Spooky Oreo Brookie Cups and Stuffed Sugar Cookies

Spooky Oreo Brookie Cups and Stuffed Sugar Cookies are the perfect addition to your Halloween dessert table. These festive treats combine fudgy brownie cups and Oreo-filled sugar cookies for a delicious twist on classic Halloween sweets. They're an easy, crowd-pleasing choice for Halloween parties, fall celebrations, and festive dessert trays.

Why You'll Love These Spooky Oreo Brookie Cups and Stuffed Sugar Cookies

• Two Halloween Desserts in One Recipe: Make both Oreo brookie cups and Oreo-stuffed sugar cookies for a fun assortment of Halloween treats without following two completely separate recipes from scratch.

• Easy Baking Shortcuts: Boxed brownie mix and ready-to-bake sugar cookie dough simplify preparation, making these Halloween desserts approachable even when you're short on time.

• Festive Without Fancy Decorating: Halloween-themed cookie dough and orange-creme Oreos provide plenty of seasonal color without requiring piping bags, elaborate icing, or special decorating skills.

• Great for Sharing: These individual Halloween desserts are easy to serve at potlucks, neighborhood gatherings, classroom celebrations, and seasonal parties.

Ingredients - Here's What You'll Need

Steps to Make Spooky Oreo Brookie Cups

1. Preheat the oven to 350°F. Take the cookie dough from the refrigerator and let it come to room temperature. Prepare the brownies according to the package directions. Mine started with pouring the brownie mix into a large bowl.

2. Next, I added three tablespoons water, ⅔ cup vegetable oil, and two eggs.

3. Then, I stirred the mixture for about 50 strokes until everything was incorporated.

4. Next, I stirred in Plain Halloween M&M's.

5. Then, I sprayed two 12-well regular-sized muffin pans with non-stick spray. Using an ice cream scoop, I divided the batter evenly between the two pans, filling each well about halfway full.

6. Next, I placed one Halloween Orange Creme Filled Oreo in each well.

7. I put on a pair of vinyl gloves and placed one piece of Nestlé Toll House M&M's Ghoul Mix Sugar Cookie Dough in the palm of one hand. Then, I pressed the dough into a flat circle with my other hand.

8. I placed one piece of Pillsbury Halloween Shape Sugar Cookie Dough on top of the already smooshed piece of dough and pressed the two pieces of dough together.

9. I laid the prepared cookie dough on top of one of the Oreos and pressed the dough down into the pan so that none of the brownie mixture was visible. I repeated steps seven and eight with the cookie dough until all of the wells had the cookie dough on top. I baked the pans one at a time at 350°F for 20 minutes.

10. I removed the pans from the oven and allowed them to cool on a wire rack. After they had been out of the oven for about five minutes, I ran a knife around the edges to loosen the brookie cups. I let the brookies cool in the pans for about ten more minutes. Then, I removed them from the pan and allowed them to cool completely on the wire rack. Once cooled, I stored them in an airtight container.

Steps to Make Spooky Oreo Stuffed Sugar Cookies

1. With the leftover cookie dough and Oreos, I made some Spooky Oreo-Stuffed Sugar Cookies. I lined two half-sheet pans with silicone baking mats and set them aside. Wearing a pair of vinyl gloves, I placed one piece of Nestlé Toll House M&M's Ghoul Mix Sugar Cookie Dough in the palm of one hand. Then, I pressed the dough into a flat circle with my other hand.

2. Next, I placed one Halloween Orange Creme-Filled Oreo in the center and placed it on the prepared baking sheet.

3. I placed one piece of Pillsbury Halloween-shaped Sugar Cookie Dough in the palm of one hand. Then, using my other hand, I pressed the dough into a flat circle.

4. I laid this piece of smooshed dough on top of the Oreo. Then, I formed it down the sides of the Oreo while simultaneously forming the bottom piece of dough up the sides towards the top. I pressed the dough together so the Oreo was completely covered in dough. I repeated with the remaining dough and Oreos, placing eight on each pan.

5. I baked the pans one at a time at 350°F for 13 minutes. Then, I removed the pans from the oven and allowed them to cool for about five minutes. I transferred the stuffed cookies to a wire cooling rack to cool completely, and stored them in an airtight container.

These Spooky Oreo Brookie Cups and Stuffed Sugar Cookies are a guaranteed centerpiece for your holiday celebrations, bringing together the ease of boxed baking and the indulgence of three layered desserts. They are the perfect solution for anyone needing a high-impact, easy Halloween treat without spending hours in the kitchen. 

Frequently Asked Questions

Recipe Tips and Tricks

• Let the Cookie Dough Soften: Remove the refrigerated sugar cookie dough from the refrigerator before beginning. Slightly softened dough is easier to flatten and shape around the Oreos without cracking or tearing.

• Distribute the Brownie Batter Evenly: Divide the brownie batter among all 24 muffin wells, filling each approximately halfway. The original recipe notes that a family-size box of brownie mix intended for a 9-by-13-inch pan should provide the appropriate amount.

• Wear Gloves if the Dough Is Sticky: Vinyl gloves can make the dough easier to handle and help prevent it from sticking to your hands while shaping the brookie cups and stuffed cookies.

• Seal the Cookie Dough Around the Oreo: When making the stuffed sugar cookies, gently press the top and bottom portions of dough together around the Oreo. Check the edges carefully so the Oreo is enclosed before baking.

• Bake the Two Desserts Separately: The brookie cups and stuffed sugar cookies have different baking times and use different pans. Follow the appropriate instructions for each dessert rather than assuming they will finish at the same time.