For me, there are plenty of options in 27" road tires. Brand, look, width, etc- plenty of all for me. And they are $15-50 most of the time, so its not like they are expensive or something.
I have converted a bike from 27s, but that's because the rear hub crapped out and couldn't be fixed(due to it being dead tech). If the wheel had worked, I would have kept the bike on 27s.
I am no princess with a pea, so maybe I am not discerning enough, but I don't notice a ride difference between 27s and 700s. The size difference is just too nominal for me. Tire selection, for me, makes a significant difference and way more than such a small change in wheel size.
I will say I noticed the standover height is different with 700s on, but that also is because the tire size I got is a little more narrow, so the tire height plus wheel size made probably a 1/4" lower standover height. I notice it really only when that bike is next to some others of mine.