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stuff like No Country... and The Assasination of Jesse James. Planning on going on a DVD buying spree.
If only there was a short and snappy name for movies of this genre
The 3 burials of Melquiades Estrada
Though it's not necessarily really what you're looking for.
The Proposition, even though it's set in Australia
Ed Harris' directorial debut I think with Vigo Mortensen is worth a watch. It's set at the tail end of the Wild West era.
Also, there was a thread I bookmarked a few months ago with some good suggestions on: http://drownedinsound.com/community/boards/social/4154893
at the risk of sounding obvious:
The good the bad and the ugly
The Searchers (if you're going to watch just one, it should be that)
High Noon (one of my favourite films of all time, and my favourite of the genre, but it's kind of an anti-Western in a sense)
Man of the West
The Man Who Shot Liberty Valance
The Man from Laramie
The Ox-Bow Incident
Bonne and Clyde
Butch cassidy and the sundance kid
Five easy pieces
Killer of sheep
Probably more 'Americana' movies than Westerns
Definitely watch Butch Cassidy and the Sundance Kid. Lemonbrickcombo is in it.
Also, Southern Comfort, it's more deep south than western, but definitely violent, and bloody amazing.
by Sergio Leone
I haven't watched them in ages but I loved the young guns' movies as a kid. EMIIIILLIOO!!!
has a teenage will oldham in it, but dont let that ruin it for you - its dope