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I have always liked a good padded sleeve in a messenger bag (like a Chrome or Timbuk2). You usually get a good deal of room, I think it more comfortable than a backpack and doesn't scream "I AM CARRYING A LAPTOP"!!!
Depends if you want a messenger bag or backpack style. Personally I have used both, and for carrying a drive and cables etc. a backpack style might be better. Check out some Dakine bags, rugged as hell and lots of storage.