Go Back

Chocolate Peppermint Sandwich Cookies

Creamy, fluffy peppermint frosting slathered between 2 soft & chewy cookies. These chocolate peppermint sandwich cookies are perfect for the holidays and the ultimate combination of chocolate & mint.  
Prep Time30 minutes
Cook Time10 minutes
Cooling30 minutes
Total Time1 hour
Course: Dessert
Cuisine: American
Keyword: Chocolate Candy Cane Sandwich Cookies, Chocolate Peppermint Cookies, Chocolate Peppermint Sandwich Cookies
Servings: 14 sandwich cookies

Equipment

  • Cookie Sheets

Ingredients

Chocolate Cookies

  • 1/2 cup unsalted butter (112 grams) softened
  • 1/2 cup brown sugar (105 grams)
  • 1/2 cup white sugar (100 grams)
  • 2 oz semi-sweet chocolate (57 grams) melted, dark chocolate works too
  • 1 teaspoon vanilla
  • 1 large egg
  • 1 cup all-purpose flour (125 grams)
  • 1/3 cup cocoa powder (33 grams)
  • 3/4 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup chocolate chips (about 90 grams) plus more for dotting on top of each cookie

Peppermint Frosting

  • 1/2 cup unsalted butter (112 grams) softened
  • 2-3 cups powdered sugar (220-330 grams)
  • 1/2 - 1 teaspoon peppermint extract to taste
  • 3-4 drops red food coloring optional
  • 1-2 tablespoons cream (15-30 ml) or milk
  • 1/4 cup crushed candy canes about 3-4 candy canes

Instructions

Chocolate Cookies

  • Preheat the oven to 350F degrees. Line cookie sheets with parchment paper.
  • In a large bowl beat the butter and sugars until fluffy (about 2 minutes).
  • Mix in the melted chocolate. Then mix in the vanilla extract and the egg. 
  • In a medium bowl whisk together the flour, cocoa, baking soda & salt.
  • Mix the dry ingredients into the butter mixture about 1/2 at a time with the mixer on low speed.
  • Stir in the chocolate chips.
  • Form the dough into balls with about 1 tablespoon of dough each. A cookie scoop works well for this. If you find the dough is too sticky to work with, cover with plastic and refrigerate for 30 minutes.
  • Bake in the preheated oven for 7-9 minutes or until the tops look set.
  • Remove from the oven. Optionally, dot a few extra chocolate chips on the top of each cookie. Cool the cookies on the cookie sheet for at least 10 minutes before transferring to a wire rack.

Peppermint Frosting

  • In a large bowl beat the butter until soft.
  • With the mixer on low speed, beat in 2 cups of powdered sugar. As it starts to mix in - slowly turn up the mixer to medium speed.
  • Beat in peppermint extract starting with 1/2 teaspoon. If it isn't minty enough for you, add in another 1/2 teaspoon.
  • Mix in the cream 1 tablespoon at a time, adding a little extra powdered sugar as needed until the desired sweetness and consistency is reached. Optionally, mix in a few drops of red food coloring. 

Assemble

  • Make sure the cookies are fully cooled. 
  • Pour the crushed candy canes onto a plate
  • Frost the bottom of 1 cookie, then sandwich a second cookie over top.
  • Roll the outside edge of the cookie in the crushed candy canes, or optionally sprinkle around the edge. 

Notes

  1. Chocolate: Use 50-70% dark chocolate for a richer chocolate flavor. When melting chocolate, always go very slowly. If using the microwave, melt in short 45-second bursts on medium power. Do not use high power, as it will burn the chocolate and turn it grainy. If using a double boiler, ensure that the bottom of the glass bowl is not touching the water underneath. Have the water gently simmer - not a fast boil. 
  2. Make Ahead Tips: Cookie dough can be made and formed into balls. Freeze the dough balls in a ziploc bag. When ready to bake, bake from frozen. They'll take 1-2 minutes extra to bake. Then frost. 
  3. Storage: Store cookies in an airtight container at room temperature for up to 3 days, or in the fridge for up to 7 days. 

Nutrition

Calories: 343kcal | Carbohydrates: 47g | Protein: 3g | Fat: 17g | Saturated Fat: 11g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 4g | Trans Fat: 1g | Cholesterol: 51mg | Sodium: 115mg | Potassium: 85mg | Fiber: 1g | Sugar: 37g | Vitamin A: 457IU | Vitamin C: 0.04mg | Calcium: 27mg | Iron: 1mg