The rate that you recieve for the first day of your stay will apply for your entire stay. Since you'll be checking in during regular season, regular season rates apply for your entire stay. On the flip side, it can work to you advantage if you check in during value season, you can get value season rates during your entire stay even if a more expensive season happens during your stay. There is a way around your problem though... Make two different reservations. Make one reservation for your stay during regular season, and another one for your stay during value season. Have CRO link the ressies, and when you check in tell them about your linked ressies. All you'll have to do is go down to the front desk and get new keys, you won't even have to change rooms!!!