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+ servings
Close-up of a dessert cookie with creamy filling and festive red sprinkles

Stuffed Chocolate Peppermint Cookies Sandwich

Prep Time 20 minutes
Cook Time 8 minutes
Total Time 28 minutes
Soft chocolate cookies sandwiched with peppermint buttercream and rolled in crushed candy canes—these Stuffed Chocolate Peppermint Cookies Sandwiches are festive, flavorful, and perfect for holiday gatherings or cozy winter nights.
18 Servings

Ingredients

For the Chocolate Cookies:

  • cups all-purpose flour
  • ½ cup unsweetened cocoa powder preferably Dutch-process
  • ¼ teaspoon salt
  • 1 cup granulated sugar
  • ¾ cup 1½ sticks unsalted butter, softened to room temperature
  • 1 large egg

For the Peppermint Filling:

  • 2 cups powdered sugar
  • ¾ cup 1½ sticks unsalted butter, softened to room temperature
  • ¾ teaspoon peppermint extract
  • 2 or more drops red food coloring optional
  • ½ cup crushed peppermint candies or candy canes approx. 4 oz

Instructions
 

Prepare the Cookie Dough:

  1. In a medium-sized mixing bowl, whisk together the flour, cocoa powder, and salt. In a stand mixer fitted with a paddle attachment, beat the sugar and softened butter on medium speed for approximately 3 minutes, until the mixture is light and fluffy. Add the egg and mix until fully incorporated. Gradually add the dry ingredients, mixing on low speed just until combined. Form the dough into a disk, wrap in plastic wrap, and refrigerate for at least 1 hour.

Bake the Cookies:

  1. Preheat the oven to 350°F (175°C). Line two baking sheets with parchment paper. Scoop heaping teaspoons of dough and roll them into smooth balls. Arrange them on the prepared baking sheets, spaced about 1 inch apart. Gently flatten each dough ball using the bottom of a drinking glass. Bake for 8 minutes, or until the surface appears set and a slight indentation remains when lightly touched. Allow cookies to cool on the baking sheet for 3 minutes before transferring to a wire rack to cool completely.

Prepare the Peppermint Filling:

  1. In a clean stand mixer bowl fitted with the paddle attachment, combine the powdered sugar and softened butter. Mix on low speed until the sugar is incorporated, then increase to medium speed and beat until light and fluffy. Add peppermint extract and food coloring, mixing until the desired color and consistency are achieved.

Assemble the Sandwiches:

  1. Spread or pipe a generous amount of peppermint filling onto the flat side of one cookie. Top with a second cookie, flat side down, and press gently to sandwich them together. Repeat with remaining cookies.

Finish with Crushed Peppermint:

  1. Place the crushed peppermint candies in a shallow bowl. Roll the edges of each cookie sandwich in the candy pieces, gently pressing to ensure they adhere.

Notes

To make this recipe gluten-free, substitute the all-purpose flour with a 1:1 gluten-free baking flour blend that contains xanthan gum. Ensure your peppermint candies and all other ingredients are certified gluten-free to avoid cross-contamination.
Bitty