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4.89 from 19 votes

Sugar Cookie Stuffed Cupcakes

Prep time
30 mins
Cook time
20 mins
Total time
50 mins




  • 3 to 3.5 cups powdered sugar
  • 12 tbsp butter, softened
  • ½ tsp pure vanilla extract
  • 1 tbsp milk


  1. Preheat oven to 350 degrees, and line a muffin pan with cupcake liners. Makes about 24 cupcakes.
  2. Prepare sugar cookie dough according to box directions or sugar cookie recipe.
  3. Place the bowl of cookie dough in the fridge for 1-2 hours. Chilling the dough will prevent the cookies from spreading.
  4. Prepare chocolate cake batter according to box direction or chocolate cake recipe.
  5. Roll cookie dough into balls.
  6. Fill the cupcake liners halfway with chocolate cake batter. Place a cookie dough ball on top of batter. Top off the cupcake liner with a bit more batter so each cupcake liner is about ¾ full. 
  7. Bake for about 20 minutes. Let the cupcakes cool and then transfer to a wire rack.
  8. While the cupcakes are baking, make the buttercream frosting. In a medium-sized bowl, combine the powdered sugar, butter, vanilla extract, and milk. Mix together with a spatula and then use an egg beater or mixer machine if you have one. This makes the frosting smoother and creamy.  Start with 3 cups of powdered sugar and if you need more, then add another ½ cup. If you want more frosting, you can double the amounts for the frosting recipe.
  9. Frost the sugar cookie stuffed cupcakes with the buttercream frosting. 
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