Short hairstyles can be very cute and trendy. Many different types of short hairstyles require very frequent and precise hair cutting techniques. If you are going to go short, make sure that you have an experienced stylist. Remember if you don't like your new style, you will have to a long time to grow it all back.
Ashley Judd is wearing a very cute short hairstyle that falls just below the ear level. The layers in the crown area are kept long, with long side swept bangs/fringe.