Jack-o’-Lantern Chocolate Sugar Cookies

Halloween is just around the corner, and what better way to celebrate than with a batch of these adorable Jack-o’-Lantern Chocolate Sugar Cookies? Last year, my kids helped decorate these, and the memory is sweeter than the cookies themselves. This year, I’m sharing this treasured recipe with you.

These cookies are a delicious blend of rich chocolate and creamy sweetness, making them the perfect festive treat. These spooky cookies are not just for kids; they’re delightful for all ages. With simple steps and readily available ingredients, you can whip up these delightful treats in no time!

Why You’ll Love It

• Festive Fun: These Jack-o’-Lantern cookies are perfect for Halloween parties or a spooky movie night.
• Easy to Make: The recipe is straightforward, even for beginner bakers. You don’t need fancy ingredients or decorating skills to make these adorable cookies.
• Deliciously Festive: The combination of rich chocolate cookies and creamy orange frosting is simply irresistible.
• Kid-Friendly: Kids will love helping to decorate these festive treats, making it a fun family activity.

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What You’ll Need

Here’s everything you’ll need to make these spooky-sweet treats. I’ve divided the ingredients into two sections for clarity – one for the chocolate sugar cookies and one for the luscious cream cheese frosting.

For the chocolate sugar cookies:

• 2 1/2 cups (318 grams) all-purpose flour
• 1/2 cup (50 grams) Dutch-process cocoa powder (natural unsweetened cocoa powder works too!)
• 1 teaspoon baking powder
• 1/4 teaspoon fine sea salt
• 1 1/2 sticks (170 grams) unsalted butter, softened
• 1 cup (200 grams) granulated sugar
• 2 large eggs, at room temperature
• 1 teaspoon pure vanilla extract

For the cream cheese frosting:

• 4 ounces (113 grams) cream cheese, softened
• 4 tablespoons (57 grams) unsalted butter, softened
• 2 teaspoons vanilla extract
• 1 1/2 cups (188 grams) powdered sugar, sifted (don’t skip this!)
• Orange gel food coloring

Step-by-Step Instructions

Step 1: Make the Chocolate Sugar Cookies

In a medium bowl, whisk together the flour, cocoa powder, baking powder, and salt. In a large bowl, cream together the softened butter and sugar until light and fluffy. Beat in the eggs one at a time, then stir in the vanilla extract. Gradually add the dry ingredients to the wet ingredients, mixing until just combined. Don’t overmix!

Step 2: Roll and Chill

Divide the dough in half. Place each half between two sheets of parchment paper and roll out to about 1/4-inch thickness. Chill the rolled-out dough for at least 1 hour (or 30 minutes in the freezer).

Step 3: Cut Out the Cookies

Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper. Using a pumpkin-shaped cookie cutter, cut out cookies from the chilled dough. In half of the cookies, use a small knife to cut out triangle eyes and a mouth to create the jack-o’-lantern face.

Step 4: Bake

Place the cut-out cookies onto the prepared baking sheets. Chill again for 15-20 minutes before baking. Bake for 8-9 minutes, or until the edges are set. Let the cookies cool on the baking sheets for a few minutes before transferring them to a wire rack to cool completely.

Step 5: Make the Cream Cheese Frosting

While the cookies are cooling, prepare the frosting. Beat together the softened cream cheese and butter until smooth. Add the vanilla extract and gradually beat in the sifted powdered sugar. Stir in a few drops of orange gel food coloring until you reach your desired shade.

Step 6: Assemble the Cookies

Once the cookies are completely cool, frost the bottom of the cookies without faces with the orange cream cheese frosting. Top with the jack-o’-lantern face cookies, pressing down gently to create a sandwich.

Better-Than-Grandma Tips

• Chilling is Key: Don’t rush the chilling process! Properly chilled dough is crucial for preventing the cookies from spreading and ensuring they hold their shape.
• Cookie Cutter Care: Use a sharp cookie cutter to create clean edges. Dip the cutter in flour between cuts to prevent sticking.
• Even Baking: Rotate your baking sheets halfway through baking to promote even browning.
• Frosting Fun: Let your creativity flow with the frosting! Use a piping bag for intricate designs, or simply spread it on with a knife for a rustic look. These cookies also make a great addition to your holiday cookie boxes.

Flavor Twists

• Spice It Up: Add a teaspoon of pumpkin spice or cinnamon to the cookie dough for a warm, autumnal flavor.
• Minty Fresh: Use peppermint extract and red or green food coloring for a holiday twist.
• Chocolate Lover’s Dream: Add chocolate chips or chunks to the cookie dough for an extra dose of chocolatey goodness. You can also try our double chocolate chip cookies for a chocolate overload!
• Citrus Burst: Add a teaspoon of orange zest to the frosting for a brighter citrus flavor.

How to Serve

These Jack-o’-Lantern Chocolate Sugar Cookies are delicious on their own, but they also pair beautifully with a tall glass of cold milk or a warm cup of hot cocoa. For a spooky-festive presentation, arrange them on a platter with other Halloween treats like candy corn and caramel apples. For a fall gathering, serve them with pumpkin pie or apple cider. Check out our other serving suggestions for holiday treats!

That’s a Wrap

These Jack-o’-Lantern Chocolate Sugar Cookies are sure to be a hit this Halloween! They’re a fun and festive treat that everyone will enjoy. Whether you’re baking for a party or just a cozy night in, these cookies are guaranteed to bring some spooky sweetness to your celebration. So gather your ingredients, preheat your oven, and get ready to create some delicious memories. Don’t forget to explore our other delicious dessert recipes for more baking inspiration. Share your spooky creations with me on Facebook, Instagram, and Pinterest!