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Hi Brenda,
I think the cookies will hold up but the chocolate chips will most likely melt if under a lot of heat during shipping. Also, the powdered sugar dusting would probably melt into the cookies so I would put the powdered sugar in a separate bag with instructions for rolling the cookies in it. If you send several different kinds of cookies wrapped/bagged separately, if one kind of cookie doesn't make the trip maybe another kind will so it isn't all a loss. I imagine it will take trial and error because shipping times and temperatures may vary with time of year and location.
Happy Baking!
Betsy
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