Free Dining PIN by Snail Mail - help me out w/ lots of Qs PLEASE

[TBGOES2DISNEY]

Okay we are booked for free dining in September when it is really HOT. I just got a free dining pin in the mail today that goes pretty much to the end of the year.

So, DH and I are trying to figure out if we want to switch our dates. We love the low September crowds. It would be nice to go when it's cooler. I need some information on what the crowds are like in October, November, and December. When is Jersey week? Are there other times to avoid? When does the Halloween stuff end and when do the Christmas decorations start appearing?

What kind of temps are there in October, November, December?

Anything else I should consider?

Has anyone priced this out yet to compare to September rates? Mine says free dining for value resorts. Is this the regular dining plan or quick service?

Thanks for your help!

[MickeyMomTo2]

We went Nov. 14-24 last year, and it was wonderful. The crowds were WONDERFUL, except the last weekend, which was the weekend before Thanksgiving. We have also been in September, and I much prefer the November weather. We had some warm days (low 80s for highs) and some cool days (low 60s for highs). Many of the Christmas decorations were up, especially in MK, but not everything. We thought it was a great week to go!

[keywestbride]

We went last year right after Thanksgiving- it was heavenly! We're going again this year at the same time. The weather was cool, but not freezing, crowds were low- it was perfect.