I would probably go 5 weeks because it is new and you don't know yet how it will look as it grows. I generally left it about 8 weeks when I had short hair because I still liked the way it looked when it was a bit longer too, so you might find you can go a bit longer next time, or that 6 weeks is the longest that you want to leave it. You will get more comfortable with it when you have had a short cut for longer.
How short is short? I have hair that is a bit above ear length and get it cut every 8 weeks or so (ideally 8 weeks but you know, stuff happens). I am getting a cut on Wednesday and it's been almost 3 months so my hair is now more of a bob - about jaw/chin length. Personally I wouldn't waste the money on getting a cut a 5 weeks, unless you think you are going to look terrible with just slightly longer hair.
I have a short style and usually stretch it out to 6 weeks, but by then I am feeling pretty scruffy! So I wouldn't stretch it that far if you want to look good for Christmas!
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