Winders don't keep a watch accurate, they keep the movement wound, so you don't need to re-set the time. If you wear the automatic watch daily, it should stay wound (charged) and if accurate in the first place, stay accurate. I have about 25 automatic watches; several quartz. I have one winder (for 2). I leave it empty.
To answer your question though; I don't think it matters much. A $50 winder will do the job. A $1,000 winder will do a marginally better job with more flexibility.