I'm not an expert, nor did I sleep at a Holiday Inn last night, but that first screenshot has a red ERROR at 1:28 AM that says application hang which I believe is a generic response for a program that has stopped responding. Try clicking on that error and see if it gives you the details below of the program that stopped responding. I'd bet that is the source of your Surface not going to hibernate, because this program is locked up and still running, preventing the hibernate. Kind of like when you try and power off a computer and you have that program that is not responding and Windows prompts you to wait for the program to respond or to force the shut down.