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Milk Chocolate Stuffed Jack-O’-Lantern Cookies Recipe

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  • Author: admin
  • Prep Time: 25 minutes (plus 1 hour chilling)
  • Cook Time: 12 minutes
  • Total Time: 1 hour 37 minutes
  • Yield: 18 filled cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

These Milk Chocolate Stuffed Jack-O’-Lantern Cookies are perfect festive fall treats that combine classic sugar cookie dough with a gooey milk chocolate center. Flavored with vanilla and a hint of almond extract, and tinted with orange gel food coloring, these pumpkin-shaped cookies are ideal for Halloween celebrations and bring fun and flavor to your dessert table.


Ingredients

Scale

Dry Ingredients

  • 2¾ cups all-purpose flour
  • ½ teaspoon baking powder
  • ½ teaspoon salt

Wet Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 1½ teaspoons vanilla extract
  • ½ teaspoon almond extract (optional)
  • Orange gel food coloring, a few drops

Filling

  • ½ cup milk chocolate chips or squares
  • 1 tablespoon heavy cream (optional, for melting chocolate)


Instructions

  1. Prepare Dry Ingredients: In a medium bowl, whisk together 2¾ cups all-purpose flour, ½ teaspoon baking powder, and ½ teaspoon salt until evenly combined.
  2. Cream Butter and Sugar: In a large mixing bowl, beat 1 cup softened unsalted butter with 1 cup granulated sugar until the mixture is light and fluffy, which helps create tender cookies.
  3. Add Eggs and Flavorings: Beat in 1 large egg, 1½ teaspoons vanilla extract, and if desired, ½ teaspoon almond extract for subtle nutty notes, mixing until smooth.
  4. Incorporate Food Coloring: Add orange gel food coloring a few drops at a time to the dough until you achieve your preferred pumpkin-orange shade, blending thoroughly.
  5. Combine Wet and Dry Mixtures: Gradually add the flour mixture to the wet ingredients, mixing just until a soft dough forms; avoid overmixing to keep cookies tender.
  6. Chill the Dough: Divide the dough into two equal halves, flatten each into discs, wrap tightly in plastic wrap, and refrigerate for at least 1 hour to firm up the dough for easier handling.
  7. Preheat and Prepare Baking Sheets: Preheat the oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure even baking.
  8. Roll and Cut Cookies: On a lightly floured surface, roll out each chilled dough disc to approximately ¼-inch thickness. Use a pumpkin-shaped cookie cutter to cut out an even number of cookies for assembly.
  9. Create Jack-O’-Lantern Faces: On half of the cut cookies, use a small knife or a jack-o’-lantern face cutter to carefully carve out facial features to create festive cut-outs.
  10. Assemble Stuffed Cookies: Place the solid pumpkin-shaped cookies on the baking sheet; add a small spoonful or a square of milk chocolate in the center of each. Top with a carved face cookie and gently press the edges to seal the cookies together, encapsulating the chocolate filling.
  11. Bake: Bake the assembled cookies for 10 to 12 minutes, or until the edges just start to turn golden brown, indicating doneness without overbaking.
  12. Cool and Store: Allow cookies to cool on the baking sheet for 5 minutes to firm up, then transfer to a wire rack to cool completely. Once cooled, store in an airtight container to maintain freshness.

Notes

  • If the chocolate filling is too thick, melt it with 1 tablespoon of heavy cream for easier spreading and a gooier center.
  • Dark or white chocolate can be used as an alternative filling for different flavor variations.
  • For an extra festive touch, decorate the cookie edges with sanding sugar or drizzle with icing after baking.