RE: Hook on High Chair for Trip
I wouldn't bother. You will have a high chair in your room at OKW and also they are readily available at Disney. I think they are cleaner than average at Disney, but your mileage may vary.
I can't help you with Disney transpsort, we always drive to the parks.
If you search in the Baby Bargains Lounge on Disney, you will find a lot of older threads on traveling to Disney with a toddler.
HTH,
Beth, mom to older DD (8/01) and younger DD (10/06) and always missing Leah (4/22 - 5/1/05)