I'll be going from TX to TN, just under 1000 miles end to end. Mapquest says it's 16 hours by car, so I figure longer time-wise trailering. I have a water tank and plan to get him used to beet pulp or those new purina soaked hay blocks beforehand, and he normally takes good care of himself, so staying hydrated should go as well as could be hoped. I'll also be carrying the menagerie of other critters with me, but I've done that part before, but I was just hauling a cargo trailer that time.
I am trying to decide if I should stop halfway at a horse motel/fairground/etc (have some good links for those) or just drive on and get it done and over with. Both have their advantages- being able to get him off the trailer (though he trailers well), get some rest (hopefully) and take it easy over two days sounds nice. The cons are, I won't actually rest well worrying about all the critters, having to load/unload everyone, and dealing with reservations/directions. I almost think it'd just be easier to drive on and just pull off at a rest stop and take a short nap once or twice- then I don't have to deal with loading/unloading the horse and all the other critters.
In a 2H slant, should I have him ride loose? Or how I normally do- in the front slot with a trailer tie? He is happy eat and to pee in the trailer, for better or worse.