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Chocolate Stuffed Shortbread Cookies

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These chocolate stuffed shortbread cookies are the perfect bite with their sweet white chocolate coating, buttery shortbread cookie, and deep chocolate filling.

Chocolate Stuffed Shortbread Cookies sitting on a wooden board.

During the holidays, we’re always looking for the best gifts to give to friends and family, so why not give them a box of these adorably delicious chocolate stuffed shortbread cookies?

They’re nearly picture perfect and couldn’t be more delicious! 

Coated in a sweet, white chocolate exterior, with buttery, crunchy shortbread cookies inside, and sandwiched between them, a luscious chocolate filling.

Trust me, nothing comes close to showing someone how much you care more than a box of these cute chocolate stuffed shortbread cookies!

Butter, powdered sugar, chocolate chips, eggs, and vanilla extract on a table.
Shortbread cookie with chocolate in the middle.

Ingredients for chocolate stuffed shortbread cookies

Cookies:

  • All-purpose flour – A simple cookie ingredient that helps hold your cookie dough together.
  • Eggs – Eggs help emulsify all of the cookie dough ingredients.
  • Powdered sugar – Powdered sugar dissolves easily and helps with the wonderful shortbread texture of the cookie.
  • Baking powder – This will help our cookies puff up a little bit.
  • Vanilla extract – Vanilla extract helps bring all of the flavors together and adds a sweetness.
  • Butter – This is the fat of choice for our shortbread cookies and will give them that classic buttery taste.

Filling:

  • Semi-sweet chocolate chips or a chopped chocolate bar – Semi-sweet is perfect for this because it has a bold chocolate flavor.
  • Butter – Butter will help make the buttercream easy to spread in the middle of the cookie.

Coating:

  • White chocolate – White chocolate has a great vanilla flavor and acts as a blank canvas on the outside for decorations!
  • Coconut oil – Coconut oil will help set the white chocolate coating on the outside of the cookies.
Chocolate Stuffed Shortbread Cookies stacked on top of each other.

What is semi-sweet chocolate?

Semi-sweet chocolate is a type of dark chocolate that contains about 50% sugar. 

It’s a great choice here because the cookie and the white chocolate coating are both sweet, and if the chocolate were too sweet, that might be sugar overload!

The semi-sweet chocolate has a bold chocolaty flavor that compliments the flavor of the cookie perfectly!

Chocolate Stuffed Shortbread Cookies on a white table.

Decorations

These chocolate stuffed shortbread cookies are begging to be decorated!

You could use food dye on half of the melted white chocolate, and drizzle colorful stripes across the top.

Another great idea is using sprinkles! Try colorful sanding sugar, nonpareils, jimmies, or fancy dragées.

Chocolate Stuffed Shortbread Cookies cut in half to show chocolate filling.

Storage and leftovers

Any leftover chocolate stuffed shortbread cookies can be kept in an airtight container at room temperature for up to 3 days.

Chocolate Stuffed Shortbread Cookies served with a glass of milk.

More cookie recipes

Chocolate Stuffed Shortbread Cookies

Chocolate Stuffed Shortbread Cookies

Yield: 22 cookie sandwiches
Prep Time: 15 minutes
Baking Time: 20 minutes
Chilling Time: 30 minutes
Total Time: 1 hour 5 minutes

These chocolate stuffed shortbread cookies are the perfect bite with their sweet white chocolate coating, buttery shortbread cookie, and deep chocolate filling.

Ingredients

For cookies:

  • 12 tablespoons unsalted butter, softened
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 2-1/4 cups all-purpose flour
  • 3/4 cups powdered sugar, plus more for sprinkling
  • 1/4 teaspoon baking powder
  • 1/4 teaspoon kosher salt

For filling:

  • 3/4 cup semi sweet chocolate chips
  • 1 tablespoon unsalted butter

For coating:

  • 2-1⁄2 cups white chocolate candy coating
  • 1/2 cup colored candy coating, optional

Instructions

  1. Preheat oven to 350 degrees F.
  2. Line two baking sheets with parchment paper and set them aside.
  3. In a large bowl with a hand mixer, or in the bowl of a stand mixer, cream the butter until fluffy.
  4. Add the egg and vanilla extract and mix until combined. 
  5. In a medium-sized mixing bowl whisk together all-purpose flour, powdered sugar, baking powder, and kosher salt.
  6. Slowly incorporate the flour mixture into the dough and mix until just combined.
  7. Using your hand knead the dough into a ball.
  8. Sprinkle flour over your counter or workspace and add the dough to the floured surface and sprinkle the top of the dough with a dusting of flour.
  9. Using a floured rolling pin, roll the dough until it is 1/4 inch thick.
  10. Using a small round cookie cutter, cut out an even number of cookies. I got about 44 cookies.
  11. Place cookies on baking trays and chill for 30 minutes.
  12. Add to the oven and bake for 15 - 18 minutes, or until the edges are golden. 
  13. Once fully cooked remove them from the oven and let them cool before you begin adding the chocolate.
  14. Add the chocolate and the butter to a small bowl and melt in the microwave in 20-second intervals until creamy and melted.
  15. With a spatula or spoon, spread some chocolate on top of a cookie and place
    another one on top, like a cookie sandwich.
  16. Place the cookies on a baking tray and let them seal.
  17. In a small bowl, add the white chocolate candy coating and melt in the microwave in 20-second intervals until completely melted.
  18. Optional, melt the colored candy coating in 20-second intervals until completely melted and add to a small piping bag.
  19. Once the cookies are ready, dip them into the white chocolate and let them dry.
  20. Using your served colored candy coating drizzle over your cookies.
  21. Optionally, add sprinkles if you like, but if you do make sure to do it immediately once you add the chocolate if not they will not stick. 

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Nutrition Information:
Yield: 22 Serving Size: 1
Amount Per Serving: Calories: 255Total Fat: 12gSaturated Fat: 7gTrans Fat: 0gUnsaturated Fat: 4gCholesterol: 37mgSodium: 37mgCarbohydrates: 35gFiber: 1gSugar: 15gProtein: 4g

This website provides approximate nutrition information for convenience and as a courtesy only. Nutrition information can vary for a variety of reasons. For the most precise nutritional data use your preferred nutrition calculator based on the actual ingredients you used in the recipe.

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Chocolate Stuffed Shortbread Cookies pin for pinterest.

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