Stack of homemade chocolate sandwich cookies with cream filling on a cooling rack, some cookies showing a bitten section, over a marble surface with crumbs and a spoon.

Homemade Oreo Cakesters

Let’s make these delicious Homemade Oreo Cakesters! This recipe is so easy, you won’t believe how quickly these rich, fluffy treats come together right at home. Now you can have your favorite treat right at home whenever you want! I hope you all enjoy this recipe as much as I do. As always, I love to see what recipes of mine you are baking – it makes me so happy! Always feel free to tag me on social media @thesqueakymixer :)

How To Make Homemade Oreo Cakesters

If you’re a fan of the iconic Oreo Cakesters and want to indulge in an even better homemade version full of nostalgia, you’re in for a treat! In this guide, I’ll take you through the step-by-step process of creating these delecious sandwich cookies right in your own kitchen. Get ready to impress your friends and family with these irresistible treats!

A stack of homemade chocolate sandwich cookies with white cream filling, placed on a cooling rack with a marble countertop background. some cookies are broken to show filling.
  1. Preheat and Prepare: Begin by preheating your oven to 375 degrees F and lining two cookie sheets with parchment paper.
  2. Mix Wet Ingredients: In a medium-sized bowl, use an electric mixer to combine the butter and granulated sugar until smooth, about 2 minutes. Add the egg, egg yolk, vanilla extract, and vegetable oil, mixing well.
  3. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, black cocoa powder, cornstarch, baking powder, and salt. Gradually add the dry ingredients to the wet mixture, mixing until a soft dough forms. Add milk as needed to ensure the dough comes together.
  4. Shape and Bake: Scoop the dough into tablespoon-sized portions and roll into balls. Place the dough balls onto the prepared cookie sheets and gently flatten with the palm of your hand. Bake for 7-8 minutes, until set but still soft.
  5. Prepare Filling: While the cookies cool, prepare the filling. In a mixing bowl, combine softened butter, confectioner’s sugar, marshmallow fluff, and vanilla extract. Gradually add heavy cream until the filling reaches a smooth consistency.
  6. Assemble Cakesters: Once the cookies have cooled completely, spread a generous dollop of filling onto the bottom of one cookie and sandwich it with another. Repeat until all cookies are filled.
  7. Enjoy: Indulge in the deliciousness of your homemade Oreo Cakesters! Serve them as a delightful treat for dessert, snack time, or any occasion.
Eight round, black cookies arranged symmetrically on parchment paper on a baking tray, viewed from above.

How To Store Homemade Oreo Cakesters

To store your homemade Oreo Cakesters, place them in an airtight container at room temperature for up to 3-4 days. For longer freshness, store them in the refrigerator, where they can last for up to a week. Enjoy them whenever you crave a sweet and satisfying snack!

What Is Black Cocoa?

Black cocoa powder is a type of cocoa powder that has been processed with an alkalizing agent, giving it a dark color and a rich, intense flavor. It is commonly used in baked goods to add depth and richness to chocolate recipes.

A person holding a freshly baked dark chocolate cookie with a wire cooling rack full of similar cookies blurred in the background.

Can I Use Regular Cocoa Powder?

While black cocoa powder is preferred for its distinct color and flavor, you can substitute it with regular cocoa powder if needed. Keep in mind that the color and flavor of the final product may vary slightly.

What Does An Oreo Cakester Taste Like?

Oreo Cakesters are a delicious combination of rich chocolate cookies and creamy filling, reminiscent of the classic Oreo cookie but in a soft and cake-like form. In every bite you experience the perfect balance of sweetness and indulgence, making them a truly irresistible treat for any dessert lover!

More Recipes You Might Be Interest In

A stack of chocolate whoopie pies with fluffy cream filling on a wire rack, one pie opened showing the cream layer inside, on a light tiled surface.

Homemade Oreo Cakesters

Recipe by Maddison Koutrouba – thesqueakymixer.com
5.0 from 21 votes

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Servings

12

servings
Prep time

15

minutes
Cooking time

7

minutes
Cook Mode

Keep the screen of your device on.

Ingredients

  • 1/2 cup unsalted butter, room temperature

  • 1 cup granulated sugar

  • 1 egg, room temperature

  • 1 egg yolk, room temperature

  • 1 1/2 tsp. vanilla extract

  • 1 1/2 Tbsp. vegetable oil

  • 2 cups all-purpose flour

  • 1/4 cup black cocoa powder

  • 1 Tbsp. cornstarch

  • 1 1/2 tsp. baking powder

  • 1/4 tsp. salt

  • 2 Tbsp. milk

  • Oreo Cakester Filling
  • 1/2 cup unsalted butter, softened

  • 2 cups confectioner’s sugar

  • 1 cup marshmallow fluff

  • 1 tsp. vanilla extract

  • 2-3 Tbsp. heavy cream

Directions

  • Preheat the oven to 375 degrees F and line two cookie sheets with parchment paper. Set aside.
  • In a medium-sized bowl, use an electric mixer to combine the butter and the sugar. Mix until smooth – about 2 minutes.
  • Add the egg, egg yolk, vanilla, and vegetable oil. Continue to mix while scraping down the sides of the bowl with a silicone spatula to make sure that everything is being incorporated evenly.
  • Add the dry ingredients to the wet and continue to mix to combine. Just as the dough starts to crumble together, add in the 2 tablespoons of milk to help combine the dough completely. The dough should be soft.
  • Scoop and roll the dough into a ball. Each one should be about 2 tablespoons amount.
  • Place the balls on the prepared cookie sheet then use the palm of your hand to gently press the cookies down slightly. Bake for about 7 minutes. We want them to stay soft so undertaking them and then leaving them on the cookie sheet for a few minutes after baking will leave you with the perfect texture.
  • Allow the cookies to cool completely before filling.
  • Filling
  • Use an electric mixer to mix everything together while slowly adding in the heavy cream one tablespoon at a time. Mix until nice and smooth.
  • Once the cookies have cooled completely, fill each one with filling either using a piping bag or simply spreading it on the bottom of one cookie with a knife. Top with another cookie facing up and there you have it!
  • Enjoy!
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10 Comments

  1. You have a spelling mistake #6.

    Reads:

    Place the balls on the prepared cookie sheet then use the palm of your hand to gently press the cookies down slightly. Bake for about 7 minutes. We want them to stay soft so…..undertaking…….. ( should read = UNDERBAKING) them and then leaving them on the cookie sheet for a few minutes after baking will leave you with the perfect texture.

    I SUGGEST AN EDIT Otherwise people may be burying their baked goods expecting some other result

    1. I ordered mine from Amazon. They sell both regular and black. Both will come up when you ask for black cocoa powder so make sure you read the description. It is more expensive than regular coca powder but the results are fantastic.

  2. I use to buy these from the Amish Children in Iowa. They would have a stand at the end of their drive way, that sold Cookies, Breads also Jams and Jellies. Since we moved to Arkansas about 12 yrs ago in our area no Amish. So happy to have this. Amish call these Whoopie Cookies..Yummy