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Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O'-Lantern Cookies

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Festive pumpkin-shaped cookies filled with milk chocolate. Perfect for Halloween parties, fall gatherings, and cozy comfort-food moments.

Ingredients

Scale

3 sticks salted butter, softened

1 ¼ cups light brown sugar, packed

1 tbsp pure vanilla extract

2 eggs, at room temperature

4 ½ cups all-purpose flour

1 tsp baking soda

1 tsp cinnamon

½ tsp ginger

¼ tsp nutmeg

½ tsp salt

12 oz milk chocolate, melted

2 tbsp salted butter

3 tbsp cinnamon sugar

Instructions

1. Cream butter, sugar, and vanilla until fluffy. Beat in eggs. Add flour, baking soda, spices, and salt. Mix until dough forms.

2. Roll dough ¼-inch thick. Cut pumpkin shapes. Cut jack-o’-lantern faces into half. Freeze 15–20 minutes.

3. Bake at 350°F for 8–12 minutes. Cool on rack.

4. Brush top cookies with browned butter and sprinkle with cinnamon sugar.

5. Spread melted chocolate on bottoms. Sandwich with top cookies.

Notes

Best enjoyed fresh, but can be stored in an airtight container for up to 3 days.