If you're planning on reading the entire series it's best to read them in order, but if you're just sampling one or two books it doesn't matter much.
I read Hogfather first and then started the series in publication order. I read one or two of the books every few months and I'm up to #26 right now. It's beginning to get a little repetitive so lately I've been waiting longer between readings.
Hogfather is still my favorite.
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