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The Quick Draw page mentions Eastwood shooting four men in one draw in the Dollars Trilogy. Unfortunately it doesn't say which of the three films that happens in, and neither do the films' pages, but assuming it's the same incident that at least narrows it down some.
EDIT: But if they're talking about this scene from A Fistful of Dollars
, it doesn't seem to be the same incident after all.
Yes, sadly that is not the scene I'm looking for.
That's The Outlaw Josey Wales. It's probably the most iconic scene in the movie.
(It's even on the Quick Draw page, I just didn't keep looking after I found what I thought was the answer.)
Just checked and that must've been it. The scene plays out fairly similarly, Clint Eastwood is there and it's from a movie I've definitely seen before. The other details I probably misremembered. Kudos to you both!
I believe this one starred Clint Eastwood, so it's definitely not from any recent western.
The scene is outside, somewhere on a hill. I'm thinking there was a nearby tree or something. The movie's protagonist is doing something, probably farmwork, when he is approached by four men, all on whom are on horseback.
They talk for a bit, and a gunfight ensues. As is classic for the genre, our gunslinger shoots down all four pretty quickly before they can get a single shot off. Another character comes up and is surprised the gunslinging hero was fast enough to outshoot four people. The hero responds by pointing out a couple of things he observed, assessing the overall experience of the men he just shot, taking in the type and position of holsters they were wearing and such. Then he quickly figured out who would have the fastest draw and shot them all in order, from highest threat to lowest.
For what it's worth, I believe this was some kind of second-act scene. There was still a lot to the movie after this scene, at least.
That's all I've got.
Edited by Freshmeat