I'm not sure if this is a question specific to my situation or if a more theoretical question. So, I've read about hotels.com and their welcome rewards program, as I have booked with them previously, but never signed up. I'm a Platinum IHG/PC member, and need to gain probably another 40,000-60,000 points or so for my goal. I also need probably another 80,000 AAdvantage miles for the same goal. So, I'm wondering what the best way to book these hotels are? Bloggers seem to focus on how to redeem miles already earned, and not how to maximize earnings to get to redemption time outside of credit card churning. I do understand that it's a marathon and not a race, but there still has to be some best practices for maximizing everything you want. Here are some of my questions: 1) (though I think I know the answer) Can I earn hotels.com nights and/or hotel points or airline miles, or is the hotels.com rate a non-eligible rate for most, if not all hotels for points/miles? Seems like it would be a good way to double up. 2) Could I double up by using ebates or another cash rewards site that sends you to the actual hotel portal to book the room? 3) If all of the above is negative, are there any double up opportunities of any kind? 4) I'm trying to get AA miles over everything, and they don't seem to have a great mileage program for hotels. Are there alternatives? Can I get BA avios and convert those into AA miles somehow? For example, my goal is 200k AA miles. If I have 150k AA miles and 50k Avios, does that translate the same way?