In a high powered blender, combine the 4 cups vanilla ice cream, 1/2 cup whole milk , ⅛ cup crushed peppermint candies or candy canes and 1/2 teaspoon pure vanilla extract. Pulse until smooth. The mixture should be a pale pink and pieces of candy cane nearly dissolved.
Add ⅛ cup crushed peppermint candies or candy canes and 1 tablespoons dark chocolate, giving it 1-2 pulses to mix, but not pulverize.
Pour the milkshake into prepared malt glasses. Garnish and top with mini candy canes, whipped cream and the remaining ⅛ cup crushed peppermint candies or candy canes and 1 tablespoons dark chocolate. Serve immediately with a wide mouth straw or long malt spoon.
If you've tried this recipe, come back and let us know how it was in the comments or star ratings.