I have never gotten a better deal booking more than 2 months out. prices are pretty stead from the 14+ day mark. Under 14 days they typically go up drastically until the 1 day mark to get a last minute deal (if you are lucky). I would wait until much closer to time, espically if you are counting on scoring a deal for the room. Sounds like your travel dates are flexible so I would wait. Airline rates seem to have really dropped drastically today (the 5th), I'm checking daily for our Honeymoon trip (march) with several sites (in several destinations) and they went down about $50-60 per ticket from 2 days ago. It's like playing the lottery but I always stalk prices of tickets for at least 2 weeks before booking airfare and notice trends.
Also w/ the economy being 'slow'travel is one of the hardest and fastest hit areas, look for airlines and resorts (ike Disney) to offer better deals to coax people out of thier money. Financial predictations were that after holiday travel is offically over (which was sunday) tickets would drop and specials start popping up, seemed to come true for me so far.