Oh, the Colonnade...
Bostonians are NOT stupid about money. They DO know service. So much so that several joints actually specialize in “being real.” Translation: We’ll actually BE rude to you, in spite of your money, so you feel like you’ve really been to Boston. But those are the exceptions for people seeking the “Boston experience.”
I love Boston. It is the only city in the US I have so far visited with which I’ve felt a natural affinity - Boston always felt known to me even first time I visited it in the late 1980s - just knew my way around the city.