In all honesty, for me the real ending of the show was the last episode of season 5. As far as I am concerned, that's the "real" story of Sam and Dean Winchester -- the canon, if you like -- and everything after that was apocryphal. The show was just so much better those first 5 years.
That said, while I've still enjoyed the later seasons, and liked the last episode, I think episode 19 of that season makes a better ending to the show: the heroes defeat the Big Bad, the world is put right again, and they literally ride off into the sunset. Classic ending for heroes. Episode 20, was well done, but a little too obviously fan service, Dean just conveniently dying in such a way that he has time to say to Sam, all those things people never get to say before it's too late. Sam goes on to live an ideal, happy life and he and Dean meet up again in heaven, where they're reunited with all their closest friends and family, and it's perfect.
I also don't like what the episode implies about Dean: that he really wasn't all that good. That maybe he was only successful because Chuck/God was writing his story, and he just had plot armor. I mean, very quickly after he and Sam are free of Chuck/God writing their story, and it's all on them, Dean gets killed by a fairly low level monster of the sort he's killed dozens of. It just seems like a weak and unsatisfying end for a character who's taken on and beaten several of the most powerful beings in the universe.
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