If I'm skiing solo I just boot up at the car and then don't have to worry about it, unless it's below 10 F, then I'll go inside.
If my wife is with she refuses to boot up at the car. She gets cold super easily and it can ruin her day pretty quickly to boot up at the car unless its like 40+ degrees out.
When the wife (or kids) are with we drop off our skis and poles up at the lodge and then park and carry our boots and other gear to the lodge. In the midwest this really isn't a big deal, it's almost always a short walk. One of my sons and my wife don't even have boot bags. They just carry their boots and helmet, and their gloves, goggles and neck warmer are inside their helmet. I did get a boot bag last year and use it, as I often have to help carry my wife's or sons gear a little bit and having a bag that can hold my boot, helmet, gloves, goggles, etc (I can even fit my snowpants in there) is nice.
I might bite the bullet and buy my wife and son a boot bag as well. I just stick it in a cubbie in the lodge after we boot up in there.