I'm pretty new to this who thing & am getting ready to do my second credit card churn asap... As of now, I've got the airline point thing figured out, it seems pretty straightforward. When it comes to getting hotel awards though I'm lost!! My goal is to be able to fly & stay cheap (or free) at least once per year at a nice location w/ my family of 5. I can figure out how to get us there, but can't figure out which direction to go w/ hotel points etc.... I've found that I can get close to 100,000 hilton points (or 200,000 points if my husband applies for the same cards), but from what I can see, this will only get me 2 nights at a decent Hilton.... I also have a citi card that I can get $100 Hilton rewards w/ relatively cheap..... Should I go this direction or is there a better way to go about this? Does anyone have any suggestions??