As others have said, the nature of the drive plays into it.
Out west here, as soon as you leave a metro area, it's 80mph drive on wide open road. I don't mind that at all. Driving over the mountains is beautiful.
However, in winter I always fly. You never know what conditions will be like several days or weeks ahead.
Heck, you don't know what the conditions for return in a few days. The roads may not even be open.