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Milk Chocolate Stuffed Jack-O-Lantern Cookies Recipe

Milk Chocolate Stuffed Jack-O-Lantern Cookies Recipe


  • Author: Hugo
  • Total Time: 1 hour 10 minutes
  • Yield: About 24 stuffed jack-o-lantern cookies 1x
  • Diet: Vegetarian

Description

Delightfully festive and perfect for Halloween, these Milk Chocolate Stuffed Jack-O-Lantern Cookies combine spiced sugar cookie dough with a creamy milk chocolate center. Carved with charming jack-o-lantern faces, they offer a fun, seasonal treat that’s both visually appealing and deliciously satisfying.


Ingredients

Scale

Cookie Dough

  • 1 1/2 cups (3 sticks) salted butter, softened
  • 1 1/4 cups light brown sugar, packed
  • 1 tablespoon pure vanilla extract
  • 2 large eggs, at room temperature
  • 4 1/2 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon cinnamon
  • 1/2 teaspoon ginger
  • 1/4 teaspoon nutmeg
  • 1/2 teaspoon salt

Filling & Topping

  • 12 oz milk chocolate, melted
  • 2 tablespoons butter (for cinnamon sugar topping)
  • Cinnamon sugar (for sprinkling)

Instructions

  1. Prepare the Dough: In a large mixing bowl, cream together the softened butter and light brown sugar until light and fluffy, about 3-5 minutes. Add in the vanilla extract and then mix in the eggs one at a time until fully combined. Gradually incorporate the flour, baking soda, cinnamon, ginger, nutmeg, and salt until the dough forms a cohesive ball. Add a little extra flour if dough is too sticky.
  2. Roll and Cut the Cookies: Flour your work surface generously. Divide the dough into two halves and shape each into a disk. Roll out each disk to about 1/4-inch thickness. Use a pumpkin-shaped cookie cutter to cut out cookies. For half, carve jack-o-lantern faces with a knife or smaller cutters. Place the cookies on a parchment-lined baking sheet and chill in the freezer for 15-20 minutes to firm.
  3. Bake the Cookies: Preheat the oven to 350°F (175°C). Arrange chilled cookies on the middle rack of the oven and bake for 8-12 minutes until edges are lightly golden. Let cool on the baking sheet for 5 minutes, then transfer to a wire rack to cool completely.
  4. Prepare the Cinnamon Sugar Topping: Melt 2 tablespoons of butter in a small pan over medium heat, cooking until it becomes a light golden brown with a toasted aroma (about 2-3 minutes). Allow to cool slightly. Brush this browned butter over the jack-o-lantern face cookies and sprinkle with cinnamon sugar for extra flavor.
  5. Assemble the Cookies: Spread the melted milk chocolate generously on the flat, non-face cookies. Place the jack-o-lantern face cookies on top, pressing gently to adhere. Allow the chocolate to set completely before serving for the perfect stuffed cookie experience.

Notes

  • Chilling the dough helps prevent the cookies from spreading too much during baking, preserving the jack-o-lantern shapes.
  • Use high-quality milk chocolate for a richer filling that sets nicely between the cookie layers.
  • The browned butter cinnamon sugar topping adds a warm, nutty flavor that complements the spices in the dough.
  • Store the assembled cookies in an airtight container at room temperature for up to 3 days.
  • For a dairy-free option, substitute butter and milk chocolate with vegan alternatives.
  • Prep Time: 25 minutes
  • Cook Time: 12 minutes
  • Category: Dessert, Cookies
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 stuffed cookie (approx. 60g)
  • Calories: 280
  • Sugar: 18g
  • Sodium: 150mg
  • Fat: 15g
  • Saturated Fat: 9g
  • Unsaturated Fat: 5g
  • Trans Fat: 0g
  • Carbohydrates: 32g
  • Fiber: 1g
  • Protein: 3g
  • Cholesterol: 45mg

Keywords: Halloween cookies, stuffed cookies, jack-o-lantern cookies, milk chocolate cookies, spiced sugar cookies, festive desserts