You might not be that far off being able to ride at least some of the little winding trails. Perhaps you could figure out one that just has one or two uncomfortable sections, and incorporate it early, but nor right at the beginning of one of your rides, so your are into bike riding mode, but not yet tired, and keep incorporating it into several rides. You will likely after a few tries get to the point where you have sort of learned how to cope with that specific harder bit. Move on to a different small trail with a slightly different problem area. Some of the learning is dealing with a specific problem, knowing in advance just what is coming and being able to focus on it, but after doing a number of different problems the mind will have already done some magical generalization. I think it is a little like rock climbing where working repeatedly on a specific problem that is initially just slightly beyond your capabilities will usually yield results with time. Or on the other hand, since the biking seems generally to be yielding pleasure, sticking with the simpler stuff and just getting out regularly is undoubtedly fine also!
I can ride some of the trails, but there just are places where it's beyond both my skill level and my comfort level. And while I could certainly improve, and while there also is certainly an element of enjoyment in dealing with a challenge, the problem is one of the risk of bodily harm.
All but a couple of times the hard sections were very short but steep uphills, total vertical 10 or 20 feet, but all roots and usually a hairpin turn and some trees too. Most of these I just decided I couldn't do it. The problem is that the more you attack, the greater the problem in getting off safely if you don't make. (Remember, you're not dealing with an agile youngster here.) First priority is not to do any damage. Getting to be a better technical rider is a much lower priority, if a priority at all.