Suprisingly, I am a fan of Clint, but have never seen one western flick from him.
What would be your recommendations?
I am thinking about getting The Man with No Name trilogy.

The Man With No Name Trilogy is a required purchase. Some of my other faves: High Plains Drifter, The Outlaw Josey Wales, Pale Rider, Unforgiven and to a lesser extent Bronco Billy.

All of them.

Really.

What Robert said.

I'd add THE BEGUILED although it's set during the Civil War, not the old west and it's unlike any other film that Clint has made.

Well, I have a different opinion... And it's based on my gear. So the question is, what kind of gear do you have? The Eastwood western DVDs range in quality... I own, and definitely recommend...

Unforgiven
The Outlaw Josey Wales
Pale Rider
The Good, The Bad and The Ugly
Hang Em' High

All have anamorphic transfers.... All are very good to excellent films.

Fistful Of Dollars
For A Few Dollars More
High Plains Drifter

Do not have anamorphic transfers... While they are certainly very good to excellent films, I'm waiting for nice new anamorphic transfers on those before buying. There's no reason, at all, for widescreen films to be letterboxed and not 16X9 enhanced at this stage of the game... Sooner or later, they will be released again.

All - Is Two Mules For Sister Sarah anamorphic? I haven't checked out the specs on that one...

It is too bad that the ones you mentioned are not anamorphic, but I will pick them up anyways because they are cheap. I can always upgrade when they do come out with a better edition.

As far as the films go, is there an Eastwood western anybody wouldn't recommend? I know that's pretty much been said in another way, but really, I can't think of a bad Eastwood western. There might be a more proper place to start than another however. With that in mind, I'd suggest the Leone trilogy (Man with no name) first, then......

You know what? I think I can safely say, just watch them all chronologically in theatrical release order. I really can't think of a better way.

And -definitely- watch The Beguiled. It's a gem.

The Good, The Bad and The Ugly!

I do agree with you that there really isn't a bad Eastwood western but there are a few that I don't really care for.

My favorites: The Outlaw Josey Wales (his best in my opinion)
Pale Rider (excellent remake/rendering of Shane)
Unforgiven

My least favorites: Hang 'em High (just too damn slow but it still has some great Eastwood moments)
The Good, the Bad and the Ugly (another slow paced film that has great moments but makes me snooze)
Joe Kidd (not terrible but not great either)

You know, I've still never watched Joe Kidd. Wunna these days...

As for Hang 'em High and GB&U, I agree they can seem longish, but damn there are some great moments that more than make up for the pace. Hang 'em High and High Plains Drifter were always big favorites of mine - as a kid, I wouldn't miss 'em when they came on tv.

And your 3 favorites are definitely Eastwood elevated to another level.

How can you be a Clint fan and never seen one of his westerns?

That's like being a Harrison Ford fan and never seeing any of the Star Wars or Indy films.

Pale Rider
Unforgivin
The Outlaw Josey Wales
Hang em High
High Plains Drifter
The Good, The Bad and The Ugly
For A Few dollars More
Fistfull Of Dollars

You can go with the three westerns, plus High Plains Drifter, Bronco Billy, Pale Rider, Outlaw Josey Wales, moving up you could purchase Every Which Way But Loose, or Every which way you can. Then you can go with the Dirty Harry series with several Magnum guns, he couldn't prevent Sondra Locke being raped along with her sister in a Dirty Harry, "The Gauntlet", "Play Misty For Me" climb into "The Eiger Sanction", then go skywards in his "Firefox" or next week he along with Richard Burton star in the World War 2 "Where Eagles Dare" which is now anamorphic and 5.1 sound, DVD release date 09/02/03. Want to go higher yet you can see him in "Space Cowboys" along with Tommy Lee Jones, James Garner, and Donald Sutherland. How is that, all of which are on DVD. If Rawhide ever makes it to DVD you can see him as Rowdy Yates. I have every movie mentioned above except the one coming out September 2 and that is on pre-order.

The 2 Eastwood westerns that I don't personally care for are Joe Kidd and Paint Your Wagon

My top 5 would be:

The Good, The Bad, and The Ugly
Unforgiven
Outlaw Josey Wales
High Plains Drifter
Pale Rider

Just simply because that is how much I don't care for the Western movie genere. Two weeks ago they had one of the Eastwood westerns on TV (don't know which one) and I really liked it. Anyways, I went out tonight and bought the following:

Unforgiven
Hang 'em High
A Fistful of Dollars
For a Few Dollars More
The Good, the Bad, and the Ugly
High Plains Drifter

Couldn't find The Outlaw Josey Wales or Pale Rider, but I am going to look for them tomorrow.

Since you're really asking for western movie recommendations, moving to Movie Talk.

Yes, it's 2.35:1 anamorphic.

Just watched Unforgiven again last night. What a masterpiece. I almost see it in some ways as an update of The Man Who Shot Liberty Valance, as the movie succeeds magnficently at showing the difference between black and white legends and the gray reality of what things were really like.

I know it gets a lot of love here, but I hate Outlaw Josey Wales.
The script is FULL of memorable lines that are delivered with NO pizazz whatsoever. They sound like monotone line readings. Visually, it's ugly and almost unbelievably depressing. I have never seen a film since that looked like this and I'm happy for it. It is aggressively dreary and depressing. Not in a cinematic way either (like Unforgiven), just in a "I'm having a hard time looking at this movie" way.

Maybe it gets better with repeated viewings, but I was so disappointed with the movie after the great reviews that I sold the DVD off immediately. Go for the Man with No Name trilogy. Even though they were made before Josey Wales, I think that their very cinematic and mythical approach would suit modern tastes better.

Not really... You can probably group the Eastwood western into three categories: the masterpieces, the great, and the merely good. My least favorites would be Hang Em High, Outlaw Josie Wales, and Two Mules For Sister Sara.

Honkytonk Man is being released on 8/19, one of my favorite non-western CLint flicks.