The lot east of the Holiday Inn should honestly be big enough for a tower. Put the Kimpton there FFS. It’s a half acre lot, can fit a decently efficient parking garage (which is often the most difficult component when making something fit in a given lot - so there should be no reason they have to tear down the Holiday Inn in order to have enough space.
Below is a parking deck design of almost the exact dimensions of this lot.
Slight modification + add an elevator core gives you 53 spaces per level. Seven levels up and you get 371 spaces. Go a level or two down and you can get more.
