It truly depends on the kind of services you are buying/providing. If it is a shared-hosting, of course, you may ask more questions or recommendations, expect more help when questions are about hosting. When it comes to VPS, then there raises a question - do you have a managed or self-managed VPS? If it is self-managed, then the questions you can receive answers to are pretty limited. The best way is to ask yourself before contacting the provider:
Does the provider have a knowledgebade, a forum or F.A.Q., where you could find the answer to your question?
Did I try looking for an answer on the search engines?
Is the issue with the hosting or is it somewhere else?
Of course, if there is an issue with the service it doesn't matter what package you have, you should always be able to contact support.