If I upgrade my tickets at the gate, will it affect the free dining on my package?
Once you check in your discount is locked. Upgrading your tickets won't change that.
As far as what you're wanting to upgrade them to, if the price of the upgrade is more than the ticket you purchased I don't see why there would be a problem. I've never done it myself though. There is a ticket sticky in the theme parks board that might answer your question.
DisneyFreq said:yes Ive done this on several occasions and plan to do it again in November. As long as your upgrade includes a "upcharge" they can do it. I upgrade my tix to a Florida Seasonal pass. The two day tix I purchased in my package count as a deposit so I do the payment plan ($48ish a month for 4 adults)....nothing to pay at the gate
Great deal!!