Replying to Moving to Breckenridge

I want to move to Breckenridge for the up coming winter. Need a little guidance. I am 31, and want to find a job serving at an upscale restaurant. As I am highly experienced server.
What's the best way to go about this?
Do I start looking for jobs now?
Or should I wait to get there?
I would prefer a month to month lease, as I don't know what I will want to do after the winter is over.
What is the best way to about all of this. Feeling kinda overwhelmed.