Remember that hair grows forever, it doesn't stop. If you go out on a limb, drastically change your hairstyle and end up hating it, it can always be changed to something else, another style or color. Talk to your stylist to see if they have any fun celebrity hairstyles for you. You never know, they may have a style that they have been dying to try on you, but never had the opportunity before. Most hairdressers won't try to push a new style on you (nor should they), but if you ask, they love to share their creative side.
If you are planning on attending your senior prom or your best friends wedding you may wish to have a style that is a bit more elegant. You can find prom hairstyles that will absolutely look stunning with long hairstyles, medium hairstyles, and short hairstyles. There are even some wonderful up_styles, which look great for short hairstyles without having to purchase extensions.