12/12/2025
Holiday Cookie Boxes
After years of gifting cookies for the holidays, I think I've finally mastered the process. From planning to prepping to baking to packaging to mailing, I've learned a lot in the last 6 years!
I used to make so many different kinds of cookies, up to eight different kinds at one time. It was still fun for me, but exhausting.
Here's what I've found that works for me:
⭐ Split up the baking and gifting to two batches. Thanksgiving and Christmas or Christmas and New Year's, or as the case this year, Thanksgiving and New Year's.
⭐ Limit the cookie variations to 4 at a time.
⭐ Create a daily schedule, using the required mail date as the end point.
🌲Day 1 - measure out all dry ingredients
🌲Day 2 - make dough number 1, pinwheels
🌲Day 3 - make dough number 2, ube crinkles
freeze pinwheel logs
🌲Day 4 - make dough number 3, brown butter CCC
make dough number 4, ginger snaps
scoop out ube crinkles and freeze
🌲Day 5 - scoop out ginger snaps and freeze
🌲Day 6 - scoop out brown butter CCC and freeze
thaw pinwheel logs and ube crinkles in fridge
🌲Day 7 - coat ube crinkles in powdered sugar and bake
slice pinwheels and bake
thaw brown butter CCC and ginger snaps
store baked pinwheels and ube crinkles
🌲Day 8 - bake brown butter CCC
coat ginger snaps in sugar and bake
store brown butter CCC and ginger snaps
individually wrap each cookie
🌲Day 9 - pack 12 cookies per box, 2 kinds each
pack 2 boxes per family in FedEx flat rate box
mail by 1:00 pm to ensure 2-day delivery
