Something I regret about the pre-Worldcon thing is that I never took the time to look at samples of art for the artists up for the Hugo.
So I appreciate this link, which gives a retrospective for all the artist Hugo winners through history.
Naturally I really really REALLY love Michael Whelan, who was doing lots of cover art during the era where I paid a whole lot more attention to artists. Thirteen Hugos, wow! Didn’t he withdraw his name from consideration eventually, to let others have a turn? So a classy guy as well as a fabulous artist. His Little Fuzzy covers . . . and the ones he did for Cherryh’s Chanur books . . . and his covers for the Pern books? Absolutely definitive.
A lot of great artists at the link, though, well worth scanning through the whole list.