All condescension aside, my first thought was that, in fact, category theory is an incredibly useful tool and language. As such, many of us want to read CWM so that we can understand various constructions in other fields (for instance the connection between monadicity and descent, or the phrasing of various homotopy theory ideas as coends, not to mention just basic pullbacks, pushforwards, colimits, and so on). So it is in fact relevant WHY you want to read it.
As an undergraduate, I started reading CWM, with minimal success. The idea being primarily that, as you say, I had very few examples. I thought the notion of a group as a category with one element was rather neat, but I couldn't really understand adjunctions, over(under)-categories, colimits or some of the other real meat of category theory in any deep, meaningful fashion until I began to have some examples to apply.
In my opinion, it is not fruitful to read CWM straight up. It's like drinking straight liquor. You might get really plastered (or in this analogy, excited about all the esoteric looking notation and words like monad, dinatural transformation, 2-category) but the next day you'll realize you didn't really accomplish anything.
What is the rush? Don't read CWM. Read Hatcher's Algebraic Topology, read Dummit and Foote, read whatever the standard texts are in differential geometry, or lie groups, or something like that. Then, you will see that category theory is a lovely generalization of all the nice examples you've come to know and love, and you can build on that.
Best Answer
Have you tried to read Hirschhorn, but starting on Part 2? -The first part is the real purpose of the book -localization of model category structures-, but more specialized and advanced. The second part is designed to serve as a support of that, more advanced, first part, and contains all the basics of homotopy theory (model categories). I would try, at least, with chapters 7, 8 and 9 -see what happens: I think it's not intended to be a "pedagogical" book on model categories, but a reference for the results on the first part. Nevertheless it is, first of all, systematic, and secondly, quite readable.