It's not a bad beginning. I can see where you had a few issues with positioning, details & the like. Still, if I saw a guy at Faire in this getup I would have to salute him. For some reason I always tend to think of Bard as being dark-haired, but maybe that's just the residual influence of Rankin-Bass?
I did like his fuller, less trimmed beard. Sort of saying that Bard is a descendant of rulers, so he takes some care with his appearance, but he is too busy to trim up a pretty goatee. The beard also seems to give the sort of serious attitude necessary to handle Smaug's reappearance, since he is the wet blanket of warning.