I have categories $ through $$$$ to reflect the price of restaurants on a restaurant review section. Is there a way to say "organize by cheapest" and it will show them that way?? Would that just be alpha? Since the $, I guess, would be earlier on the alphabet than $$$$?? Not sure. Any good ideas?

You can list categories by title. So list category="$" then list category="$$" etc. one after the other. Each category list will run ascending or descending depending on date of post. From there I think you could use the new subcategories function and then list all restaurants under each main category alphabetically with a plugin that allows ordered lists by alphabete.

That's all that I can think of. Perhaps someone else has better insight.