If I am reading you right.....you have a room only ressie and a
free dining pkg booked back-to-back at the SAME resort? If this is the case, yes. You can do online check-in for both but I would not do so. I had this same scenario last fall and was advised by the CRO to use regular check-in so that the front desk could ensure that we would be able to stay in the same room for our whole stay. There is a bigger chance of a miscommunication causing you to have to check-out of current room and move to another room for second part of stay if doing online check-in. HTH