Yes, we drove in December from Greenwood, Nova Scotia. It was long, but fun. We made sure we had DVD's for the kid to watch, plus several travel games, discmen and CD's for them, and even took the XBOX.LOL We were taking no chances.

We stopped probably more than we needed....but we visited people on the way. We stopped first in New Hampshire, then in Fredericksburg, VA, then Parris Island, South Carolina (to visit BIL and family). The kids had fun seeing the difference between winter and gradually going to warm weather.
You'll have a blast!!!