That second stay’s upgrade was offered proactively, but I had to request the first upgrade.
Thanks to my Globalist status I was upgraded to an Executive Suite during my first stay and was upgraded to either an Executive Suite or 1 Bedroom Suite (I’m not sure which) during my second stay. The hotel itself doesn’t have a casino hotel vibe though, instead feeling clean and fresh which is helped by the fact that it only opened in August 2021. This property is attached to a casino called Resorts World New York City, hence the inclusion of that in the lengthy hotel name. Hyatt Regency JFK Airport At Resorts World New York Bottom Line Review