Chrissy--We travel 5-6 times a year, and always take one trip to Disney. My ear doctor recommends Benadryl or dramamine and ibuprofin, at the appropriate dosages. It is not to make the kids sleep, it is to dry the fluid in the ear so they don't get earaches! It also keeps the fluid (and thus bacteria) out of the inner ear. Kids cry because they don't know how to release the painful pressure in a yawn etc. when they are on a plane.
You can check the stroller at the gate. Put some identifying sticker/flag on it because you will be made to park it at the entrance of many of the Disney attractions and then Disney workers will park it at the exit. IT means you are finding a stroller you didn't park, and lots of people use your brand of stroller! The rental strollers at Disney are nice, but they are far walks from the buses and trams that get you from the hotel to the park entrance...too far for your aged kids. You have to return them before exiting the park, and the transportation can really be 3/4 of a mile down the way. That walk seems 10 times further when you are exiting. The Disney transportation system makes you line up according to hotels...your hotel spot can be one block down from the closest, which is still a mile or so from the entrance gate! Also, busses can get off schedule, so you may be waiting for a while, so keep some little games, toys, snacks and drinks for the stroller wait as well!
Disney is a great kid place! If you have any q's about your hotel or anything else, just write me. I congratulate you on taking them when they are little--it was so worth it! I have friends who say why not wait til they are older? It's just like Christmas...it is sweeter when they are little and believe the characters they are seeing are real, and it still brings a tear to my eye when I think of how special it was each year. Now we are into the "puke rides" and water parks, and I miss the pirates, princesses and Pooh! (oh yea, a character buffet is really awesome). Have fun! L.