Many women link short hair with low maintenance and practicality.  My experience with this varies.  Some women have been very happy with the change and some have not.  Keep in mind the following:

• If you wear ponytails, few other hairstyles are more practical than this simple option.  It looks acceptable and only takes seconds.  Long hair takes much longer to wash and dry than short hair, however.  Some women say it's a toss-up as to whether short or long hair is easier. 
• A bob is a safe choice if you're concerned that you won't like shorter hair.  It won't take long to grow it back if you have regrets.  However, depending on the length you choose, you may not have the option of putting your hair up when you want it out of your way.  When you're active, the hair tends to get in your face if it's too short to bind it out of the way. 
• Many women who consider short hair will choose a photo of a style they like but ask the stylist to leave it longer than the style pictured.  In many cases, they are disappointed that the resulting style lacks shape and definition and actually requires more effort to make it presentable than did their long hair.  Instead of short hair, they actually end up with a medium-length cut.  Most of these styles have layers.  Anyone with short layers can tell you that when the layers grow out a bit too much, they become difficult to manage.  That's when they call their stylist frantic for a haircut.
• A pixie is a great choice if you have the face and hair for this type of style.  If you decide to go this route, either you will absolutely LOVE it or absolutely HATE it.  Even though they look sensational with a pixie, some women simply miss their long hair after cutting it.  The only way to know for sure is to jump in with both feet.  If you decide to try a pixie, do yourself and your stylist a favor by steeling your resolve before getting on the chair.  It' only hair...  Either cut it short, or don't cut it short.   Don't try to do it half way because the result may not be what you desire.

You have given us little to go on; no photo, etc.  The best person to ask this question is your stylist.  He/she will evaluate you and your hair to determine whether short hair will work for you. 

The ones who regret it are usually the ones who define themselves by their long hair, or who associate femininity and sex appeal solely with long hair.  You do sound ready to give short hair a go, so if you don't see yourself in either of those categories, I'd say go ahead ^_^ .

It was decided to crop my long hair into a pixie cut in 2004. Although more recent months has seen me commence to grow out my hair I can certainly empathise with your current emotions. The tone of your post does suggest that you are ready. Cutting your long hair although dramatic is certainly not traumatic.

Hi , as a barber / stylist I had a client that did close to the same. Nothing wrong with short hair. I had just cut my wifes hair from a chin length bob to a longer version of a flattop.I did not want her to cut it but if I did not she would have someone else do it. Don't be afraid . She told me it will grow back. Won't it?