The two cookies that make Christmas for me are Sand Tarts and Oatmeal cookies, which we've made ever since I was little. The Oatmeal cookies are taken from the Quaker Oats recipe (which makes this Quaker a little grumpy as seeing that box also brings back memories of being teased about funny clothing, television, and horses as a child (um, we're not Amish)). However, sometime during the Craisin Craze in the 90's, I decided that craisins would be a good substitute for raisins, and they have remained my favorite cookie ever since.
In addition to the staple cookies, I usually make a chip cookie and a spice cookie of some sort. This year, my father requested Black Forest Cookies, which are basically chocolate chip cookies with dried unsweetened tart cherries (mail order in these parts). Very tasty, although I would probably use an equal chocolate to cherry ratio, rather than slightly more chocolate.
Finally, my husband picked a ginger cookie recipe off the internet, and we finished off today's baking with that. They're tasty, although I prefer a spicier cookie.