Here's an example of how to make long hair look short with an updo hairstyle and here is a nice option by Darby Stanchfield.
She has a lovely auburn red hair color that looks nice against her pale skin tone and Kelly green dress here at the 45th Annual NAACP Image Awards.
She has deep side part and bangs that are pulled up and over the forehead that are arranged on one side in a length that looks like a bob. It is chin length while the other side is pulled back and secured. She is wearing dangle earrings that are a focal point.
This look is a little different but you get the idea: