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Milk Chocolate Stuffed Jack-O’-Lantern Cookies Recipe

Milk Chocolate Stuffed Jack-O’-Lantern Cookies Recipe


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4.8 from 17 reviews

  • Author: admin
  • Total Time: 37 minutes (plus 20 minutes chilling)
  • Yield: 16 sandwich cookies 1x
  • Diet: Vegetarian

Description

Delight in these festive Milk Chocolate Stuffed Jack-O’-Lantern Cookies, perfect for Halloween celebrations. Soft, cinnamon-spiced cookie dough encases a creamy milk chocolate center, creating a gooey surprise with every bite. These charming pumpkin-shaped sandwich cookies combine classic fall flavors with a fun twist, ideal for parties or seasonal treats.


Ingredients

Scale

Dry Ingredients

  • 2 1/2 cups all-purpose flour
  • 1/2 teaspoon baking powder
  • 1/2 teaspoon salt
  • 1/2 teaspoon ground cinnamon

Wet Ingredients

  • 1 cup unsalted butter, softened
  • 3/4 cup granulated sugar
  • 1/2 cup light brown sugar, packed
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 1/2 teaspoon orange food coloring (optional)
  • 1 tablespoon milk (if needed for dough consistency)

Filling

  • 4 ounces milk chocolate, cut into squares or pieces


Instructions

  1. Mix Dry Ingredients: In a medium bowl, whisk together the all-purpose flour, baking powder, salt, and ground cinnamon to ensure even distribution of leavening and spices.
  2. Cream Butter and Sugars: In a large bowl, beat the softened unsalted butter with granulated and light brown sugars until the mixture is light and fluffy, which helps incorporate air for a tender cookie.
  3. Add Egg and Flavorings: Beat in the large egg and vanilla extract until fully combined. Stir in orange food coloring if you’d like to give the cookies a festive pumpkin hue.
  4. Combine Wet and Dry Ingredients: Gradually add the dry ingredients to the wet mixture, blending until a soft dough forms. If the dough feels dry, add 1 tablespoon of milk to achieve the right consistency.
  5. Roll and Cut Dough: Divide the dough into two equal parts. Roll each half out on a floured surface to about 1/4-inch thickness. Use a pumpkin-shaped cookie cutter to cut out an even number of cookies. On half of them, carefully cut out jack-o’-lantern faces using a small knife or paring tool.
  6. Assemble Cookies: Place a piece of milk chocolate in the center of each whole cookie. Top with a cut-out jack-o’-lantern face cookie and gently press the edges together, sealing the chocolate inside to create stuffed sandwich cookies.
  7. Chill: Put the assembled cookies in the refrigerator for 20 minutes to help them set, which prevents spreading during baking.
  8. Preheat and Prepare: Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper for easy cleanup and to prevent sticking.
  9. Bake: Bake the chilled cookies for 10–12 minutes, or until the edges turn just golden. Remove from oven and let cool on the baking sheets for 5 minutes.
  10. Cool and Serve: Transfer the cookies to a wire rack to cool completely. Enjoy them warm for gooey chocolate centers or cooled for a firmer texture.

Notes

  • Substitute milk chocolate with dark chocolate, Nutella, or peanut butter cups for different filling flavors.
  • Add pumpkin pie spice to the dough to enhance the seasonal flavor profile.
  • Cookies freeze well both before and after baking, making them perfect for advance preparation.
  • Prep Time: 25 minutes
  • Cook Time: 12 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 sandwich cookie
  • Calories: 260
  • Sugar: 17g
  • Sodium: 105mg
  • Fat: 14g
  • Saturated Fat: 8g
  • Unsaturated Fat: 5g
  • Trans Fat: 0g
  • Carbohydrates: 30g
  • Fiber: 1g
  • Protein: 2g
  • Cholesterol: 35mg