Seems like a no brainier to me.
There is a park over by I-5 we can stay at
This does not have to do with unusual punishment because homelessness is not a crime. There is no punishment for being homeless. The court should rule that there is no crime, but they could decide that restricting access to public land by local government is legal and that fines are not unusual punishment. A persons' housing status being irrelevant. And being homeless is just the shits.
The court pays their maids well enough that their maids don't sleep under bridges. Might be some sympathy there, but the US Supreme court's primary purpose is to defend inequality so I give it a 50 / 50. That is not a misprint.