlkshk.com/r/4WRU
Whatever happened to places like Pagran Village, Lainalten, and Amol, anyway? Do they still exist, and I am not aware of them? If not, that's a disappointment of mine that they didn't make it in the game.
Falkreath isn't close to the border anymore, Mt Hrothgar is south of Whiterun, the general layout of mountain ranges and plains... Skyrim's geography is very different.
Amol and Sungard (in that spelling) still exist as forts, but in completely different places (Amol is in the Rift, Sungard overlooks the Whiterun plains from the Reach), Lainalten looks like it could've been renamed Rorikstead, Markarth is much more important than tiny Karthwasten (and looks like their position's been swapped), Morthal and the Hjaalmarch isn't even on that map, and The Pale is now the region around Dawnstar.
So, in the end, they overhauled Skyrim's geography completely.
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@topic: Leyawiin. Of the larger settlements of Oblivion, it's the only one that I cannot remember (without looking it up) how it looked, what was there (except for rain and Argonians), and what the point of that city was.
Bravil cornered the "muddy slum" type of city and did it much better, Anvil was a nice port, but Leyawiin... no clue.
Vivec maybe a pain to navigate, but... There is a mod that adds shacks and wooden walkways and stuff and NPCs to the waterways between the cantons, and there are at least two Open Vivec mods (usually taking the Maar Gan open canton and building things on top). It only takes a look at my framerate (and there's plenty of time to do that) when running these mods to know why Bethesda scrapped the open city.
Although I agree that they could have made the cantons a lot more... appealing and easier to get around.
For small settlements, I don't actually mind them, even if they just exist without any point whatsoever. It would be nice to have the possibility to sleep there (doesn't need to be an inn), but that's it. They add colour to the land, just as forts, dungeons, trees and lakes. I like the small mills and farms around Skyrim, for instance, even if they serve as a random quest target at best.