I had to pick Dr Strangelove, though it's really a complete tie between DS, A Clockwork Orange, 2001, Eyes Wide Shut, and The Shining.
There's no problem picking my least favorite Kubrick film, though. Barry Lyndon wins that honor hands down. Jeee-ZUS. Three and a half hours of SLOW historical period drama. Don't know what the old man was thinking. Kubrik-style pacing works when there's stuff to soak up the extra brain cycles (the style, world, and look in A Clockwork Orange, the humor in Dr Strangelove, the violence and loss in Full Metal Jacket, the sexual and emotional undercurrent in Eyes Wide Shut, etc). When there's nothing but costuming and funny language, it's not engaging and slow. It's just slow.
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