Just my opinion, but I think you're over thinking things. In production, whether one war or many wars, you're not going to have a lot of debug logging going on. You're only going to turn that on for whatever code is giving you problems lest you negatively impact production performance.
When you look at it from this point of view, I think it should be apparent that burning cycles to set up and maintain separate logs will only take cycles away from real development activities.
