We've been the first half of October for 4 out of the last 5 years. It is shorts weather day and night and warm enough to swim in the evening. Usually it is warm, but not overly hot- but sometimes it is still hot (not July and August hot, but hot). It is hurricane season and we did hit a hurricane one year and got stuck at the resort with the parks closed for a day and a half. That is really rare, but it has happened twice in recent years. Food and Wine at Epcot is great, but I agree with the PP that said to try to avoid it on the weekend-- it gets really crowded. MNSSHP (requires an extra ticket) is great-- adults wear costumes too and one of our favorite things is to see what the adults are wearing. The crowds are moderate. We were going in December (before the Christmas rush) before we switched to October, and October is more crowded than that, but definitely manageable. We have also been in May, early June, and the week between Christmas and New Years. I would say for crowds, October is more comparable to early June. Of course, the question will be whether Star Wars opens by then. I will say typically when they say "fall" the openings have been after our trip, but you never know.