Last year, we stayed in Brooklyn and rode bikes around New York City for a week. We had no car. It was awesome.
I want to do a similar thing in Chicago this year. What are your vacation ideas? Not so much “the dream vacation that I want to do someday but can’t”, what do you want that you might do soon?
To an interesting city with a decent mass transit system and art/history. Bonus points for good photo locations and pedestrian friendliness.
New York fit that pretty well. I think Chicago does too. DC, Seattle, Boston are all recommended. Have not done that kind of trip in Atlanta or Philadelphia, but they are what you want.