Like tigersharkdude said, it is sometimes aggravating. I just did it again last night and hadn't done it in a while and it took me probably a dozen attempts before I got it. I found the easiest way was to jump on the barrel, ease slightly to the right while facing the wall, then hit forward and jump AT THE SAME TIME. Timing has to be dang near perfect and you will eventually get up there. My biggest problem was then getting through to fall out on the outside of the wall. I found it much easier once you are up on the wall to crouch down, walk along the top of the wall over the barrel you just jumped from and fall out the side behind the barrel. Hope the diagram below helps.i cant jump up there any tips!?!?
i cant jump up there any tips!?!?
this might be the most awesome glitchFollow this link and it will show you how to get out of Whiterun and go underground to a chest with very useful items for lower levels and is also a good way to get easy money. We waited a week for it to refill and you have to fast travel somewhere else and come back in order to get more items.