re: Booking a Hotel..your go to?

Hyatt has best rewards program to get good value out of your points, and as mentioned above easy transfer from Chase. Hotels.com is best "free agent" site, as 10th night free is essentially 10% off booking instead of having to deal with points. Can usually find gift cards on sale, and use a shopping portal if you're really looking to stack. Booking sites and the hotel directly will usually price match too, so you can book at the site you actually prefer to use and just make them match the cheapest price.