We're north of Boston, and usually leave at about 8PM. We get the kids in their pj's and tuck them in the car seats. DH used to drive a big rig, so we do the trip in one long haul....straight through door to door in under 24 hours. The kids did marvelously!
By leaving at 8PM, we miss Boston rush hour, and we're south of DC before their morning commute starts. When the kids wake, we stop at the nearest rest area, usually about half way through VA. We dress them for the day, have a picnic breakfast that we packed in the cooler, wash up, run around for a while. Back in the car, and off we go until lunch time. Same deal, picnic, restroom break, exercising. A new playground ball at
WalMart is under $5 and can be found with a Disney character on it, making playtime themed time
We obviously put most of the difficult driving behind us over night. We switch drivers about every 4 hours, even over night. One drives, the other rests. Breaks every 4 hours are a pretty good space for kids too. Over the years we've driven with the boys at different stages, from age 2 (before our younger son was born) to a 3yr old with a 9 month old, and a five year old with a 2.5 year old. They've always managed the trip well, maybe we're just lucky
The suggestion of stocking up on small toys/crafts from Dollar Tree is a good one. Also, our McDonald's will usually give out extra Happy Meal toys when they're getting ready to switch over themes. Just ask! Free toys, very cool! We also do the movies in the car, but we just use the lap top with DVD. We have a ac/dc power converter, so we can plug-in no worries about the battery charge.
We prefer to drive, love having our own car in WDW. This year, due to vacation restrictions, we're going to have to fly (DH HATES planes). I gotta look into this "Ding" thing too, I guess......
