after you talk to Cain about the corupt baron you go to the jailor and ask for the release of the beasts and he sends them to the Orchard. But according to your walkthrough it skips a whole lot the escape of other beasts and such?

It's about picking the human or beast path. Beast path is way more easy to do than human path and ofc since both paths have different tasks to do you will miss a few things if you only play one path.