YMMV, but this is why I still use a Mac--because even Windows 10's high-DPI support is messy and not great. Applications act inconsistently and Windows is straight-up bad at handling different DPI on different devices (and when you've got two 27" 2560x1440 panels and the laptop's own panel, this is a pretty significant problem).
Logitech headphone software on 5k screen vs Chrome -> https://drive.google.com/file/d/0B4joq2oW_zHBLXJLa2d1MEhlbTJ...
Sorry, rant over, had to get it out.
But I do use both Mac and Windows regularly and they both have their quirks, but personally I find Mac to be more polished, but Windows is catching up and Apple has been slacking recently.
On OS X, I've literally never thought about DPI.
What trouble did you have? It's pretty great for me.
macOS has never been more stable or developer friendly
The OS is fine, although largely in maintenance mode. The hardware value is poor and has gotten significantly worse in the last few years. I'm typing this on a retina iMac that I'm very happy with, but if I had to replace it there's no Mac that I would consider now that Windows has decent high-DPI support.