I've seen this complaint a lot and I don't think it's entirely fair. Skyrim is like 90% Nords, it's a cold, harsh land that doesn't see many immigrants, so one could expect a lower population as a result. It makes sense that there would be less cities in Skyrim than other provinces of Cyrodiil.
For instance, if one were backpacking in California and Alaska, you would expect to run into more cities in the milder climate of California than you would in the more unforgiving wilderness of Alaska.
I like the fact that walking from one city to another requires a long trek through the unforgiving country side. Running into a city every 5 minutes would really break the immersion of forging through a harsh landscape.
Also, I like being able to immediately identify and picture cities just upon hearing their names. Each is distinct in their own way. Too many cities kind of waters that down. You'd just end up with like 3 cities kinda-like solitude that are indistinguishable, 2 cities like whiterun that are indistinguishable, and so on and so forth.
I guess it depends on the person. I think most of the "more cities" complaints are by people who haven't played the other games and/or don't know much about the series. It wouldn't feel like you were in Skyrim if it was some sprawling metropolis. I think they nailed the atmosphere.
I Like You, You Actually Take The Time To Post Your Opinion Instead Of Just saying Something Like, "It Has Enough Cities"
I Agree And Disagree At The Same Time. "Humans Have Modular Brains Allowing Us To Have Conflicting Opinions"
I Played Oblivion And Really Didn't Like It. I Really Liked The Castles From Two Worlds. There Were Villages That Were Surrounded By Pointed Stakes Then There Were A Few Heavily Fortified Castles. There Was A War Going On With Orcs And You Could Destroy A City Of Orcs And/ Or A City Of Humans. But That's Off Topic.
I Wan't More Cities Or More Enemies In The Wilderness. In Two Worlds I Was Always Getting Attacked by Something, And I Had Teleports. In Oblivion/Skyrim I Go For 10 Minutes At A Time On Occasion Not Getting Attacked By Anything. Or Discovering Anything For That Matter.
In Two Worlds I Would Place A Teleport, Warp To A City Sell All My Stuff Then Warp Back. In The Elder Scrolls, I Have To Fast Travel And Can Only Fast Travel To Landmarks, Can't With Enemies Nearby.
Two Worlds Being my First RPG I Always Compare Others To It By Those Standards, I Feel Skyrim Is Much Better Done Than Oblivion, But Some Things Ruin It A Bit For Me.