Make whipped cream: Beat whipping cream, vanilla extract, cream of tartar and a pinch of salt until you have fairly stiff peaks. Refrigerate the whipped cream.
Make waffles: Whisk the dry ingredients together in a large mixing bowl. Add the oil and eggs then slowly whisk in the eggnog, starting with about a half cup. The ultimate amount of eggnog required will depend on the characteristics of your flour, the humidity and temperature. Add eggnog and whisk until the mixture is the consistency of heavy whipping cream.
Cook the waffles according your griddle's instructions. Serve each with a dollop of whipped cream with a candy cane on top. Dust with powdered sugar, nutmeg, cinnamon or mace as desired. Serve with warmed syrup of choice. (Peppermint infused maple syrup might be nice if not 'over the top'!).