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See, the thing is that you can wear layers, but you can't cover everything without looking like a lunatic. Specifically, your face. Unless you really want to go to and fro with a ski mask on.
And that's the thing. When I'm really hot, I'm uncomfortable, sure. But when I'm cold I want to get to wherever I'm going ASAP. There are a lot of reasons, really, though. I prefer the atmosphere in Summer, the discomfort of being inescapably sweaty to being painfully frozen ('cause I have AC and fans :3), and hot rainy days (not necessarily to snow, but hot rainy days have a cool sort of visual effect, they're really soothing.) And I don't like Fall, for many reasons, but the usual cool that borders on cold is part of it (combined with the rain, which just makes for a gray, sluggish feeling season). But most of all...cold mornings. They put a nail in the coffin. I hate, hate, HATE cold mornings.
Then again, this all really depends on where you live. One person's Summer's another's fall. But regardless, my reasons are pretty subjectively subjective.