Holiday pie should bring joy. Odds are there is no one pie that will please everyone, so make something YOU enjoy.
Most people limit their pie preparation and/or intake to the holiday feasts of Thanksgiving, Christmas, and Easter. (And that is a shame, because pie should be enjoyed on every occasion. And for no occasion at all.) Cake hogs the spotlight at birthdays, weddings, and every other special occasion, so these holidays are pie's chance to shine. Even if you bake pies throughout the year, pull out all the stops for the holidays. The pie aficionados will appreciate it, and the ignorants whose eyes (and palettes) have not yet been opened to the greatness of pie will be converted. So go for it. Make a pie that will wow them and throw them to the backs of their seats.
(And when the holiday is over, make the most of the leftovers.)
Holidays should be a time for gathering with loved ones who won't judge or criticize a less-than-perfect dish. And some of the best memories are made from the recipe gone wrong. But if you know that certain relative is going to nitpick, or you just want to make this gathering special, a phenomenal pie goes a long way.
(It can be very hard to prepare food for someone on a restricted diet. You may need some diabetic, vegan, or gluten-free recipes.)
And if you need to transport or ship a pie, here's how.