As far as I know, you will have 2 bookings but if you are in the US/Canada, you can earn points on multiple bookings: At U.S. and Canadian hotels (except InterContinental Alliance Resorts), you can collect points or miles on all Eligible Charges for multiple hotel rooms (less than 10) provided those rooms are used in conjunction with the member's stay at the same hotel, and that their IHG® Rewards Club member number is recorded on each reservation, or the charges from those multiple room reservations are referred to on the hotel room bill associated with the member's reservation.. However, not sure if this applies to rooms with different lengths of stay.