I highly recommend Scotland, PA, which is a retelling of MacBeth set in the 1970’s fast food industry. A first rate dark comedy. Christopher Walken plays MacDuff as a vegetarian police detective investigating the murder of prominent restraunteer Norm Duncan.
Also, I just found that the Reduced Shakespeare Company has released a DVD of their stage production, The Complete Works of William Shakespeare - Abridged. It’s a three man production of every single play Shakespeare ever wrote. With just a few necessary edits, of course. A bit weak in parts, but worth it for their take on Romeo and Juliet, and their four different takes on Hamlet, one of them in reverse.
For a more conventional Bard, there’s Kenneth Brannagh’s Much Ado about Nothing. It’s a decent adaption, despite the prescense of Keanu. I liked Michael Keaton’s Dogberry, but a lot of people felt he was out of place. Still, worth it for Brannagh and Uma Thurman’s Beatrice and Benedick.
For Hamlet, I recommend the Mel Gibson version. Gibson, whatever his other flaws, is a damned good actor, and isn’t afraid to abandon the conventions of the stage play to take advantage of the process of film editing. The Brannagh version is more faithful, but I think the film suffers in the long run.
Ian McKellan did a version of Richard III set in a pseudo-WWII Britain that was highly acclaimed, but left me cold. Still, it is Sir Ian, and is worth a look just for his Son of York monologue.
Speaking of the hunchback, see if you can lay hands on Al Pacino’s Looking for Richard, which is not so much an adaptation of the play, as a film about how to adapt the play. There’s a lot of fascinating discussion by some first-rate actors about what the play means, and how they interpret their characters. Kevin Spacey really stands out, which should hardly be surprising.
Roamn Polanski did a supremely creepy version of MacBeth. Weak in some regards, but Polanski really played up the supernatural elements. Not really a remake, in that it is set in the appropriate era, but it’s still Polanski.
For lighter fare, try this version of A Midsummer Night’s Dream. Kevin Kline absolutely nails Bottom. (That sounds a bit dirty, doesn’t it?)
You could argue that The Lion King is an animated Hamlet, but I think it’s more of a remake of Bambi starring carnivores. Besides, it has a happy ending. It’s not Hamlet if more than one major cast member is still standing by the end.
And, of course, don’t forget about Rosencrantz and Guildenstern are Dead. Tom Stoppard does Hamlet by way of Waiting for Godot. Doesn’t get much better than that.
And, what the hell. Shakespeare in Love treats the Bard the same way he treated his own “historical” characters, with good result.