There is one passage that particularly affects me: "The Scholar's Tale", which is actually more a parent's tale, where one of Simmons' protagonists has to deal with the physical and psychological regression of his daughter from the age of 27 to babyhood. This is uncomfortably close to my own family situation.
The other novels shortlisted for the Hugo in 1990 were Poul Anderson's The Boat of a Million Years, George Alec Effinger's A Fire in the Sun, Sheri S. Tepper's Grass and Orson Scott Card's Prentice Alvin. I have read the last two of these, and Hyperion is better than either (though I enjoyed both books). I thought I had read the Anderson as well but the synopses I find online don't ring any bells.