My original accommodations fell through (over-booked), and now I'm driving the family 12 hours west to camp in a friend's backyard in Nashville the night before the event (much lower chance of cloud-coverage west of the appalachians). At this point, everything along the path of the totality, hotels and camping, is completely booked.
The day of the eclipse, my biggest fear is cloud-coverage. So I'll be checking the weather and planning to hit the road at a moment's notice. I worked landscaping in college, and it's not hard to drive one town over to avoid clouds, but with so many people attending this thing, I anticipate a high-probability of traffic congestion.