Chocolate Halloween Sugar Cookies

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Chocolate Halloween Sugar Cookies – Get all Dressed Up For Halloween! Bust out your rolling pin and cookie cutters for these adorable tasty cookie sandwiches!

Oh happy almost Halloween everyone! I’m so tickled pink  orange to be sharing these cookies with you today. What is about sprinkles? I love sprinkles. When I have a bad day, I’ve been known to go to Home Goods and peruse the kitchen aisles. I always walk out with jars of sprinkles. I have a problem. I know. Moving on. 

My last trip to Home Goods resulted in these sprinkles. Which turned into me making these cookies. 

These cookies were kind of on a whim decision. Usually I have a week or two worth of recipes mapped out that I plan on making to eventually share with you all. But then the sprinkles took over. I had to give into the sprinkles.

Which turned into three bowls of frosting…

And cookie dough. And cookie cutters. I just couldn’t help myself. 

When making this dough, I used extra dark cocoa powder or black onyx cocoa powder. You could use regular cocoa powder but your cookies will not come out as dark. To make these cookies, you need chill the dough before you roll it out. 

If  you find that you have overchilled your cookie dough (which I totally did) then leave your cookie dough on the countertop to soften a bit before rolling it out. 

A Few Tips On Making These Cookies:

• Use Room Temperature Ingredients. You always want to make sure you use room temperature eggs, dairy, and butter. This allows the dough to trap enough air allowing for  perfect texture.
• Don’t Overmix. It’s best to leave a little flour left behind in the bowl to ensure you don’t over mix and end up with tough cookies.
• Bake On The Middle Rack. This will ensure the top and bottom of your cookies bake at the same time and you don’t end up with burnt cookies on one side.

With only Halloween a few days away, it’s not too late to make these cookies! I made these cookies over a few days to cut down on the hassle of it all. Here is how I made these cookies with no fuss:

Day One: Make the Frosting.  I made the frosting and placed in an airtight container. I knew I would need to re-whip the frosting to get it back to the right consistency, so I held off on dividing the frosting and adding the food coloring. If you plan on using just one color, then add your food coloring now to save yourself time later!

Day Two: Make the Cookie Dough. I then divided the dough into 2 discs, and wrapped in saran wrap and stored them in the fridge.

Day Three: Bake and assemble the cookies. Bring your frosting to room temperature and re-whip in your mixer until light and fluffy again. Divide into 3 bowls and add food coloring (you can skip this step if you are short on time and just use white frosting!). Roll out your cookie dough (if it’s too stiff to roll out, allow to sit at room temperature for about an hour until it softens). Cut your cookies out. For sandwiches, every other cookie I used small festive cookie cutters in the center of them. Bake on a center rack then allow to cool completely before frosting and assembly.

Make Ahead Tip: I actually FROZE these cookies after assembly. They hold up very well! Just bring to room temperature before serving!

To Make These Cookies You Will Need:

• Cookie Sheets (I recommend getting 2 so you don’t have to wait in between batches for your cookie sheet to cool)
• Cooling Racks
• Silicone Baking Mats
• Rolling Pin
• Round Cookie cutters 
• Halloween Cookie Cutters
• Black Cocoa Powder
• Halloween Sprinkles
• Food Coloring
• Stand Mixer
• Dry Measuring Cups and spoons

Check Out These Other Fun Halloween Recipes:

Halloween Oreos

Halloween Oreo Stuffed Brownies

Print Recipe

Halloween Chocolate Sugar Cut Out Cookie Sandwiches

Halloween Chocolate sugar cookie sandwiches

Course: Dessert

Cuisine: chocolate

Keyword: chocolate, Halloween, sugar cookies

Author: Heather Perine

Ingredients

• For the Cookies:
• 2 1/4 cups all-purpose flour spooned and leveled, plus more for dusting
• 1/2 cup unsweetened cocoa powder
• 1/2 teaspoon fine salt
• 1/4 teaspoon baking soda
• 1 1/2 sticks 12 tablespoons unsalted butter, at room temperature
• 1 1/4 cups sugar
• 1 large egg
• 1/2 teaspoon pure vanilla extract
• 3 ounces semisweet or bittersweet chocolate melted
• For the frosting:
• 2 1/2 sticks unsalted butter softened to room temperature
• 2 1/2 cups confectioner sugar
• 2 Tablespoon heavy cream
• 2 teaspoons vanilla extract
• pinch of salt
• food coloring optional
• sprinkles. optional

Instructions

• Whisk together the flour, cocoa powder, salt and baking soda in a medium bowl and set aside.
• Put the butter into the bowl of a stand mixer fitted with a paddle attachment (or a large bowl if using a hand mixer) and beat on medium-high speed until smooth. Add the sugar and beat until light and fluffy, scraping down the sides of the bowl and paddle as needed, about 4 minutes more. Add the egg and vanilla and beat until smooth. Add the melted chocolate and beat until smooth.
• Reduce the mixer speed to medium-low and add the flour mixture in two batches, scraping down the sides of the bowl and paddle as needed. Mix until incorporated.
• Divide the dough in half and shape into two flattened disks. Wrap in plastic wrap and refrigerate until firm at least 1 hour and up to 3 days. Remove the dough from the refrigerator for 20 to 30 minutes before rolling, to soften. (I found mine needed about an hour to soften on the counter before I could roll it out)
• Position oven racks to the upper and lower third of the oven and preheat to 350 degrees F. Line two baking sheets with parchment. Now flour parchment for rolling: Dust a piece of parchment with flour, place a disk of dough on it, dust the disk with flour, then cover it with a second piece of parchment. Roll out the dough about 1/4 inch thick.
• Using a round cookie cutter (2-inches in diameter) cut out shapes. For every other cookie, use a small Halloween cookie cutter and cut out the center of each cookie (don't throw these away! Bake these too for a quick snack or top a cupcake with them!) Gather up the scraps, re-roll and cut out. (Chill the scraps if the dough becomes too soft.) Roll and cut out the remaining disk of dough. Working in batches, arrange the cookies 1 inch apart on the prepared baking sheets.
• Bake the cookies until the tops look dry and no indentation is left when pressed with your finger, 10 to 12 minutes. Let the cookies cool for a few minutes on the baking sheets, then use a metal spatula to transfer them to a rack to cool completely.
• Meanwhile, make your frosting. In a stand mixer, cream your butter until light and fluffy. Add in your powdered sugar 1 cup at a time with the mixer on low. Add in your heavy cream and vanilla extract and combine. Mix on high for 8 minutes until light and fluffy. Divide into 3 bowls, and add food coloring to 2 of them (I used orange and purple. You could leave it white or just use one color and skip the dividing part). Spread the frosting on the cookie without the center cut out. Top with the cut out center half. Roll the sides in sprinkles if you so choose. Store at room temperature in an airtight container for up to 3 days.
• *this recipe was adapted from Food Network