Alright I'm just gonna summarize Oblivion up.
Oblivion had some great quests indeed, was more in-depth in terms of character building than Skyrim is, and made some necessary steps vital to the progression of the series, but... and this one's a fat***, the level scaling just completely BLEW. Another problem with it was the Oblivion gates. It was a boring, mandatory dungeon that was required slogging through. And it really blows that they did it that way. I don't know why they just didn't make a whole other land you could explore and the Oblivion gates that would pop up would warp you into different parts of that land. Now you'd have two awesome worlds to explore and it wouldn't be nearly as tedious. Maybe it was just too much work? Who knows. There's also a lot of small things that irked me about it but this is already getting pretty TL;DR so I'll just end it here.
And now Skyrim.
While I will agree that Skyrim suffered from some blandness in its environments, it made up for it with pretty much everything else. The character building was greatly streamlined, the AI was improved, no more in-your-face conversations, combat was done nicely, etc. And they added a lot of awesome things to it. The shouts were a great idea for one. Dual-wielding was also incredible. Perks, a feature originally in Fallout, were also incorporated to great effect. All in all, it made some massive improvements and awesome additions plus the expansion packs were also good fun.
Oblivion had some great quests indeed, was more in-depth in terms of character building than Skyrim is, and made some necessary steps vital to the progression of the series, but... and this one's a fat***, the level scaling just completely BLEW. Another problem with it was the Oblivion gates. It was a boring, mandatory dungeon that was required slogging through. And it really blows that they did it that way. I don't know why they just didn't make a whole other land you could explore and the Oblivion gates that would pop up would warp you into different parts of that land. Now you'd have two awesome worlds to explore and it wouldn't be nearly as tedious. Maybe it was just too much work? Who knows. There's also a lot of small things that irked me about it but this is already getting pretty TL;DR so I'll just end it here.
And now Skyrim.
While I will agree that Skyrim suffered from some blandness in its environments, it made up for it with pretty much everything else. The character building was greatly streamlined, the AI was improved, no more in-your-face conversations, combat was done nicely, etc. And they added a lot of awesome things to it. The shouts were a great idea for one. Dual-wielding was also incredible. Perks, a feature originally in Fallout, were also incorporated to great effect. All in all, it made some massive improvements and awesome additions plus the expansion packs were also good fun.