In general, DLR doesn't require as much planning as WDW. So, yes, it's much easier to just "go with the flow" and not try to over-plan things. That's actually one of the things I like about DLR; I don't feel the need to plan everything like I do at WDW (more so now with the addition of FP+). Try to see it as a positive (I know it's tough when you're used to planning a WDW vacation).
Yeah, unfortunately, October's hours are all over the place historically. DL opens at 8:00 am, 9:00 am, or 10:00 am (depending on the day) and closes anywhere from 6:00 pm (on MHP nights) to midnight (weekends). The best rule of thumb is that the park will be open longer on weekends (e.g., 8:00 am to midnight) and it will close early (6:00 pm or 7:00 pm) on MHP nights.