We are all set to fly to NJ next thursday and drive him home. Thank you all for your advice I now have a HUGE Chewy order on the way (looks like we are moving at the end of May too so the boxes will come in handy lol) We opted to get a small crate so that a) he's safe b) we adhere to the laws of all the states we drive through c) I think at night in a hotel, its gonna be the best option! I have pee pads and towels and wipes - basically I'm checking a bag up to NJ that will be 95% puppy supplies and a change of clothes for my husband and me. We are also definitely going to be documenting the entire trip so stay tuned for pictures!!!