Can anyone share some insight as to why 寒假开始什么时候 is not an acceptable order for this sentence?
Time is usually the first thing mentioned in Mandarin sentence structure (if not the subject). Since 什么时候 is asking about time (When?) It must go either in the very beginning or right after the subject (你).
Sorry... The subject in this case was the winter break or whatever.
什么时候寒假开始 should be accepted
That's whatI wrote!