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?
I did this in Chicago: find a deal on a hotel as close as possible to to lake then walk to the stuff on the lake like the aquarium, art museum, etc. Bonus is great restaurants nearby too. Also walk the river to/from the lake. There’s also the beach and navy pier if those interest you. Awesome vacation.