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Homemade Chocolate Cherry Cupcake

Homemade chocolate cupcakes stuffed with a yummy cherry filling!
Print Recipe
Keywordchocolate cherry cupcakes
Prep Time20 minutes
Cook Time18 minutes
Total Time38 minutes
Servings12 cupcakes


  • 2 cups of all purpose flour
  • ¾ cup of cocoa
  • 2 teaspoons of baking powder
  • ½ teaspoon of baking soda
  • teaspoon of salt
  • ½ cup of vegetable oil
  • 2 cups of sugar
  • 3 eggs
  • 2 teaspoons of vanilla
  • 1 ¼ cup of milk whole, soy, or almond
  • 1 Package of Chocolate Covered Cherries
  • 1 cupcake corer
  • 1 jar Maraschino Cherries
  • 2 sticks of unsalted butter room temperature
  • 4 - 5 cups of powdered sugar Start with 4 cups
  • 1 cup of cocoa powder
  • 1 Tablespoon of heavy cream more if needed
  • 4 Tablespoons of Maraschino Cherry juice
  • 1 teaspoon vanilla
  • pinch of salt


  • Line 2 muffin tins with cupcake liners (24), and set the oven to 350 degrees.   Scoop batter into baking cups, filling cups about ¾ full. 
  • In the mixing bowl of a stand mixer, and using the whisk attachment, on low setting, mix the Flour, Cocoa, Baking Powder, Baking Soda, and Salt. make sure all ingredients are well blended.
  • Add, Oil, Eggs, Sugar, Vanilla, and Milk, and keep the mixer on low, and blend all ingredients together until the batter is smooth. Turn the mixer on high, and beat for 1 minute.
  • Bake the cupcakes for 16 - 18 minutes, or until a toothpick comes out clean.
  • When the cupcakes are done, remove them from the oven, and place them on wire racks to cool completely. When cupcakes are cool, with a cupcake corer, remove the center of the cupcake, and keep the center pieces, DO NOT DISCARD CENTERS. (I simply lay them next to the cupcakes). 
  • When centers have been removed, place a chocolate covered cherry in the center and then place cupcake center back in cupcake; it will stick up a little, but that's okay because the frosting will cover it.


  • In a stand mixer, using the Whisk attachment, cream the butter until light and fluffy.  
  • Add the Cream, and blend again. 
  • Blend in the Cocoa powder, and half of the Powdered Sugar, (starting with 2 cups) alternating with half the Cherry Juice. 
  •  Add the rest of the Powdered Sugar and Cherry Juice, until all ingredients are well blended. (Use more Powdered sugar if Frosting is not as thick as you'd like it). If frosting is too thick, thin with a little more Cherry Juice, or cream. 
  • Add the Vanilla, and blend.
  • Add the pinch of salt, and blend well, until Frosting is smooth and creamy.
  • Put Frosting in a Pastry bag (or use a Ziplock bag!), and swirl onto cupcakes, with a peak at the top, and top with a Maraschino Cherry. 
  • Refrigerate cupcakes in a single layer container until time to serve. Enjoy!