I tried J'R's excellent strategy for a 4* in Monterey on the days of 10/8-10. I'm hoping for the Clement. I don't know if it's because it's Columbus Day weekend, but I wasn't successful at the price point I was hoping for. Here was my strategy: I checked rates, and Intercontinental Clement was $255/night (Friends and Family rate); Plaza Hotel was $270. Marriott was unavailable. Yesterday, using the PRICELINE link, of course, I tried: First bid: Zone 3, select 4*, $99 = rejected Next, added Zone 4, $104 = rejected Then, added Zone 2, $111 = rejected Added Zone 1, $116 -> rejected Today: First bid: Zone 3, select 4*, $114 = rejected Next, added Zone 4, $119 = rejected Then, added Zone 2, $124 = rejected Added Zone 1, $129-> rejected Is it possible that I need to wait until it gets closer to October? And, if I decide to book there at $255 for insurance, will that cause a problem if I continue to try to book via PRICELINE? Any and all advise appreciated. I did check HOTWIRE, but only one 4* came up, and my best guess on that one was that it was the Hyatt with the amenities listed. PRICELINE apparently rates the Hyatt as a 3.5*.