Originally Posted by
yyznomad
Every time I've requested side-by-side rooms with a connecting door:
1. My request was always granted
2. I was never charged extra
This was legacy Starwood.
Last time I took the family to the Westin Grand Cayman I asked for connecting rooms in an email prior to arrival. They wanted $150/nt, so I told them "no thanks", but please do make a note in my reservation and hopefully you can accommodate this request at check in.
At check-in time, no connecting rooms were available.
Oh, and SPG Plat didn't get me any sort of upgrade either.