My question is about freezing cookies.
Can I thaw my cookies, frost them, then refreeze them?
I made gingerbread and sugar cookies, but I will be giving them out weeks apart. They are already baked and frozen now. Can they be thawed, frosted and then frozen again?
How long of a shelf life do cookies have?
Sounds like you've been doing a lot of baking! I wouldn't suggest thawing, frosting, and then refreezing the cookies.
It is most likely that the change in moisture repeatedly will change the texture of the cookies and you won't be happy with the results.
It would have been best if you had frosted the cookies before you froze them in the first place.
Since it's too late for that, just thaw them and frost them right before you are ready to give out each batch. You'll have the best results that way.
Generally speaking, cookies can keep well in the freezer for a few months if they are well wrapped. Once they have been thawed, they need to be eaten fairly quickly, just like fresh baked cookies.
What you CAN do if you need to is make up your frosting ahead of time and either refrigerate it or freeze it so that you won't have the added work each time you need to frost a batch. Have fun!