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Most dentists will actually have you schedule an appointment for another day if you need more than the standard cleaning, so I wouldn't get all worked up about Wednesday. Chances are, you'll go in and do all the x-rays and stuff, then he'll talk to you about all the things he thinks you need to do. You'll probably schedule an appointment for some of it on the spot, but you can always change those appointments if you decide you need to wait on one thing or another.
A few specific answers:
Different people respond to wisdom teeth removal differently. You could be in a little pain for a few days, or you may be back up and running the same day.
About the bad tooth, I have no idea. That's what dentists are for. If he's any good at what he does, he'll tell you what the situation is and what he recommends. Regardless, better to go now than later when your tooth is unsalvageable.
They may look at you funny, but you can always request that the dentist tell you exactly how much it's going to cost you before they do the work. If you're worried about it, that might be a good idea. They can submit the work to your insurance to check and see how much they'll pay so that you don't get yourself in financial trouble. Generally, though, you probably don't want to wait too long on rotting teeth.
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