These Double Chocolate Cherry-Filled Cupcakes are an easy dessert made with chocolate cake mix, cherry pie filling, and homemade cocoa frosting. The recipe yields 24 cupcakes and takes about 25–30 minutes to prepare, 18–22 minutes to bake, and roughly 1 hour 15 minutes total including cooling and filling.
Every cupcake has a tender chocolate cake exterior, a spoonful of sweet cherry filling tucked into the center, and a creamy chocolate frosting finish. The contrast between deep cocoa flavor and bright cherry fruit makes these cupcakes especially lovely for birthdays, potlucks, holidays, bake sales, or any occasion that calls for a bakery-style treat without complicated pastry work.
Jump to RecipeWhy You’ll Love This Recipe

There is something wonderfully nostalgic about the combination of chocolate and cherries. These cupcakes turn that classic pairing into a neat individual dessert, with a hidden fruit center that feels like a special surprise when you take the first bite.
The cake begins with a dependable box mix, so you can focus your attention on the filling and frosting. Choosing devil’s-food cake mix gives the cupcakes a particularly dark, chocolate-forward base, while the cocoa frosting adds the second layer of chocolate that earns this recipe its double chocolate name.
Cherry pie filling is ideal here because it is already sweet, thick, and packed with recognizable fruit pieces. A small amount in each center provides plenty of cherry flavor without soaking the cake or making the cupcake difficult to frost.
For another chocolate dessert with a different texture, you might also enjoy these rich flourless chocolate cookies. They make a great companion dessert when you are serving a mixed cookie-and-cupcake platter.
Ingredients You’ll Need

The cupcake batter requires one 15.25-ounce box of devil’s-food or chocolate cake mix, three large eggs, and 1/3 cup vegetable oil. Prepare the batter according to the package directions while using these specified eggs and oil, and keep the cherry filling out of the batter for the filled-center effect.
- Cake base: One box of devil’s-food or chocolate cake mix, three large eggs, and 1/3 cup vegetable oil.
- Cherry center: One 21-ounce can of cherry pie filling.
- Frosting: 1/2 cup softened unsalted butter, 2/3 cup unsweetened cocoa powder, 3 cups confectioners’ sugar, 1/3 cup milk plus more if needed, and 1 teaspoon vanilla extract.
- Garnish: Twenty-four reserved cherries or maraschino cherries, along with chocolate shavings or mini chocolate chips if desired.
Have two 12-cup muffin pans, paper liners, a wire rack, and either a small paring knife or cupcake corer ready before you start. A piping bag is useful for decorative frosting, but a small spatula produces a charming homemade finish.
How to Make It Step-by-Step

Step 1: Heat the oven to 350°F and line two 12-cup muffin pans with paper liners. Preparing both pans at the start keeps the batter moving quickly and ensures all 24 cupcakes bake under the same conditions.
Step 2: Make the chocolate cake batter according to the package directions, using the three eggs and 1/3 cup vegetable oil listed in the recipe. Do not add the cherry pie filling to the batter, because the goal is to create a distinct cherry-filled center after the cupcakes bake.
Step 3: Spoon the batter into the lined muffin cups, filling each liner about two-thirds full. This amount leaves room for the cupcakes to rise without spilling over the edges, which also makes them easier to core and frost.
Step 4: Bake for 18–22 minutes, checking near the shorter end of the baking range. The tops should spring back lightly, and a toothpick inserted into the cake portion—not the cherry center—should come out clean.
Step 5: Let the cupcakes cool in the pans for about 5 minutes, then transfer them to a wire rack. Wait until they are completely cool before removing the centers, since warm cake is delicate and can crumble around the cavity.
Step 6: Chill the cherry pie filling briefly before using it. The colder, thicker filling is less likely to seep into the surrounding cake, and it is easier to portion neatly with a small spoon.
Step 7: Remove a small cone from the center of each cupcake with a paring knife or cupcake corer. Fill every cavity with approximately 1 teaspoon of cherry pie filling, then replace a small piece of the removed cake if you want the filling fully enclosed.
Step 8: Make the frosting by beating the softened butter until smooth. Add the cocoa powder and confectioners’ sugar gradually, alternating with the milk, then beat in the vanilla and continue mixing until the frosting is light and spreadable.
Step 9: Pipe or spread frosting over the filled cupcakes, covering the center and creating a soft chocolate cap. Place a reserved cherry or maraschino cherry on top, then scatter over chocolate shavings or mini chocolate chips if using.
Chef Tips for the Best Results

Keep the center cavity modest. Approximately 1 teaspoon of filling per cupcake is enough to deliver a clear cherry flavor while preserving the tender structure of the cake; a large hollow can make the cupcake soggy or difficult to handle.
When coring, stop before reaching the bottom of the cupcake. Leaving a layer of cake underneath the filling prevents leaks, and replacing a small piece of the removed cone gives the frosting a stable surface.
For the cleanest frosting texture, the butter should be softened but not melted. If the finished frosting seems too thick to spread, add a little more milk; if it is too loose, a small amount of confectioners’ sugar can help bring it back to a pipeable consistency.
Use a devil’s-food mix for the strongest chocolate character. Some versions include 1/2 cup mini semisweet chocolate chips in the batter, but that is an optional variation rather than an essential part of this recipe.
For a second small dessert on your table, consider serving white chocolate mini cheesecakes. Their creamy pale topping and chocolate cherry cupcakes create an attractive dessert spread with contrasting colors and flavors.
Decorating and Serving Ideas

A cherry placed in the center of each frosting swirl immediately tells guests what is hidden inside. Pat reserved cherries gently with a paper towel before garnishing so excess syrup does not drip across the cocoa frosting.
Chocolate shavings give the cupcakes a polished finish, while mini chocolate chips add a playful crunch. You can also keep half the batch simply frosted and decorate the other half with cherries, which makes the platter look varied without requiring a second recipe.
Serve the cupcakes at room temperature for the softest cake and creamiest frosting. If you are planning a cherry-themed dessert table, these cherry marshmallow treats offer another colorful bite-sized option.
Storage and Make-Ahead Notes
Once filled and frosted, keep the cupcakes covered so the cake does not dry out and the frosting does not absorb refrigerator odors. They are best enjoyed fresh, but you can prepare them ahead, chill them, and allow them to sit briefly before serving.
If you are making the cupcakes for a party, bake and cool them earlier in the day, then fill and frost them closer to serving time. Keep the cherry filling chilled until you are ready to portion it, especially in a warm kitchen.
Do not core the cupcakes while they are warm. Complete cooling is one of the most important details in this recipe because it helps the cake hold its shape and keeps the filling centered.
For more cherry inspiration after dessert, you can browse this sour cherry cobbler. It is a warm, spoonable contrast to these cool, individually portioned cupcakes.
Common Questions
Can I use regular chocolate cake mix? Yes. The researched standard version allows either devil’s-food or chocolate cake mix, although devil’s-food mix generally gives the deepest cocoa flavor.
Can I put the cherries directly into the batter? This recipe keeps the filling separate so the cupcakes have a defined center. Adding cherries to the batter creates a different cherry-studded variation and may change the texture and distribution of the fruit.
Do I need a cupcake corer? No. A small paring knife works well; cut a narrow cone from the center, reserve a little of the cake, add about 1 teaspoon of filling, and replace the cake piece if desired.
What should I serve at a larger gathering? These cupcakes pair naturally with other sweets, but a savory spread can make the menu feel complete. For that purpose, try adding bacon-wrapped cheese-stuffed meatballs before bringing out the dessert tray.


Double Chocolate Cherry-Filled Cupcakes
Ingredients
Method
- Heat the oven to 350°F and line two 12-cup muffin pans with paper liners. Prepare the chocolate cake batter according to the package directions, using the 3 eggs and 1/3 cup vegetable oil listed here, and do not mix the cherry filling into the batter.
- Divide the batter among the 24 liners, filling each about two-thirds full. Bake for 18–22 minutes, until the tops spring back lightly and a toothpick inserted into the cake portion comes out clean.
- Cool the cupcakes in the pans for about 5 minutes, then transfer them to a wire rack. Let them cool completely before coring, filling, or frosting.
- Chill the cherry pie filling briefly so it becomes thicker and easier to handle. Remove a small cone from the center of each fully cooled cupcake with a paring knife or cupcake corer, then spoon approximately 1 teaspoon of filling into each cavity.
- Beat the softened butter until smooth for the frosting. Gradually add the cocoa powder and confectioners’ sugar, alternating with the milk, then beat in the vanilla until the frosting is light and spreadable.
- Pipe or spread the chocolate frosting over each filled cupcake. Finish with a reserved cherry or maraschino cherry and chocolate shavings or mini chocolate chips, if desired.
Notes
Final Thoughts
Double Chocolate Cherry-Filled Cupcakes deliver an impressive dessert with straightforward ingredients and a simple finishing technique. The soft chocolate cake, glossy cherry center, and creamy cocoa frosting work together in every bite, while the optional cherry garnish makes the presentation instantly festive.
Remember the three details that matter most: bake the cupcakes until the cake portion tests clean, cool them completely before coring, and keep the filling to approximately 1 teaspoon per cupcake. Follow those steps and you will have 24 attractive, richly flavored cupcakes ready for sharing.
Whether you make them for a celebration or a quiet weekend baking project, these chocolate cherry cupcakes are easy to portion, decorate, and serve. Set one aside for yourself before the platter reaches the table—the hidden cherry center makes every cupcake feel like a small, delicious surprise.