But did you need an ad to get you to do that? Seems like that's the one ad you don't need to see.

That depends on where you see that ad. If you search for that particular hotel on Google, it's going to have an ad from N online travel agencies(OTA).

If you do a broad search on OTA website, then you're likely to book the same hotel that you stayed last time... Thus pushing it up is a great way of getting you to book... But that depends on how much the hotel is contributing in marketing

Surely that would make sense the next time you visit the city, not for the same visit.

There’s some marketing theory about brand reinforcement near a purchase creating a more likely customer later. I’m not a marketer though.

The easiest way to get "brand reinforcement" is to deliver a good product. I will remember them. Right now it seems they want to get "brand reinforcement" through constant nagging which already causes me to dislike the brand.