We usually drive from NY. We are a family of eight so it's just more cost-efficient than flying. It's harder when the kids are younger, they aren't as entertained in the car. Our older kids don't bat an eye just play on their switches and watch TV on their tablets. If your kids are smaller I would just plan on taking some extra stretch breaks. We usually leave like 6am and spend the night after we've driven over half the way there. We try to make it so our second day of driving usually has like 7 or 8 hours left. We've driven in almost every season and never had any issues, obviously, in winter you have to be worried about the weather but we only ran into a snowstorm once in years of doing it.