The trip by road is easy. If you are going with yoru family you need to ensure that you rest and hence stay one night in Riyadh and anothe rnight in Taif. Youll find plenty of hotels on the way.

Make sure you bbok your hotel in Mecca. After the night in Taif, move to Mecca and do you umra confortably and fully rested.

Note that the umra visa will not open till end of December as the Hajj season has just finished.
Make dua