We will be there first week in October (have been in October a couple of times). I usually arrange PS when I get to resort, but I have already booked a few for this trip. I had to take a second choice for dinner time at O'Hana's, got dinner at California Grill, could not get lunch at Cindy's, so I booked dinner. My overall October experiences have been that I can usually book same day, sometimes can walk right in. If your heart is set on a particular place, book it. They are very quick and efficient at dining reservations number. Good luck!