Can I freeze sugar cookies, thaw, decorate, and refreeze again? Will it hurt the taste to freese twice?

I've never done it that way. But I can't think of a reason it wouldn't work as long as they are properly thawed.

I usually freeze my dough and I have frozen finished cookies (or I would eat them all). How long do you need to freeze them before decorating? I've gone up to 2 weeks between baking and decorating and my family couldn't tell the difference. I just kept the baked cookies in ziplock bags.

They are for a baby shower next week Wednesday. I baked them all yesterday from fresh dough and have frozen them. I was thinking of decorating them this weekend, refreeze them and then thaw Wednesday morning for the evening shower. Will it be ok?

I would think it would be okay. I don't know your storage space but you honestly don't need to re-freeze between this weekend and Wednesday. It is going to take at least 12 hours for the cookies to set (assuming you are using royal icing, longer if glace).

Once they are set, I would just store in air tight container. But to answer your question, yes they will be okay.