We book our trips just about as soon as we get home. We've done 43 trips so far and the last 5+ years have been doing 2 trips a year, better use out of our annual passes and staying longer, 9-12 nights. We figure if we're going to spend alot to get there, might as well make it a long adventure and relax and see Disney at an old persons pace, we hit 60 years old so we move alot slower. After all our trips, we know which 2 months we prefer, we'll book room only AAA rate and then keep tabs on when the AP discounts come out and do the math, either keep what we have or switch for the best discount. Seems we always have a countdown counter going but we love it. We just came back and are looking for late spring.