How should someone set about meditating?
I think it is important to recognize that there is no standard method for meditating well - by meditating 'well', I mean such that meditating 'does you good, that the meditating has a positive (Christian) effect.
Learning how to meditate therefore seems to be one of those tasks which each person must tackle for himself - and this is how it is meant to be.
Of course there are many 'standard methods' of meditation which are taught, and which people practice. There are many 'school's of spiritual practice. But (and each person will need to reach their own judgment on this) I do not find any of them to be effective in the job of making a better person. The feeling or 'vibe' I receive from those people who practice a standard form of meditation, and advocate it - and tell you how much it has changed their lives, is generally not good.
My impression is that trying to standardize and formalize meditation is an intrinsically bad thing - it leads to problems like fakery, spiritual pride, sensation seeking; and it easily becomes a tool for power seeking.
I think we are intended to chisel-out our own method, and that learning how to meditate is part of making meditation into a good and helpful activity (because it can, of course, be the opposite).
For a Christian, there can be some general guidance - in terms of what you are looking-for. Here is William Arkle speaking:
You have something in you which can give you exactly that essential faith. And that something is a little spark of God's own divine flame. It is there. To understand that God's own divine flame is there in you, is the most vital component of what you need to know about this process of mortal life; because once you can read that inner spark of God for yourself, then you can get all the necessary answers for yourself: and then your faith grows into certainty.
From 1:30h : http://www.wessexresearchgroup.org/digital_08.html