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Oreo cakesters stacked on top of each other on a striped dishtowel
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5 from 13 votes

Homemade Oreo Cakesters

Oreo Cakesters have all the flavor of classic Oreos! A rich and thick vanilla buttercream sandwiched between soft and fudgy, soft baked chocolate cookies! 
Prep Time25 minutes
Cook Time6 minutes
Cooling Time30 minutes
Course: Dessert
Cuisine: amercian
Keyword: oreo cakesters
Servings: 24 sandwich cookies
Author: Karli Bitner

Ingredients

Soft Bake Oreo Cookie

Cream Filling

  • 1/2 cup salted butter softened
  • 3 cups powdered sugar
  • 2 tsp vanilla (clear vanilla, if you have it!)
  • up to 1/4 cup heavy whipping cream

Instructions

  • Preheat the oven to 375°.
  • In the bowl of a stand mixer, cream together the butter, sugar, eggs and vanilla. Mix until smooth, creamy and light in color.
  • Add the all purpose flour, black cocoa powder, cornstarch, baking powder and salt. Mix slowly to combine.
  • As the dough comes together, add the canola oil and then mix until thoroughly combined.
  • The dough should be really soft but not sticky at all.
  • Roll the dough into small balls, using about 3/4 tbsp of dough per ball. I use a 1 tbsp spoon to help me portion out the dough, I just don't fill the scoop completely full.
  • Roll into a ball and flatten slightly. Arrange on a parchment or silicone sheet lined pan. Repeat with remaining dough.
  • Bake at 375° for 5-7 minutes, the cookies will spread slightly, puff up and start to crackle when they are ready to come out of the oven. Do not over bake or they will be dry instead of soft and chewy.
  • Allow the cookies to cool on a cooking cooling rack.
  • Once the cookies are completely cool, make the cream filling by creaming the butter with either a stand mixer or electric hand mixture until smooth.
  • Slowly add in the powdered sugar and a little bit of heavy whipping cream (1/2 tbsp at a time) until all of the powdered sugar is added.
  • Add the vanilla extract, mixing until combined.
  • Add more whipping cream to adjust the consistency of the filling, if needed.
  • Add the filling to a piping bag with a large round tip (you can use a large zip top bag with the corner cut, if needed).
  • Pipe a dollop of cream into the center of the bottom side of half of the cookies.
  • Top the cream filling with the remaining cookies and press down to finish the oreo cakester.
  • Store at room temperature in an air tight container for up to 3 days.

Nutrition

Calories: 201kcal | Carbohydrates: 32g | Protein: 2g | Fat: 8g | Saturated Fat: 4g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 2g | Trans Fat: 1g | Cholesterol: 31mg | Sodium: 115mg | Potassium: 51mg | Fiber: 1g | Sugar: 23g | Vitamin A: 220IU | Vitamin C: 1mg | Calcium: 19mg | Iron: 1mg