As I pulled the cake out of the oven, an intoxicating aroma filled my kitchen, drawing me in like a warm hug on a chilly evening. This Chocolate Cherry Upside Down Cake is the perfect way to transform ordinary moments into a celebration. Picture a soft, moist chocolate base topped with caramelized cherries, creating a stunning dessert that’s as delicious as it is beautiful. Not only is this cake a showstopper for special occasions, but it also offers a satisfying blend of flavors that makes it a beloved choice in any home. And with just a few simple steps, you can create something truly impressive without spending hours in the kitchen. Ready to delight your taste buds and impress your friends? Let’s dive into this delightful recipe!

Why is this cake a must-try?
Decadent Indulgence: Every bite of this Chocolate Cherry Upside Down Cake offers a luscious combination of rich chocolate and sweet, caramelized cherries that’s hard to resist.
Effortless Elegance: With just a few steps, you can achieve a stunning dessert that looks and tastes like it belongs in a pastry shop!
Versatile Variations: Feel free to experiment! Swap out cherries for other fruits or add nuts for a delightful twist. Try adding a layer of chocolate ganache for an even richer treat.
Quick & Simple: This cake is perfect for last-minute gatherings. It can be whipped up in no time and is sure to impress your guests, just like my Chocolate Raspberry Cheesecake or Cherry Amaretto Tiramisu.
Crowd-Pleaser: Whether it’s a birthday, holiday, or casual get-together, this cake is designed to WOW everyone at the table!
Chocolate Cherry Upside Down Cake Ingredients
• Discover the secret to this delightful dessert!
For the Topping
- Unsalted Butter – Adds moisture and richness, helping to caramelize the cherries perfectly.
- Granulated Sugar – Sweetens the cherry topping and balances flavors; can be substituted with coconut sugar for a healthier option.
- Pitted Tart Cherries – Provide a tangy contrast to the sweet chocolate; feel free to use fresh cherries to enhance flavor.
For the Cake Batter
- All-Purpose Flour – Gives structure to the cake; can be replaced with gluten-free flour for a gluten-free version.
- Cocoa Powder – Imparts that rich chocolate flavor; dark cocoa can intensify the taste even more.
- Baking Powder & Baking Soda – Essential for leavening; ensure they are fresh for best results.
- Salt – Balances sweetness and enhances overall flavor, so don’t skip it!
- Eggs – Bind and moisten the batter; use room temperature eggs for better mixing.
- Buttermilk – Adds tenderness with a slight tang; substitute with regular milk mixed with lemon juice if needed.
- Vegetable Oil – Contributes moisture and a lovely texture; melted coconut oil can be an excellent alternative.
- Vanilla Extract – Enhances the flavor profile beautifully; always use pure vanilla for the best taste.
- Boiling Water – Helps to loosen the batter for smooth spreading and retains moisture.
Enjoy creating this show-stopping Chocolate Cherry Upside Down Cake!
Step‑by‑Step Instructions for Chocolate Cherry Upside Down Cake
Step 1: Prepare Topping
Preheat your oven to 350°F (175°C). Grease and line a 9-inch round cake pan with parchment paper for easier removal. In a medium saucepan over medium heat, melt 4 tablespoons of unsalted butter. Stir in ¾ cup granulated sugar until smooth, then add in 1 ½ cups pitted tart cherries. Allow the mixture to bubble gently for about 2 minutes, then pour the cherry mixture evenly into the prepared pan.
Step 2: Mix Cake Batter
In a large mixing bowl, sift together 1 ½ cups all-purpose flour, ¾ cup granulated sugar, ½ cup cocoa powder, 1 teaspoon baking powder, ½ teaspoon baking soda, and ½ teaspoon salt. In a separate bowl, whisk together 2 large eggs, ½ cup buttermilk, ⅓ cup vegetable oil, and 1 teaspoon vanilla extract until combined. Gradually add the wet ingredients to the dry mixture, stirring gently to combine. Finally, pour in 1 cup of boiling water, mixing until the batter is smooth and well combined.
Step 3: Assemble
Gently pour the rich chocolate batter over the cherry mixture in the prepared pan. Spread the batter evenly using a spatula, ensuring it completely covers the cherries. The luscious chocolate mixture will create a beautiful base for your Chocolate Cherry Upside Down Cake, promising a delightful surprise when inverted.
Step 4: Bake
Place the cake in the preheated oven and bake for 35-40 minutes. To check for doneness, insert a toothpick into the center; it should come out clean or with just a few moist crumbs attached. Once baked, remove the cake from the oven and allow it to cool in the pan for about 10 minutes before inverting.
Step 5: Cool and Serve
After cooling for 10 minutes, carefully run a knife around the edges of the pan to loosen the cake. Invert the cake onto a serving plate, giving it a gentle shake to release it. Serve the Chocolate Cherry Upside Down Cake warm or at room temperature, showcasing the gooey, caramelized cherries on top.

Expert Tips for Chocolate Cherry Upside Down Cake
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Room Temperature Ingredients: Ensure your eggs and buttermilk are at room temperature for a smoother batter that blends more easily.
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Avoid Overmixing: Stir the batter just until combined to prevent a dense texture; your Chocolate Cherry Upside Down Cake should be light and fluffy.
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Fresh Baking Agents: Check that your baking powder and baking soda are fresh for maximum leavening; expired leaveners can lead to a flat cake.
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Even Layering: Pour the batter gently over the cherries to avoid disturbing the topping. An even layer will result in beautiful presentation.
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Use Parchment Paper: Lining the pan with parchment paper ensures easy removal of the cake, preventing any cherries from sticking to the bottom.
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Cooling Time: Allow the cake to cool for at least 10 minutes in the pan before inverting to ensure it holds its shape and prevents tearing.
What to Serve with Chocolate Cherry Upside Down Cake
Elevate your dessert experience with delightful pairings that complement the rich, chocolatey goodness of this stunning cake.
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Whipped Cream: A dollop of airy whipped cream adds a light, fluffy contrast to the dense chocolate cake and enhances the overall indulgence.
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Vanilla Ice Cream: Creamy vanilla ice cream perfectly balances the sweetness of caramelized cherries and gives a lovely cold contrast to the warm cake.
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Fresh Berries: Juicy blueberries or raspberries provide a refreshing burst of flavor and a pop of color, adding a fruity brightness to each bite.
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Coffee: A strong cup of freshly brewed coffee enhances the chocolate notes while offering a cozy, comforting accompaniment that warms the soul.
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Chocolate Ganache: Drizzle rich chocolate ganache on top for an extra layer of opulence that elevates this cake to pure decadence.
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Mint Tea: A soothing cup of mint tea refreshes the palate and adds a herbal note that pairs beautifully with the sweetness of the cake.
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Almond Biscotti: These crunchy cookies introduce a satisfying texture contrast, making for a delightful nibble alongside your slice of cake.
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Coconut Whipped Cream: Coconut whipped cream adds tropical flair with its subtly sweet flavor, harmonizing with the cherries in a unique way.
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Sweet Red Wine: A glass of sweet red wine brings forth the fruitiness, creating a lovely harmony between drink and dessert, enhancing your indulgent experience.
Make Ahead Options
Make your baking experience easier by prepping this Chocolate Cherry Upside Down Cake ahead of time! You can prepare the cherry topping and the cake batter up to 24 hours in advance. Simply melt the butter, mix with sugar and cherries, then refrigerate in an airtight container. The cake batter can also be mixed, stored in the fridge, and made with room temperature ingredients just before baking. To maintain the quality and prevent the cherries from becoming soggy, keep the components separate until you’re ready to bake. When you’re set to indulge, pour the chocolate batter over the chilled cherry mixture and bake as directed for a dessert that’s just as delightful as if it were made fresh!
How to Store and Freeze Chocolate Cherry Upside Down Cake
Room Temperature: Store leftover chocolate cherry upside down cake in an airtight container at room temperature for up to 3 days to maintain its moist texture.
Fridge: For extended freshness, refrigerate the cake in an airtight container for up to 1 week. This will help keep the flavors intact.
Freezer: Wrap the cake tightly in plastic wrap and then in aluminum foil to freeze for up to 3 months. Thaw in the fridge before serving for the best texture.
Reheating: When ready to enjoy, reheat individual slices in the microwave for 10-15 seconds, or let the whole cake come to room temperature before serving to enhance its flavors.
Chocolate Cherry Upside Down Cake Variations
Feel free to let your creativity shine as you customize this delightful dessert to your taste!
- Fruit Swap: Use fresh peaches or pineapple for a unique twist instead of cherries. The sweet caramelization will surprise your taste buds!
- Nutty Delight: Add a handful of chopped pecans or walnuts to the batter for added texture. They’re a crunchy counterpart that will create a delightful contrast in every bite.
- Dairy-Free: Substitute buttermilk with almond or coconut milk mixed with a splash of lemon juice for a creamy yet dairy-free option. It will still yield a moist, tender cake!
- Chocolate Lovers: For an extra chocolatey treat, swirl in melted chocolate or a glossy chocolate ganache before baking. The richness will elevate the dessert experience.
- Spiced Up: Incorporate a dash of cinnamon or nutmeg into the batter for a cozy, warming flavor that complements the cherries beautifully. Think of it as a hug in cake form!
- Saucy Addition: Serve each slice with a drizzle of homemade caramel sauce or chocolate sauce for that extra touch of indulgence. The sauce adds another layer of decadence that’s irresistible.
- Gooey Goodness: Layer with a cream cheese frosting in between the cake and topping for a surprise. Each bite will be a heavenly combination of creaminess and fruitiness.
- Vegan Option: Replace eggs with flax eggs and use plant-based butter and milk alternatives for a vegan-friendly version. You won’t miss the eggs as this cake will still come out fluffy and delightful!
Don’t forget, this versatile cake can dazzle at any gathering, just like my Spice Gooey Cake or 4-ingredient chocolate oat cookies. Enjoy experimenting!

Chocolate Cherry Upside Down Cake Recipe FAQs
What kind of cherries should I use for this cake?
I recommend using pitted tart cherries for the best flavor contrast with the rich chocolate. If using fresh cherries, adjust the sugar in the recipe to balance their tartness. Canned or frozen cherries work as well, but make sure they’re well-drained to avoid excess moisture in the batter.
How should I store the Chocolate Cherry Upside Down Cake?
To keep your cake fresh, store it in an airtight container at room temperature for up to 3 days. If you need it to last longer, the refrigerator is a good option, maintaining its quality for up to 1 week. Just make sure to cover it well to prevent it from drying out!
Can I freeze the Chocolate Cherry Upside Down Cake?
Absolutely! Wrap the cake tightly in plastic wrap and then with aluminum foil to seal it properly. You can freeze it for up to 3 months. When you’re ready to enjoy it, simply thaw it in the refrigerator overnight for the best texture.
What should I do if my cake sinks in the middle?
If your cake sinks, it might be due to underbaking or excess moisture in the batter. Always ensure your baking powder and baking soda are fresh before you begin. For future bakes, check for doneness earlier and avoid opening the oven too frequently; this can cause the cake to cool unevenly.
Are there any dietary considerations I should be aware of?
Given that this cake contains eggs and dairy, it’s best to avoid it for those with egg or dairy allergies. However, you can make this recipe dairy-free by substituting the butter and buttermilk with dairy-free alternatives, like coconut oil and almond milk mixed with vinegar for tang.
How do I ensure my cake comes out perfectly?
For the best results, always use room temperature ingredients, especially eggs and buttermilk. This helps to create a smoother batter that rises well. Be cautious when mixing; stir just until the ingredients are combined to avoid overmixing, which can make the cake denser.

Chocolate Cherry Upside Down Cake for a Decadent Treat
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C). Grease and line a 9-inch round cake pan with parchment paper for easier removal.
- In a medium saucepan, melt 4 tablespoons of unsalted butter. Stir in ¾ cup granulated sugar until smooth, then add 1 ½ cups pitted tart cherries. Allow the mixture to bubble gently for about 2 minutes, then pour evenly into the prepared pan.
- In a large mixing bowl, sift together 1 ½ cups all-purpose flour, ¾ cup granulated sugar, ½ cup cocoa powder, 1 teaspoon baking powder, ½ teaspoon baking soda, and ½ teaspoon salt.
- In a separate bowl, whisk together 2 large eggs, ½ cup buttermilk, ⅓ cup vegetable oil, and 1 teaspoon vanilla extract. Gradually add the wet ingredients to the dry mixture, stirring gently to combine. Finally, pour in 1 cup of boiling water, mixing until the batter is smooth.
- Gently pour the rich chocolate batter over the cherry mixture in the prepared pan and spread evenly.
- Bake for 35-40 minutes. To check for doneness, insert a toothpick into the center; it should come out clean.
- Allow to cool for 10 minutes, carefully run a knife around the edges, then invert onto a serving plate.




































