I think that's quite usual for hotels with "special" rates. Most of the time a special rate requires payment at time of booking, so 60 days out - paying in late January, I think? - is actually quite a good deal.
Don't get me wrong, I think the rates are great, just not keen on being out of that much $$$ if Boston has the kind of winter it had last year and Chicago has the kind or crappy winters it has been known to have making it hard for me to get Boston. I'm going to SA and the hotels with the special rate have a normal 24 to 48 hour cancellation policy and they are not precharging for the stay in advance. I have seen hotel offer special rates that you can pre pay for and have taken advantage of such rates, just not months in advance. It is what it is.
I guess given the distance you are traveling Karne and you are not worried about it, it should probably worry less. In a pinch I could always drive.