Pagan Gods try to survive the Judeo-Christian apocalypse by trapping Sam and Dean, probably to strike a bargain with Lucifer et al. Gabriel, formerly known as Trickster, shows up and saves the day , but, alas, he dies here at the hands of his own brother and leaves the Winchesters with an important message: that the rings of the horsemen will bring about the fall of Lucifer.
So, in honour of the gutsy, heroic archangel and one of my favourite characters, the fave moment here has to be Gabriel taking on Lucifer.
The Devil You Know (5.20)
The first of a three part finale. one more step for Sam towards saying Yes to Lucifer. In fact, he come up with a brilliant, yet bloody reckless plan to knock Lucifer back into his cage.
This is another magnificent proof of Jared's development to being a wonderful, grown actor with mastering the subtle layers magnificently. It's what he doesn't show but makes us feel that there is so much underneath.
My fave moment here is the Supernatural Fight Club at the end of the episode.
Dean: All those angels, all those demons, all those sons of bitches. they just don't get it, do they Sammy?
Sam: No, they don't Dean.
Dean: You see, Brady, we're the ones you should be afraid of.
Two Minutes To Midnight (5.21)
Castiel is alive and very human and back just in time to save Sam and Dean from Pestilence who set up his lair in a sad home for the sick. Death shows up, one of the best introductions to a character ever. Sam learns he needs to drink huge amounts of blood. Crowley returns to Bobby the use of his legs (I still don't trust the demon, yet. Perhaps he will be back in Season Six, well, doesn't he still have Bobby's soul in his bag?). And , Dean receives the final ring from Death himself, after lying to his face..
So hard to choose favourite moments here. I could throw in all kinds of screencaps. but I'm just gonna take two, being shallow here:
Sam shooting the Croatoan-infected people in the warehouse , he just looks awesome and grown-up here.
And: Dean's expression at the very end , so much there. another brilliant actor conveying volumes with one glance only.
Swan Song (5.22)
The end of Season Five. The probably best episode of the show. There is no favourite moment here, as every scene is a favourite one. So, I'm going to just put an arrangement of pictures and sequences that crept into my bones like a welcome disease of fear, danger, tears, love, courage. This whole episode made a wreck of me. I'm still recovering.