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Cherry-Stuffed Chocolate Cupcakes

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4 from 46 reviews

These Cherry-Stuffed Chocolate Cupcakes combine a tender, rich chocolate cake infused with buttermilk with a sweet and juicy cherry pie filling in the center. Topped with a thick, creamy chocolate buttercream, these cupcakes are a show-stopping dessert perfect for impressing guests with minimal effort.

Ingredients

Scale

For the Chocolate Cupcakes:

  • 1 cup All-Purpose Flour
  • 1/3 cup Cocoa Powder
  • 1 teaspoon Baking Powder
  • 1/2 teaspoon Baking Soda
  • 1/2 teaspoon Salt
  • 3/4 cup White Sugar
  • 1/4 cup Brown Sugar
  • 1/3 cup Vegetable Oil
  • 1 teaspoon Vanilla Extract
  • 1/2 cup Buttermilk
  • 2 Eggs, room temperature
  • 1/2 cup Boiling Water
  • 12 oz Can Cherry Pie Filling

For the Chocolate Buttercream:

  • 1 cup Butter, softened at room temperature
  • 45 cups Powdered Icing Sugar
  • 1/2 cup Cocoa Powder, or more as desired
  • 23 Tablespoons Heavy Whipping Cream, or more as desired
  • 1 teaspoon Vanilla Extract
  • 1/2 teaspoon Salt, optional

Instructions

  1. Preheat and Prepare: Preheat your oven to 350°F (175°C). Line two muffin trays with 15 cupcake liners and set them aside to get ready for the batter.
  2. Mix Dry Ingredients: In a small bowl, whisk together the all-purpose flour, cocoa powder, baking powder, baking soda, and salt until thoroughly combined. Set this mixture aside.
  3. Combine Wet Ingredients: In a large bowl, beat together the white sugar, brown sugar, vegetable oil, vanilla extract, and buttermilk for about 2 minutes until the mixture is smooth and the sugar appears dissolved.
  4. Incorporate Eggs and Dry Mix: Beat in the eggs one at a time, ensuring full incorporation, then gradually mix in the prepared dry ingredients from step 2 until just combined.
  5. Add Boiling Water: Carefully add the boiling water to the batter and beat gently to combine. The batter will be thin, which ensures moist cupcakes.
  6. Fill Cupcake Liners: Portion out the cupcake batter evenly into the prepared liners, filling each about two-thirds full to allow room for rising.
  7. Bake the Cupcakes: Place the trays in the oven and bake for 18-22 minutes, or until a toothpick inserted in the center of a cupcake comes out clean.
  8. Prepare the Frosting: While the cupcakes cool, beat the softened butter, powdered icing sugar, and cocoa powder together for about 2 minutes until smooth and well combined.
  9. Finish Frosting Texture and Flavor: Add heavy whipping cream, vanilla extract, and optional salt, then beat until the buttercream reaches a thick, smooth texture with stiff peaks. Adjust with more icing sugar, cocoa, or cream as needed.
  10. Core the Cupcakes: Once cupcakes are completely cooled, use a cupcake corer or a small knife to remove about 1 to 1 1/2 inches from the center of each cupcake to create a hollow space for the cherry filling.
  11. Stuff with Cherry Filling: Fill each hollow with approximately one tablespoon of cherry pie filling, ensuring a good amount of cherries in each.
  12. Pipe the Frosting: Scoop the frosting into a piping bag fitted with a large star tip. Starting at the center of each cupcake, pipe the frosting outward to the edges and then back toward the center and up to create a beautiful swirl.
  13. Drizzle Excess Cherry Syrup: Scoop out the cherry pie filling syrup (without cherries) into a piping bag and drizzle it over the frosted cupcakes for extra moisture and flavor.
  14. Garnish: Top each cupcake with a few of the remaining whole cherries from the pie filling for a striking and delicious finishing touch.

Notes

  • Ensure the cupcakes have cooled completely before coring and frosting to avoid melting the buttercream.
  • Use room temperature eggs to help achieve a smooth batter.
  • Adjust the cocoa powder and powdered sugar in the frosting to suit your taste preferences.
  • Store cupcakes in an airtight container in the refrigerator for up to 3 days.
  • For extra cherry flavor, consider soaking the cupcake centers with a little cherry syrup before filling.