10Oreo cookiesfinely chopped, approximately 1 ¼ cups smaller pieces to mix into the cookie dough
14Oreo cookiesroughly chopped, approximately 1 ¾ cups larger pieces to decorate the tops of each cookie once baked
Instructions
Cheesecake filling
In a medium bowl, with a handheld mixer on medium speed, cream together the cream cheese, granulated sugar, and vanilla for 1-2 minutes or just until smooth.
Scoop 20 heaping dollops (approximately 2 to 2 ½ teaspoons each) of the cream cheese mixture and place them onto a small baking sheet lined with parchment paper or a silicone mat. A 1-tablespoon scoop, that is not completely full, works great for this.
Freeze uncovered for 45 to 60 minutes, or until solid. If freezing longer than an hour, cover the tray with plastic wrap once the dollops have frozen solid or transfer them to a freezer safe zip-top bag. This will make it easier to stuff them inside the cookie dough before baking.
Cookie dough
Line two-three large baking sheets with parchment paper and set aside. It will depend on how large your baking sheets are as to how many you will need.
Sift together the all-purpose flour, cornstarch, baking powder, baking soda, and salt in a medium bowl and set aside.
3¼ cups all-purpose flour, 1 tablespoon cornstarch, ¾ teaspoon baking powder, ½ teaspoon baking soda, ½ teaspoon salt
To the bowl of a stand mixer fitted with the paddle attachment, beat the butter, brown sugar, and granulated sugar for 1-2 minutes on medium speed until light and fluffy.
1 cup unsalted butter, 1 cup dark brown sugar, ¾ cup granulated sugar
Add the eggs one at a time, mixing well after each addition, then beat in the vanilla extract. Scrape the bowl and paddle to ensure all the ingredients are well incorporated if needed.
2 large eggs, 1½ teaspoons vanilla extract
With the mixer on low, slowly add the flour mixture. Mix just until fully incorporated.
Gently fold in the 10 finely chopped Oreo cookies being sure they are evenly distributed into the dough.
10 Oreo cookies
Cover the dough with plastic wrap and chill for 25-30 minutes to firm it up for easier handling.
While the dough is chilling, preheat the oven to 350°F.
Remove the tray of cream cheese dollops from the freezer.
To form the stuffed cookies, use a 1.5-ounce (or 3 tablespoon sized) cookie scoop to scoop out a level amount of cookie dough. Place the dough ball into the palm of your hand to gently press an indent into the center of the ball. Place a frozen cream cheese dollop into the center of the dough and gently form the dough back around to seal the cream cheese into the center.
Place the formed cookie onto one of the prepared baking sheets. Repeat until each baking sheet has 6-9 large cookies placed about 2-3 inches apart on them.
Bake one sheet at a time on the center rack for 13-15 minutes, or until the edges are lightly golden and the centers are set. Be careful not to overbake the cookies or they will become hard when cooled.
Right after removing the cookies from the oven, gently press some of the larger chopped Oreo pieces onto the tops of each cookie. Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely. Repeat until all the cookies are baked and cooled.
14 Oreo cookies
Notes
Storage:
Storage: Store your finished cookies in an airtight container in the fridge for up to 3 days. For the best texture, let them rest at room temperature for about 15 to 20 minutes before eating—this allows the dough and the creamy center to soften up perfectly.
Freezing: You can prep the cream cheese dollops up to 48 hours in advance. Once they’ve hardened completely on the tray, just move them into a freezer-safe bag or container until you're ready to bake.
Tips:
Manage those crumbs: Use a large chef's knife to chop your mix-ins. You’re aiming for a blend of chunky pieces for texture and fine "dust" to naturally color the dough.
Show off the center: When sealing the dough around your frozen cream cheese, don't close it completely. Leave a tiny gap at the top so the filling is just barely visible after it comes out of the oven.
Decorate while warm: The moment the cookies leave the oven, press your reserved toppings into the surface. This cracks the crust just enough to let that creamy center peek through beautifully.
Respect the chill: Don't cut corners on the cooling phase. Freezing the filling for about an hour and letting the dough rest in the fridge for 30 minutes is the secret to mess-free shaping.