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Close up photo of holiday decorated sandwich cookies on a white plate.
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5 from 1 vote

Triple Chocolate Sandwich Cookies

These Triple Chocolate Sandwich Cookies are bound to be a family favorite! These chocolate cookies are filled with chocolate frosting and then dipped in even more chocolate!
Prep Time45 mins
Cook Time9 mins
Cooling Time30 mins
Total Time1 hr 24 mins
Course: Dessert
Cuisine: American
Servings: 18 cookies
Calories: 286kcal

Ingredients

Instructions

  • Preheat the oven to 375°F and line a large baking sheet with parchment paper and set aside.
  • In a medium bowl, sift together the flour, cocoa, salt, baking powder, and baking soda and set aside.
  • In a large bowl or stand mixer fitted with a paddle attachment, cream together the butter and sugar until light and fluffy, about 3 to 4 minutes.
  • Add in the egg and vanilla extract and beat just until combined.
  • Add the dry ingredients to the wet ingredients and mix just until combined, scraping down the sides of the bowl as needed.
  • Measure the dough out into 1½ tablespoon portions and roll into balls with your hands. Place the balls about 2 inches apart on the prepared baking sheet and use your palm or the bottom of a glass to press the cookies flat. They should be about ⅓-inch thick.
  • Bake the cookies for 7 to 9 minutes, remove from the oven and allow to cool for 3 minutes on the baking sheet before transferring to a wire rack to cool completely.
  • Once the cookies have completely cooled, use a pastry bag and piping tip to add about 1 tablespoon of the chocolate frosting to half of the cookies, then sandwich the filling with the remaining cookies.
  • In a small bowl, melt the milk chocolate chips on 30-second intervals in the microwave, stirring after each one, until fully melted. Dip each sandwich cookie halfway in the chocolate and then placing them on wax paper to set.
  • Before the chocolate hardens, decorate the cookies with holiday sprinkles.

Notes

  • These cookies should be good for 3 to 4 days in an airtight container at room temperature. You can freeze for up to 3 months in a freezer-safe container in the freezer.
  • Nutella or another chocolate spread can be used instead of chocolate buttercream as the filling. Chocolate ganache would also be another great filling option.
  • Dark or white chocolate chips can be used to dip the cookies in or you can leave that layer off completely or just drizzle it over the top. 

Nutrition

Calories: 286kcal | Carbohydrates: 43g | Protein: 3g | Fat: 12g | Saturated Fat: 7g | Cholesterol: 26mg | Sodium: 120mg | Potassium: 75mg | Fiber: 1g | Sugar: 33g | Vitamin A: 215IU | Vitamin C: 1mg | Calcium: 33mg | Iron: 1mg