Kentucky Derby Pie Cupcakes

Kentucky Derby Pie Cupcakes

The close proximity at which the Kentucky Derby and Cinco de Mayo fall in relation to each other means an agonizing array of decisions must be made. For instance, bourbon or tequila? Derby hats or sombreros? Dainty tea cake sandwiches or chips with salsa and guacamole? If all else falls, throw your hands up in the air, feign submission, and enjoy a little bit of everything. I think it’s the right decision.

A couple of years ago, I made a version of the ever-popular Kentucky Derby Pie, which is a riff on a traditional pecan pie. Instead of pecans, walnuts are used, along with a heavy dose of chocolate chips and bourbon. Throw in pie crust and whipped cream, and you have a pretty fantastic dessert that your Derby watch-party guests will be fighting over. This year, I wanted to put a portable spin on the pie and decided to turn it into cupcakes. Cupcakes with a heavy dose of bourbon, of course.

Kentucky Derby Pie Cupcakes

The base for these cupcakes is a butter-bourbon cake batter (sort of like rum cake, but with bourbon instead) that is loaded with chopped walnuts and chocolate chips. Once the cupcakes are baked and cooled, they’re topped off with a vanilla-bourbon buttercream frosting, drizzled with bourbon-butter glaze, then garnished with more chopped walnuts and chocolate chips. If you’d like to ratchet up the bourbon flavor even more, you could brush some bourbon on top of each cupcake when they come out of the oven. (On the flip side, if you’d like to make these without the alcohol, you can simply omit the bourbon in all steps without making any additional adjustments.)

Kentucky Derby Pie Cupcakes

The resulting cupcakes are moist, flavorful and pack a nice bourbon punch. Easier to take to a party and serve than pie, and sure to be loved by all of your Derby-watching friends! Are you planning a Kentucky Derby party for Saturday? If so, what are you serving?

Kentucky Derby Pie Cupcakes

One year ago: Mint Julep Jell-O Shots
Two years ago: Homemade Restaurant Style Salsa
Three years ago: Pecan Sandies and Cinnamon Raisin Walnut Bread
Four years ago: Three Cheese Beer Bread
Five years ago: Yellow Cake with Chocolate-Hazelnut Filling & Chocolate Frosting
Six years ago: Pepperoni Bread

Kentucky Derby Pie Cupcakes

Yield: 12 to 16 cupcakes

Prep Time: 30 minutes

Cook Time: 18 to 20 minutes

Total Time: 1 hour

Cupcakes made in the likeness of the famous Kentucky Derby Pie, packed full of walnuts, chocolate chips and... bourbon!

Ingredients:

For the Cupcakes:
1½ cups cake flour
½ teaspoon baking powder
¼ teaspoon baking soda
½ teaspoon kosher salt
¾ cup chopped walnuts
½ cup semisweet mini chocolate chips
½ cup buttermilk, at room temperature
2 tablespoons bourbon
½ cup unsalted butter, at room temperature
¾ cup granulated sugar
¼ cup light brown sugar
2 eggs, at room temperature

For the Vanilla-Bourbon Frosting:
1 cup unsalted butter, at room temperature
2½ cups powdered sugar
Pinch salt
1 tablespoon vanilla extract
1 tablespoon bourbon

For the Butter-Bourbon Glaze:
2 tablespoons unsalted butter
¼ cup granulated sugar
1 tablespoon + 1 teaspoon bourbon

Directions:

1. Make the Cupcakes: Preheat oven to 350 degrees F. Line a standard 12-cup muffin tin with paper liners; set aside.

2. In a medium bowl, sift together the flour, baking powder and baking soda. Whisk in the salt, walnuts and chocolate chips; set aside.

3. In a measuring cup, whisk together the buttermilk and bourbon; set aside.

4. Using an electric mixer, cream together the butter and both sugars on medium speed until light and fluffy, about 5 minutes. Scrape down the sides of the bowl, reduce the speed to low and add the eggs, one at a time, beating each until completely incorporated before adding the next, scraping down the bowl between additions.

5. Add the flour mixture in three additions, alternating with the buttermilk mixture in two additions, mixing each step until just barely combined. Stop mixing after the last flour addition when there is still a little flour left in the batter. Finish mixing by hand using a rubber spatula.

6. Fill the cupcake liners about ¾ full and baked until light golden brown and a thin knife inserted into the center comes out clean, 18 to 20 minutes. Allow the cupcakes to cool in the pan for 10 minutes, then remove them to a wire rack to cool completely.

7. Make the Frosting: Using the wire whisk attachment of your stand mixer, whip the butter on medium-high speed for 5 minutes, stopping to scrape the bowl once or twice. Reduce the speed to low and gradually add the powdered sugar. Once all of the powdered sugar is incorporated, add the vanilla and bourbon, mixing until incorporated. Whip at medium-high speed until light and fluffy, about 2 minutes, scraping the bowl as needed.

8. Make the Butter-Bourbon Glaze: Place the butter, sugar and bourbon in a small bowl and microwave for 1 minute, or until the sugar is dissolved. Stir and allow to sit for about 15 minutes so that the glaze thickens slightly.

9. Decorate the Cupcakes: Pipe an even amount of frosting on each of the cupcakes. Drizzle a spoonful of the butter-bourbon glaze over each of the cupcakes and sprinkle with some chopped walnuts and mini chocolate chips. Leftover cupcakes can be stored in an airtight container at room temperature for up to 3 days.

Notes:

  • If you want to make these cupcakes without the alcohol, you can omit the bourbon from the recipe. Replace with 1½ teaspoons vanilla extract in the cake batter and butter glaze.

(Recipe adapted from Hummingbird High)