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Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O’-Lantern Cookies are a whimsical, chocolatey treat for Halloween. This simple recipe delivers a delightful festive Halloween cookie perfect for parties or cozy nights.
Prep Time 20 minutes
Cook Time 10 minutes
Total Time 1 hour
Course cookies
Cuisine American
Servings 16 cookies
Calories 250 kcal

Ingredients
  

  • 2 ½ cups 310 g all-purpose flour
  • ½ tsp baking powder
  • ½ tsp salt
  • 1 cup 225 g unsalted butter, softened
  • 1 cup 200 g packed brown sugar
  • ½ cup 100 g granulated sugar
  • 1 large egg
  • 1 tsp vanilla extract
  • 8 oz 225 g milk chocolate (bars or chips), melted or chopped
  • Orange food coloring gel optional
  • Optional: Black gel icing or melted dark chocolate sprinkles

Instructions
 

Make Cookie Dough

  • I whisk 2 ½ cups flour, ½ tsp baking powder, and ½ tsp salt in a bowl. In another, I beat 1 cup butter, 1 cup brown sugar, and ½ cup granulated sugar until fluffy, add 1 egg and 1 tsp vanilla, then mix in dry ingredients. I optionally tint half the dough orange, wrap, and chill 30 minutes for this simple recipe.

Cut Out Cookies

  • I preheat the oven to 350°F (175°C). On a floured surface, I roll dough to ¼-inch thick, cut out ~32 pumpkin shapes (16 pairs), and carve Jack-O’-Lantern faces on half with a knife for these festive Halloween cookies.

Stuff and Bake

  • I spoon 8 oz melted milk chocolate onto whole cookies, top with carved cookies, seal edges, and bake on parchment-lined sheets for 10–12 minutes until golden for this chocolate-filled pumpkin cookie.

Decorate and Serve

  • I cool cookies on racks, optionally decorate with black gel icing for faces or sprinkles, and serve for this Milk Chocolate Stuffed Jack-O’-Lantern Cookies.

Notes

  •  Chill dough before rolling to keep shapes clean. 
  • Use good-quality milk chocolate for best flavor. 
  • Let cookies cool completely before decorating or moving. 
  • Store in an airtight container at room temperature for up to 3 days or freeze for up to a month.

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Keyword Milk Chocolate Stuffed Jack-O’-Lantern Cookies