Which is the stronger Lewis base, and why?
I'm thinking that the answer is "it depends." With regard to the hydrogen proton, which hydroxide ion is obviously the stronger Lewis base. However, with regard to other, more complex Lewis bases, the distinction may not be so clear, as hydroxide ion has several lone pairs (three) and these can weaken the stability of Lewis adducts through lone pair/"bonding pair" (the pair that forms the coordinate covalent bond) repulsions. Ammonia only has one lone pair so there isn't an issue of lone pair/"bonding pair" repulsion.