The kitchen buzzed with anticipation as I unearthed a hidden gem from my recipe collection: the Chocolate Cherry Upside Down Cake. This delightful creation, where rich chocolate embraces sweet-tart cherries, is an easy dessert that captivates hearts and taste buds alike. Whether you’re crafting it from scratch or opting for a simple cake mix variation, the result is a moist, velvety cake crowned with a glossy layer of caramelized cherries—truly a show-stopper for any occasion. With minimal prep time and the promise of joy in every bite, this cake is perfect for those cozy family gatherings or moments when you simply need a sweet escape from fast food. Curious about how to bring this heavenly confection to life? Let’s dive in!
Why is this cake a must-try?
Irresistible Combination: Chocolate and cherries unite for an unforgettable flavor explosion that dances on your palate.
Easier Than It Looks: With simple ingredients and straightforward steps, even novice bakers will impress guests.
Versatile Delight: Enjoy it with either fresh or canned cherries, and feel free to adapt with nuts or chocolate swirls to make it uniquely yours.
Crowd-Pleasing: This cake is perfect for family gatherings and celebrations, leaving everyone wanting seconds.
Perfectly Moist: The blend of buttermilk and boiling water results in a cake that is wonderfully velvety, making each slice a delight.
Pair it with a scoop of ice cream or a dollop of whipped cream to elevate your dessert experience—try it with our Chocolate Raspberry Cheesecake for an extra special treat!
Chocolate Cherry Upside Down Cake Ingredients
For the Cherry Topping
- Unsalted Butter – Adds richness and moisture; you can substitute with margarine for a dairy-free option.
- Brown Sugar – Provides depth and a hint of molasses flavor for the topping; can use all granulated sugar but will lose that caramel touch.
- Canned or Fresh Tart Cherries – Adds tartness and sweetness; if using fresh, remember to pit and halve them and adjust sugar based on tartness.
For the Cake Batter
- Granulated Sugar – Sweetens the cake and aids in creating the caramel topping; no substitutions suggested for optimal texture.
- All-Purpose Flour – Gives structure and body to the cake; no substitutions unless using a gluten-free blend.
- Unsweetened Cocoa Powder – Provides a deep chocolate flavor; Dutch-processed cocoa works wonderfully for a richer taste.
- Baking Powder & Baking Soda – Essential leaveners that help the cake rise; ensure they are fresh for the best results.
- Salt – Enhances flavors; it’s vital for balance, so don’t skip it.
- Large Eggs – Binds and moistens the batter; use room temperature eggs for the best blending, or substitute with flax eggs for a vegan version.
- Buttermilk – Contributes to tenderness and flavor; can substitute with regular milk mixed with a teaspoon of vinegar or lemon juice.
- Vegetable Oil – Adds moisture and prevents drying out; melted coconut or canola oil can be used instead.
- Vanilla Extract – Enhances the overall flavor; opt for pure extract for the best impact.
- Boiling Water – Loosens the batter for a spreadable consistency, ensuring a moist cake.
Fall in love with the decadence of this Chocolate Cherry Upside Down Cake and let each bite transport you to dessert heaven!
Step‑by‑Step Instructions for Chocolate Cherry Upside Down Cake
Step 1: Preheat the Oven
Begin by preheating your oven to 350°F (175°C). While the oven heats, prepare a 9-inch round or a 9×13-inch cake pan by lining the bottom with parchment paper and greasing the sides with butter. This ensures easy release of your Chocolate Cherry Upside Down Cake once baked, setting the stage for a beautifully presented dessert.
Step 2: Prepare the Cherry Topping
In a medium saucepan over low heat, melt 3 tablespoons of unsalted butter. Once melted, stir in ½ cup of brown sugar and cook until the mixture becomes bubbly and syrupy, about 2-3 minutes. Add 1 cup of cherries and 1 teaspoon of vanilla extract to the pan, gently mixing until the cherries are well coated. Pour this luscious cherry mixture into the prepared cake pan, distributing it evenly.
Step 3: Make the Cake Batter
In a mixing bowl, sift together 1 ½ cups of all-purpose flour, 1 cup of granulated sugar, ½ cup of unsweetened cocoa powder, 1 ½ teaspoons of baking powder, 1 teaspoon of baking soda, and ½ teaspoon of salt. In a separate bowl, whisk together 2 large eggs, ¾ cup of buttermilk (or a substitute), ½ cup of vegetable oil, and 2 teaspoons of vanilla extract until combined. Gradually combine the wet ingredients with the dry mixture, then stir in 1 cup of boiling water until you achieve a smooth batter.
Step 4: Assemble the Cake
Pour the chocolate batter over the cherry topping in the cake pan, ensuring that it covers the cherries evenly. This step is vital as it creates a delicious contrast between the rich chocolate cake and the sweet, caramelized cherry layer. Carefully smooth the batter with a spatula to ensure uniform baking.
Step 5: Bake the Cake
Place the pan 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 a few moist crumbs. Once baked, remove the cake from the oven and allow it to cool in the pan for about 10 minutes, letting the rich aroma of the Chocolate Cherry Upside Down Cake fill your kitchen.
Step 6: Serve and Enjoy
After cooling, carefully invert the cake onto a serving platter. Gently lift off the pan, revealing the glossy cherry topping. Slice the cake and serve it warm or at room temperature. For an extra treat, adorn each slice with whipped cream or vanilla ice cream, enhancing the indulgence of your Chocolate Cherry Upside Down Cake.
Make Ahead Options
These Chocolate Cherry Upside Down Cake preparation options are ideal for busy cooks looking to save time! You can prepare the cherry topping and refrigerate it up to 3 days in advance; simply store it in an airtight container to maintain its quality. The cake batter can also be mixed and kept in the fridge for up to 24 hours before baking, helping you streamline your dessert-making process. To finish, pour the chilled cherry topping into the prepared pan, followed by the chilled batter. Bake as directed, and you’ll have a splendid cake that’s just as delicious as if it were made fresh—perfect for impromptu gatherings or a sweet treat after dinner!
How to Store and Freeze Chocolate Cherry Upside Down Cake
Room Temperature: Cover the cake lightly with a clean kitchen towel and store for up to 3 days to maintain freshness.
Fridge: For longer storage, place the cake in an airtight container and keep in the fridge for up to 1 week; this will help retain its moisture.
Freezer: Wrap individual slices tightly in plastic wrap and then in foil for optimal protection, allowing them to freeze for up to 3 months. Thaw slices in the refrigerator before serving.
Reheating: For a warm slice, pop it in the microwave for about 10-15 seconds, or until heated through, enhancing the chocolatey experience of your Chocolate Cherry Upside Down Cake.
Chocolate Cherry Upside Down Cake Variations
Feel free to jazz up your Chocolate Cherry Upside Down Cake with these delightful twists that tickle the senses!
- Fresh Cherries: Use fresh, pitted cherries for a burst of natural sweetness and brightness.
- Dairy-Free: Replace butter and buttermilk with coconut oil and almond milk for a delicious dairy-free treat.
- Nutty Crunch: Add chopped walnuts or pecans to the batter for a delightful crunch that complements the soft cake.
- Double Chocolate: Swirl in some melted chocolate or chocolate chips to give it an extra rich flavor, satisfying those chocolate cravings.
- Spicy Kick: Sprinkle in a pinch of cayenne pepper or cinnamon for a surprising heat that elevates the flavor profile.
- Gourmet Topping: Top with a sprinkle of sea salt or drizzle with caramel sauce for an indulgent finish that adds a fancy touch.
- Zesty Twist: Incorporate lemon or orange zest into the batter for a citrusy brightness that perfectly balances the cherries’ tartness.
- Chocolate Drizzle: After inverting, drizzle a simple chocolate ganache on top for a visually stunning and decadent finish.
As you explore these variations, don’t forget to check out our Cherry Peanut Butter for another amazing dessert experience or our Upside Down Cheesakes for more creative twists!
Expert Tips for Chocolate Cherry Upside Down Cake
- Avoid Overmixing: Mix the batter just until combined to maintain a light and fluffy texture in your Chocolate Cherry Upside Down Cake.
- Use Room Temperature Ingredients: Ensure eggs and buttermilk are room temperature for better emulsification and to achieve a moist, flavorful cake.
- Check Ingredient Freshness: Baking powder and baking soda should be fresh for proper rising; expired leaveners can lead to a dense cake.
- Parchment Paper is Key: Always line your cake pan with parchment to ensure easy release of the cake and prevent any sticky mess.
- Adjust Sugar for Tartness: If using fresh cherries, taste them first. Adjust the sugar in the topping to balance out the sweetness based on their tartness.
- Rest Before Inverting: Let your cake cool for about 10 minutes in the pan before inverting; this helps prevent breakage and keeps the cherry topping intact.
What to Serve with Heavenly Chocolate Cherry Upside Down Cake
Savor the rich, chocolatey bliss of this delightful dessert alongside these perfect pairings that will elevate your dining experience.
Whipped Cream: Light and airy, a dollop of fresh whipped cream adds a creamy contrast to the moist cake. It’s like a cloud of sweetness with each bite.
Vanilla Ice Cream: The smooth, vanilla flavor rounds out the tart cherry notes while melting into the warm cake—a classic combination that never disappoints.
Coffee: A hot cup of coffee complements the cake’s rich chocolate flavor, making each bite an indulgent experience. Sip slowly while enjoying the sweetness!
Chocolate Sauce: Drizzle over slices for an extra chocolate kick; it enhances the cake’s luxurious texture while providing a beautiful presentation.
Cherries Jubilee: Serve warm cherries cooked in a buttery, sweet sauce alongside. This pairing enhances the cherry flavor while adding a juicy burst.
Chocolate Mint Tea: The refreshing mint notes contrast beautifully with the rich chocolate, cleansing the palate and leaving you wanting more.
Nutty Biscotti: A crunchy, nut-filled biscotti provides a delightful textural contrast, perfect for dipping into your coffee or enjoying on its own.
Fresh Berries: A side of fresh raspberries or strawberries adds a vibrant, tart contrast that brightens every slice of the cake. Their natural sweetness complements the chocolate perfectly.
Cheese Platter: A selection of creamy brie or tangy goat cheese offers a sophisticated twist, enhancing the dessert’s bold flavors and providing a delightful savory element.
Chocolate Cherry Upside Down Cake Recipe FAQs
How do I choose the best cherries for my cake?
Absolutely! When selecting cherries, look for those that are plump, firm, and vibrant in color. For fresh cherries, avoid any with dark spots or softness. If using canned cherries, check for a syrup that’s not overly sweet, as you may want to adjust the sugar in your batter accordingly.
What’s the best way to store leftover cake?
The more the merrier! To store your Chocolate Cherry Upside Down Cake, cover it lightly with a clean kitchen towel at room temperature for up to 3 days. For longer freshness, transfer it to an airtight container in the fridge where it can last up to 1 week while retaining moisture.
Can I freeze this cake?
Certainly! To freeze your Chocolate Cherry Upside Down Cake, wrap individual slices tightly in plastic wrap followed by foil. This way, they’ll stay fresh for up to 3 months. When you’re ready to enjoy, simply thaw the slices in the refrigerator overnight, and they’ll be as delightful as the day they were baked!
How do I fix a dense cake?
Uh-oh! If your cake turns out dense, it could be due to overmixing the batter or using expired leavening agents. To fix this in the future, make sure to mix just until the ingredients are combined and always check that baking powder and baking soda are fresh. For added lightness, remember to whip the batter gently and allow ingredients like eggs to reach room temperature before mixing!
Are there any dietary considerations I should keep in mind?
Very good question! If baking for someone with allergies, be cautious about the eggs and butter; you can substitute eggs with flax eggs for a vegan option and use margarine instead of butter. Additionally, always double-check if your chosen chocolate and cherries are free from any allergens like nuts or gluten.
Can I use a cake mix instead of making the cake from scratch?
Absolutely! If you’re short on time or just want to simplify the process, feel free to use a chocolate cake mix. Follow the package instructions, but remember to add your cherry topping as described. This makes for a deliciously easy Chocolate Cherry Upside Down Cake that still delights!

Chocolate Cherry Upside Down Cake: A Delicious Twist on Tradition
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and prepare a 9-inch round or 9x13-inch cake pan by lining with parchment paper and greasing the sides.
- In a medium saucepan over low heat, melt the butter. Stir in brown sugar and cook until bubbly, about 2-3 minutes. Add the cherries and vanilla extract, mixing until well coated, then pour into the prepared pan.
- Sift together flour, sugar, cocoa powder, baking powder, baking soda, and salt in a mixing bowl. In a separate bowl, whisk together eggs, buttermilk, oil, and vanilla extract. Combine wet and dry ingredients, then stir in boiling water until smooth.
- Pour the chocolate batter over the cherry topping in the pan, smoothing it evenly.
- Bake for 35-40 minutes until a toothpick comes out clean or with moist crumbs. Cool in the pan for 10 minutes.
- Invert the cake onto a serving platter, slice, and serve warm or at room temperature.