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Peppermint Cream Filled Chocolate Sandwich Cookies

These Peppermint Cream Filled Chocolate Sandwich Cookies are chewy & chocolatey! You'll love the light peppermint cream & crushed peppermint!
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Prep Time 45 minutes
Cook Time 15 minutes
Chilling Time 20 minutes
Total Time 1 hour 20 minutes
Servings 16 sandwich cookies (32 cookies total)
Author Plum Street Collective

Ingredients

Chocolate Cookies

  • 1 cup Crisco® All-Vegetable Shortening
  • 1½ cups white sugar
  • 2 eggs
  • 2 teaspoons vanilla extract
  • 1/2 teaspoon peppermint extract
  • 2¼ cups white flour
  • 1/2 cup cocoa powder
  • 2 teaspoons corn starch
  • 3/4 teaspoons baking soda
  • 1/4 teaspoon salt

Peppermint Cream Filling

  • 1 cup Crisco® All-Vegetable Shortening
  • 1 jar (7 oz.) marshmallow cream
  • 2½ cups powdered sugar
  • 1/2 teaspoon peppermint extract
  • 1/4 teaspoon salt
  • 1 tablespoon very hot water

For Topping

  • crushed peppermint puff candy

Instructions

Chocolate Cookies

  • Cream shortening and sugar in a stand mixer with paddle attachment (or with hand beaters), at medium-high speed.
  • Add eggs, vanilla, and peppermint extract. Cream until incorporated.
    Scrape down edges of bowl and cream again, to make sure it’s well incorporated.
  • Combine dry ingredients separately. Then, slowly add combined dry ingredients to stand mixer, set to low speed. Cream the ingredients well, scrape down bowl, and mix again to make sure it’s all incorporated.
  • Preheat oven to 350°F. Scoop dough using a small cookie scoop (2-3 tablespoon size). Place cookie scoops onto a large baking sheet, lined with parchment paper. Place in freezer for at least 20 minutes to set dough.
  • Remove from freezer and bake on a cookie sheet lined with parchment paper or a silicone mat, in preheated 350°F for 6-7 minutes.
  • To know if cookies are done, look for the top of the cookies to lose their shine and for the tops to be rounded. You can lightly press down the tops of the rounded cookie with the back of a spatula, to form the cookies into a nice circular shape.
  • Once out of the oven, leave on baking sheet for 10-20 minutes until cookie sets.
  • Once they’ve set, chill for at least 20 minutes in fridge (or freezer) on a baking sheet, before filling with cream filling.

Peppermint Cream Filling

  • In a large mixer fitted with the paddle attachment (or in a large bowl with a handheld mixer), add the shortening and marshmallow cream.
  • Mix at medium speed until well incorporated.
  • Next add the powdered sugar and peppermint extract and mix until combined
  • .Lastly, in a separate cup or bowl, add the salt plus the 1 tablespoon of very hot water (I used our tap water on the hottest setting for this).
  • Mix the hot water and salt until the salt is dissolved and then pour the mixture into the cream mixture. Mix well on medium speed until combined.
  • Add the cream filling to a piping bag or Ziploc bag.
  • Once the cookies have chilled, pipe a small amount of frosting into the center of each cookie. If desired, sprinkle with crushed peppermints.
  • Then use another cookie to press down on the filling and help it spread to the edges of the cookie, making a cookie sandwich.
  • Continue piping and filling all the cookies and enjoy! (Store in an airtight container.)