Spooky-Cute Milk Chocolate Stuffed Jack O Lantern Cookies Recipe
Sweet pumpkin chocolate cookies bring pure Halloween magic right to your kitchen table.
Jack o lantern designs peek out with delightful charm from each perfectly crafted treat.
Melted milk chocolate centers create surprise bursts of rich flavor inside these festive goodies.
Baking becomes an adventure when you shape adorable faces into soft, orange-tinted dough.
Seasonal baking can spark incredible memories and moments of pure joy.
Kids absolutely love helping create these spooky yet delectable desserts.
You’ll want to gather your baking tools and start this delicious Halloween adventure immediately.
Milk Chocolate Stuffed Jack-o-lantern Cookies Highlights
Ingredients for Jack-o-lantern Cookies
Primary Ingredients:Chocolate Filling:Spices and Seasonings:Leavening Agents:Decorative Ingredients:Steps for Stuffed Jack-o-lantern Cookies
Step 1: Whip Up Creamy Base
Grab a large mixing bowl and blend softened butter, granulated sugar, and brown sugar until the mixture becomes light and airy.
The texture should look fluffy and smooth.
Step 2: Introduce Egg And Flavor Magic
Drop eggs into the creamy mixture one at a time, stirring thoroughly after each egg.
Splash in vanilla extract and mix until everything combines beautifully.
Step 3: Create Dry Ingredient Blend
In a separate bowl, sprinkle flour, baking powder, baking soda, salt, ground cinnamon, and nutmeg.
Gently fold these dry ingredients into the wet mixture, stirring until just combined.
Step 4: Melt Chocolate Center
Warm milk chocolate chips in the microwave, stirring every 20 seconds until completely melted and silky smooth.
Step 5: Prepare Baking Station
Heat the oven to 350°F.
Line baking sheets with parchment paper for easy cookie removal.
Step 6: Assemble Cookie Surprises
Take a spoonful of dough, press into a flat disk.
Drop a small chocolate dollop in the center.
Cover with another dough disk, pinching edges to seal the chocolatey secret inside.
Step 7: Arrange On Baking Sheets
Carefully place filled cookie rounds onto prepared baking sheets, leaving space between each cookie.
Step 8: Bake To Perfection
Slide cookies into the oven, baking 10-12 minutes until edges turn golden brown.
Let cookies rest on the sheet for 5 minutes before transferring to a cooling rack.
Step 9: Transform Into Jack-o-lanterns
Once completely cooled, use orange icing to create pumpkin-like surfaces.
Add spooky black icing details for eyes, nose, and mouth.
Step 10: Share Festive Treats
Serve these delightful chocolate-stuffed cookies with cold milk or share at Halloween celebrations!
Tips for Jack-o-lantern Cookies Success
Jack-o-lantern Cookie Variations
Serving Jack-o-lantern Cookies at Halloween
Jack-o-lantern Cookies Storage Tips
FAQs
Yes, dark chocolate works great and provides a richer flavor contrast to the sweet cookie dough.
Seal the edges of the cookie dough tightly and make sure the chocolate is not too warm when filling the cookies.
You only need orange and black icing, and a steady hand or a small piping bag to draw the face details.
Absolutely! Kids will love helping to stuff the cookies and decorate the jack-o-lantern faces, making it a fun Halloween baking activity.
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Milk Chocolate Stuffed Jack O Lantern Cookies Recipe
- Total Time: 42 minutes
- Yield: 24 1x
Description
Spooky season calls for milk chocolate stuffed jack o lantern cookies, a festive treat that brings Halloween spirit to your dessert table. Playful pumpkin shapes with gooey chocolate centers will delight guests and make you the star of any seasonal gathering.
Ingredients
Primary Ingredients:
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 cup packed brown sugar
- 2 large eggs
- 3 1/2 cups all-purpose flour
- 1/2 cup milk chocolate chips or chunks (for dough)
- 1 cup milk chocolate chips or chunks (for filling)
Dry Ingredients:
- 1 teaspoon baking powder
- 1/2 teaspoon baking soda
- 1/2 teaspoon salt
- 1/2 teaspoon ground cinnamon
- 1/2 teaspoon ground nutmeg
Decoration Ingredients:
- 1 teaspoon vanilla extract
- Orange icing
- Black icing
Instructions
- Whip softened butter with granulated and brown sugars in a large mixing bowl until the mixture becomes airy and pale, creating a creamy texture.
- Incorporate eggs individually, thoroughly blending after each addition, then fold in vanilla extract to enhance the flavor profile.
- Sift together flour, baking powder, baking soda, salt, cinnamon, and nutmeg in a separate bowl. Gently fold dry ingredients into the wet mixture until just incorporated, avoiding overmixing.
- Carefully melt milk chocolate chips in microwave, stirring at 20-second intervals until achieving a smooth, glossy consistency.
- Heat oven to 350°F and line baking sheets with parchment paper for optimal cookie preparation.
- Create cookie sandwiches by flattening dough portions into thin disks, placing a small chocolate center in the middle, then covering with another dough disk and sealing edges completely.
- Arrange stuffed cookie rounds on prepared baking sheets, ensuring even spacing.
- Bake for 10-12 minutes until edges turn golden brown. Allow cookies to rest on baking sheet for 5 minutes before transferring to cooling rack.
- Once completely cooled, embellish cookies with orange icing to create jack-o-lantern faces, using black icing for detailed facial features.
- Present cookies as delightful Halloween treats, perfect for sharing with friends and family.
Notes
- Melt chocolate carefully in short bursts to prevent burning, ensuring smooth and creamy filling that won’t leak during baking.
- Pinch cookie dough edges firmly when enclosing chocolate to prevent unexpected chocolate spillage during baking.
- Let cookies cool completely before decorating to maintain crisp icing details and prevent melting or running.
- Substitute all-purpose flour with gluten-free flour blend and add 1/2 teaspoon xanthan gum for similar texture and structure.
- Prep Time: 30 minutes
- Cook Time: 12 minutes
- Category: Desserts, Snacks
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 24
- Calories: 262
- Sugar: 18 g
- Sodium: 111 mg
- Fat: 13 g
- Saturated Fat: 8 g
- Unsaturated Fat: 5 g
- Trans Fat: 0.2 g
- Carbohydrates: 33 g
- Fiber: 1 g
- Protein: 3 g
- Cholesterol: 31 mg
Nathaniel Brooks
Founder & Recipe Developer
Expertise
Farm-to-table cuisine, Seasonal recipe development, Culinary storytelling
Education
Ivy Tech Community College – Indianapolis, IN
Culinary Arts / Hospitality Administration & Events
Focused on hands-on training in classical and modern culinary techniques.
Nathaniel’s story starts in the foothills of the Appalachian Mountains, where farm stands, backyard gardens, and old family recipes shaped his love for real food. After graduating from Ivy Tech Community College in Indianapolis, he spent years working in farm-to-table kitchens, learning how to turn local, seasonal ingredients into something memorable.
Today, Nathaniel pours that same spirit into every single recipe on Aspiring Culinarian – recipes that feel real, comforting, and connected to the land. When he’s not in the kitchen, you’ll find him foraging wild herbs, chasing sunsets with his camera, or writing about the flavors that shaped his roots.