For television shows you should move beyond just the Animated Series:
Batman Beyond takes an interesting but very dark approach to Batman:
The Return of the Joker, uncut I believe is one of the best animated features I've seen in a long time. It also picks apart Bruce's relation with the Joker at the end.
As for Batman Beyond the television show:
Out of the Past is an interesting take of Batman
Both Rebirth the series opening is also well done as well
And then you got some great justice league episodes as well...