What cities have the least affordable hotels?
I've found myself with an absurd amount of hotel points, and the chain (Wyndham) charges a flat fee when paying in points, so I want to maximize them by staying in places where hotels are as expensive as possible. As an example, it's the same amount of points for a night in Orlando and a night in New York, but Orlando has an abundance of cheap roadside motels while in New York it's pretty much impossible to find anything of any quality for under $200 or $300 a night.