Oatmeal Whoopie Pies Recipe

Oatmeal Whoopie Pies: A Nostalgic Treat

Oatmeal whoopie pies are classic cookie sandwiches that combine the chewy texture and comforting flavors of oatmeal cookies with a luscious, creamy filling. Inspired by Ree Drummond (The Pioneer Woman), these cookies are a family favorite, offering a nostalgic taste reminiscent of childhood snack cakes but with homemade charm and warmth.

Why Oatmeal Whoopie Pies?

The unique appeal of oatmeal whoopie pies lies in their perfect balance: the outside is slightly crisp, while the inside remains soft and tender, thanks to a blend of oats and just the right amount of fat. The warm spices—cinnamon, in particular—bring a cozy flavor, and the marriage of chewy cookie and fluffy filling makes them irresistible.

Unlike traditional oatmeal cookies, whoopie pies are meant to be sandwiched with a generous layer of frosting or cream, turning a humble cookie into a dessert worthy of any celebration, bake sale, or family gathering.

Ingredients You’ll Need

Making oatmeal whoopie pies at home is straightforward, requiring pantry staples with a few special touches for optimal flavor.

For the Cookies

• 2 cups brown sugar
• 1/2 cup unsalted butter, softened
• 1/4 cup shortening (Crisco recommended)
• 2 large eggs
• 1/2 teaspoon salt
• 1 teaspoon ground cinnamon
• 1 teaspoon baking powder
• 3 tablespoons boiling water
• 1 teaspoon baking soda
• 2 1/2 cups all-purpose flour
• 2 cups quick oats (not instant)

For the Filling

• 5 tablespoons all-purpose flour
• 1 cup milk
• 1 teaspoon vanilla extract
• 1 cup unsalted butter, softened
• 1 cup granulated sugar

Equipment and Preparation

Gather your mixing bowls, electric mixer, baking sheets, parchment paper, and cooling racks before starting. Preheat your oven to 350°F (175°C) to ensure it’s ready when the dough is prepared.

Step-by-Step Instructions

Making the Cookie Dough

1. Cream the Sugar and Fats: In a large mixing bowl or the bowl of a stand mixer, combine brown sugar, butter, and shortening. Cream them together until the mixture is light and fluffy.
2. Add Eggs: Crack in the eggs, one at a time, mixing well after each addition until fully incorporated.
3. Dry Ingredients: Sprinkle in the salt, cinnamon, and baking powder, mixing to combine.
4. Activate Baking Soda: Dissolve the baking soda in boiling water, then pour this mixture into the bowl and mix well.
5. Flour and Oats: Gradually add the flour, mixing until just combined. Stir in the quick oats until evenly distributed throughout the dough.
6. Chill the Dough: (Optional) Cover the dough and refrigerate for 30 minutes to make it easier to handle.

Shaping and Baking the Cookies

1. Portion the Dough: Use a cookie scoop or tablespoon to drop rounded mounds of dough onto parchment-lined baking sheets, spacing them about 2 inches apart.
2. Bake: Place in the preheated oven and bake for about 10 minutes, or until the edges are just beginning to brown and the tops are set. These cookies should be soft—don’t overbake!
3. Cool: Let the cookies cool on the baking sheet for a minute before transferring them to a wire rack to cool completely.

Preparing the Filling

1. Cook the Flour Mixture: In a small saucepan, whisk together flour and milk. Heat over medium, stirring constantly, until the mixture becomes very thick. Remove from heat and cool to room temperature. Stir in vanilla extract.
2. Cream Butter and Sugar: In a separate bowl, cream together the softened butter and granulated sugar until light and fluffy.
3. Combine: Gradually add the cooled flour mixture to the butter-sugar mixture, beating until smooth and fluffy. The filling should resemble whipped cream—if it looks separated, keep beating until it comes together.

Assembling the Whoopie Pies

1. Pair the Cookies: Select pairs of cookies that are similar in size.
2. Fill: Spoon a generous dollop of filling onto the flat side of one cookie, then gently press a second cookie on top to form a sandwich.
3. Serve: Enjoy immediately, or store in an airtight container for up to 3 days.

Tips for Perfect Oatmeal Whoopie Pies

• Butter vs. Shortening: Using a combination of butter and shortening ensures a soft, chewy texture with enough fat to keep the cookies from spreading too much during baking.
• Quick Oats: Quick oats provide the best texture; avoid instant oats, which can turn mushy.
• Don’t Overbake: Remove the cookies from the oven just as they begin to brown at the edges. They’ll set further as they cool.
• Filling Consistency: Make sure the filling is fully cooled before adding to the cookies, and beat until very fluffy for the best mouthfeel.
• Customization: Add raisins or chocolate chips to the dough for extra flavor, or experiment with different fillings, such as marshmallow cream or cream cheese frosting.

Variations and Substitutions

Oatmeal whoopie pies are versatile. Here are a few ideas for customizing the recipe:

For the filling, marshmallow cream or a simple buttercream are popular alternatives to the flour-based filling. Marshmallow fluff offers a nostalgic, store-bought cream pie taste, while buttercream can be flavored with vanilla, maple, or even espresso.

Storing and Freezing

Store assembled whoopie pies in an airtight container at room temperature for up to 3 days. For longer storage, freeze unassembled cookies and filling separately. Thaw the components at room temperature before assembling and serving.

Frequently Asked Questions

What is the difference between oatmeal cookies and oatmeal whoopie pies?

Oatmeal cookies are individual cookies, while oatmeal whoopie pies are two soft oatmeal cookies sandwiched with a sweet, creamy filling, creating a more indulgent, dessert-like treat.

Can I use all butter instead of shortening?

While you can use all butter, the cookies may spread more and be less cakey. Shortening helps maintain the cookies’ shape and soft texture.

How can I make the filling less sweet?

Reduce the sugar in the filling or use a tangy cream cheese frosting for a balanced sweetness.

Can I make these ahead of time?

Yes! Bake the cookies and prepare the filling in advance, then assemble just before serving for the best texture.

What can I use instead of marshmallow cream?

You can use homemade buttercream, cream cheese frosting, or the flour-based filling described in the recipe.

Are oatmeal whoopie pies similar to Little Debbie Oatmeal Cream Pies?

Yes, homemade oatmeal whoopie pies are often compared to the popular store-bought snack, but with a more homemade, comforting flavor and texture.

Nutritional Information and Serving Suggestions

While oatmeal whoopie pies are undeniably a treat, the oats add a touch of whole grain goodness. A typical serving (one whoopie pie) contains a mix of carbohydrates, fats, and a small amount of protein. For a balanced dessert, pair with fresh fruit or serve alongside coffee or milk.

Conclusion

Oatmeal whoopie pies are a delightful, nostalgic treat that combines the comforting, spiced flavor of oatmeal cookies with the indulgent creaminess of a whoopie pie. Through Ree Drummond’s classic recipe, home bakers can recreate the magic of childhood snack cakes with a homemade touch. Whether for a special occasion, packed lunch, or a cozy night in, these cookie sandwiches are sure to bring smiles and requests for seconds. Experiment with flavors, fillings, and add-ins to make them your own, and enjoy the homemade goodness of oatmeal whoopie pies.