Crush the candy canes or peppermint candies in a ziplock bag with a rolling pin or the back of a knife, set aside.
In a medium bowl, combine the flour, cocoa powder, baking powder, and salt.
In a stand mixer fitted with a paddle attachment, combine oil and sugar. Mix on medium for 2 minutes, then add eggs one at a time.
Next, add the vanilla, then add the flour mixture. Scrape down sides.
Add chocolate chips, then crushed candy canes.
Take a spoon and scoop 1 Tablespoon size pieces of dough. Roll dough into a ball, then roll ball into powdered sugar. Set on parchment paper. Continue to do this with the remainder of the dough until all is rolled.