Hmmmm I'd say the exact opposite of Crankin.... Leave it long. Middle length/shorter hair is the worst - it gets and looks messy almost immediately under a helmet and is hardest to get looking good again. Unless you are willing to go very, very short, so that it can go spiky, leaving enough to put in a pony tail if necessary is best.

I'm lucky enough to have a shower at work, so I generally just shower there. I have on occasion, when working at a different campus, showered just before my ride so that my hair was good and wet before I left. Since it was a short commute it would not dry all of the way by the time I arrived. I don't ever blow dry anyway, so when it finished drying it looked the same as always. A few other times, when I only had to go in for about an hour and didn't feel like going early enough to shower, I put my hair up in a pony tail and tied it with a scarf to make it a bit more dressy. My hair is curly.