For major releases like sierra -> high sierra it pays to wait 2-3 weeks and check around on forums for any issues. I had a few issues with some drivers going from Yosemite to El Capitan. My Sierra to High Sierra upgrade had no issues though. I have noticed bugs in the upgrade process have generally declined pretty steadily since I first started hackintoshing with Mavericks.
I never had any issues with minor releases with Sierra or High Sierra.