We've been several times in October and we've always been lucky with the weather and crowds. Added to that, we have spent our happiest WDW days at the International Food and Wine Festival, so it's definitely our favourite time to go.
I have read of some people hitting busy patches for one reason or another, but I think it's probably difficult to anticipate every eventuality. My advice has always been to avoid Early Entry days. It will be interesting to see how the Extra Magic Hours evening test works out and whether or not it gets extended.