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4.8 from 5 votes

Kentucky Derby Pie Cupcakes

These are like derby pie, but in cupcake form!
Prep Time20 mins
Cook Time25 mins
Total Time45 mins
Course: Dessert
Cuisine: American
Servings: 24 cupcakes
Calories: 450kcal
Author: Stefani


Cupcake Ingredients

  • 1/2 cup butter room temperature
  • 1 1/4 cups sugar
  • 2 large eggs room temperature
  • 3/4 cup flour
  • 1/2 teaspoon baking powder
  • 1/4 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup unsweetened cocoa powder
  • 1/2 cup milk
  • 1 teaspoon vanilla

Derby Pie Filling Ingredients

  • 1 cup white sugar
  • 1 cup light corn syrup
  • 1/2 cup unsalted butter
  • 4 large eggs beaten
  • 1/4 cup bourbon I used a cheap - $6.95 - store brand bottle of Kentucky Bourbon. A higher quality bourbon might have been better, but I can't report back on that.
  • 1 teaspoon vanilla extract
  • 1/4 teaspoon salt
  • 1 cup semisweet chocolate chips
  • 1 cup chopped pecans walnuts may also be used

Bourbon Buttercream Frosting Ingredients

  • 1 cup unsalted butter room temperature
  • 4 cups powdered sugar
  • 3 tablespoons bourbon
  • 1 teaspoon vanilla
  • baked and cooled pie filling see above


Cupcake Instructions

  • Beat butter until softened.
  • Add sugar and beat until light and fluffy, about 3 minutes.
  • Add eggs, one at a time, beating until completely combined.
  • Add the flour, baking powder, baking soda, salt, and cocoa powder into a small bowl and whisk to combine.
  • In another small bowl, add milk and vanilla and stir to combine.
  • Add about a third of the dry ingredients to the butter/sugar mixture and beat to combine.
  • Add about a half of the milk/vanilla mixture and beat to combine.
  • Continue adding, alternating between dry and wet ingredients and finishing with the dry ingredients.

Derby Pie Filling and Baking Instructions

  • In a small saucepan, combine sugar, corn syrup, and butter.
  • Cook over medium heat, stirring constantly, until the butter melts and the sugar dissolves.
  • Cool slightly.
  • In a large bowl, combine eggs, bourbon, vanilla, and salt. Mix well.
  • Slowly pour the sugar mixture into the egg mixture, whisking constantly.
  • Stir in chocolate chips and pecans. The pie filling is now ready to bake.
  • Set aside half of the pie filling.
  • Fold 3/4 of one of the halves into the chocolate cupcake batter. You don't need to mix it well, just give it a nice stir.
  • Fill 24 cupcake liners about half full with the batter.
  • Use up the remaining 1/4 of the first half by putting an additional spoonful or two of the pie filling on top of each cupcake, being careful not to fill them more than 3/4.
  • Line a baking sheet with parchment paper and pour the second half of the pie filling onto the baking sheet. This is going to be used in the frosting.
  • Bake both the cupcakes and the filling on the baking sheet for 20-25 minutes at 350 degrees. I baked mine at the same time on different shelves.

Bourbon Buttercream Frosting Instructions

  • Cream butter and sugar.
  • Add bourbon and vanilla.
  • Stir in baked and cooled pie filling.


Because of the nuts, this is a spreadable frosting rather than a piped one. It won't look as pretty as some other frostings, however it is still sure to be a winner at your Kentucky Derby party!


Calories: 450kcal | Carbohydrates: 59g | Protein: 3g | Fat: 23g | Saturated Fat: 12g | Cholesterol: 83mg | Sodium: 124mg | Potassium: 125mg | Fiber: 2g | Sugar: 53g | Vitamin A: 547IU | Vitamin C: 1mg | Calcium: 33mg | Iron: 1mg