FYI The reason she was shoplifting was because she had been given a bunch of serious drugs from a quack Doctor called Jules Mark Lusman. Turns out he's extremely shady and had been abusing his ability to prescribe drugs for a long time and the shoplifting incident had brought this all to light. He ended up with permanently losing his medical license; which is a rare punishment for a Doctor in the USA.
Basically, she was a victim of a shady celebrity doctor was all kinds of fucked up when she was shoplifting. I feel bad for her as this is the only negative thing I've ever heard about her.
Oh and the court found out that guy had also been prescribing Demerol, Ambien, Xanax and syringes to Courtney Love in the summer of 2001. I assume Courtney hates Winona for getting her drug dealer in trouble.