It depends on the golfer. But in my personal opinion, when you buy Callaway, you are paying about $200 for the Callaway name on their clubs.

I like and play Cleveland irons but I'd never play Cleveland woods. I prefer Taylor Made so I carry a Taylor Made driver and 3 wood. I don't know many people who's clubs are all from the same manufacturer. I've got Cleveland irons (SW-2I), Taylor Made woods, Titleist lob wedge and Ping putter. I can't help you with Callaway.

Just my opinion: I don't care much for Cleveland; tried them, don't like'em. I use Ping myself(irons), Callaway steel head fairway woods, and a TaylorMade R7-try each one out, see what fits you.
Keep your drive straight? Hook or slice? Try slowing your swing down on the way back; explode thru the ball at impact. Always take a deep breath before you swing to relieve tension.

Realistically only you can answer this question. See if you can get your hands on a trial set of each and have a go. You are always going to find people that like/dislike both sets. Personally i have a set of Cobra oversize (they don't even make the model anymore) and i love them. However i know people who have had a go with them and don't like them.

Find a set that you feel comfortable with. Make sure that you are getting good contract with the ball on all your shots. If you still like the feel of the club head through the ball on one set over the other then you have your answer.

Hope this helps/you are able to get a demo set.