Originally Posted by eelozano
As for the tires...I have them at the maximum recommended pressure.
I understand that. But you can get different tyres which will have different max pressures. Since you're also only riding on pavement, you might want thinner less knobby tyres (slicks or semi-slicks). Look for something in a 26x1.5 size or maybe even thinner (26x1.0). You should be able to pick up a pair for around $15 each.
Originally Posted by eelozano
I have not been fitted for the bike...how would I go about doing that? Should I just walk into the LBS and say I want to be fitted?
Sure... why not? They may charge a little for it. Ask them to also make recommendations for things like a new stem if needed to bring your handlebars up a little higher, etc...
Originally Posted by eelozano
I'm liking your last idea about just going around to various shops and testing different bikes. I'm lucky enough to be in a bicycling town (Hilly 100, Little 500, etc) so there are several different bike shops in this small town.
Explain to them what you've said here. A good shop should be asking you these same questions to try and determine the appropriate bike for you. At least now you have thought out a few of these answers so you can help make the process a bit smoother. BTW, test riding bikes is fun. Enjoy it.