My title of choice would probably be Daggerfall because it’s just so ambitious and truly offers an experience none of the other elder scrolls games offer. That being said it is kinda an example of a sequel eclipsing it’s predecessors as well given it is more or less a straight improvement over Arena in every way.
Ahhh Daggerfall! I worked for Virgin at the time, who distributed that outside US. So many initial bugs we got calls on. Something about Werebears I kind of remember as being one of them haha. Great game though.