As the oven hums and the rich aroma of cocoa fills the kitchen, I can’t help but feel giddy with anticipation. This Chocolate Cherry Upside Down Cake is more than just a dessert; it’s a delightful centerpiece that transforms ordinary moments into something special. With its luscious chocolate base cradling a tangy cherry topping, this cake not only impresses visually but delights the palate with its perfectly balanced flavors. One of the best parts? It’s surprisingly simple to make, making it a fantastic choice for both seasoned bakers and those who might be just stepping into the kitchen. Whether you’re celebrating a birthday or simply want to elevate a weeknight dinner, this cake offers a comforting indulgence that’s freezer-friendly, too! Can you hear the whispers of joy as it’s sliced and served? Let’s dive into this rich, decadent journey together!
Why is this cake so special?
Irresistible Flavor: The fusion of lush chocolate and tart cherries creates a harmonious balance that will have your taste buds dancing.
Impressive Presentation: Serve this cake upside down for a stunning reveal that’s sure to wow your guests at any gathering.
Simple Steps: With straightforward instructions, even novice bakers can achieve bakery-worthy results.
Versatile Enjoyment: Whether paired with vanilla ice cream or enjoyed solo, this cake is delightful in every form. You might also want to try my White Chocolate Cranberry for another crowd-pleaser!
Freezer-Friendly: Make ahead and freeze for those spontaneous dessert cravings or special occasions. This Chocolate Cherry Upside Down Cake is truly a show-stopper you’ll love!
Chocolate Cherry Upside Down Cake Ingredients
For the Cherry Topping
- Unsalted Butter – Adds moisture and richness; margarine can be used as a substitute.
- Granulated Sugar – Sweetens the cherry topping; brown sugar provides a deeper flavor.
- Pitted Tart Cherries – Offers tangy sweetness; fresh cherries are a great substitution with sugar adjustments.
For the Cake Batter
- All-Purpose Flour – Gives structure to the cake; gluten-free flour can be swapped for a gluten-free version.
- Unsweetened Cocoa Powder – Contributes deep chocolate flavor; do not substitute for best results.
- Baking Powder – Helps the cake rise; ensure it’s fresh for optimal performance.
- Baking Soda – Works alongside baking powder for a light texture; also check for freshness.
- Salt – Enhances overall flavor; absolutely necessary for taste balance.
- Large Eggs – Binds the ingredients together and adds moisture; ensure they are at room temperature for best incorporation.
- Buttermilk – Provides a tender crumb; regular milk mixed with lemon juice or vinegar is a good substitute.
- Vegetable Oil – Keeps the cake moist; can be replaced with melted coconut oil if preferred.
- Vanilla Extract – Adds depth of flavor; using pure vanilla is highly recommended.
- Boiling Water – Loosens the batter for a smooth consistency; crucial for achieving the cake’s moist texture.
Step‑by‑Step Instructions for Chocolate Cherry Upside Down Cake
Step 1: Prepare Cherry Topping
Begin by preheating your oven to 350°F (175°C). In a medium saucepan, melt 4 tablespoons of unsalted butter over medium heat. Once melted, stir in 1 cup of granulated sugar and cook until bubbling. Next, add 2 cups of pitted tart cherries and a splash of vanilla extract, mixing well. Pour this luscious cherry mixture into a greased and lined 9-inch round cake pan to create the stunning base of your Chocolate Cherry Upside Down Cake.
Step 2: Make Cake Batter
In a large mixing bowl, sift together 1 ½ cups of all-purpose flour, 2/3 cup of unsweetened cocoa powder, 1 ¼ cups of sugar, 1 ½ teaspoons of baking powder, 1 teaspoon of baking soda, and ½ teaspoon of salt to ensure a smooth mixture. In a separate bowl, whisk together 2 large eggs, 1 cup of buttermilk, ½ cup of vegetable oil, and 2 teaspoons of pure vanilla extract until fully combined. Gradually mix the wet ingredients into the dry ingredients until just combined, taking care to avoid overmixing.
Step 3: Incorporate Boiling Water
To enhance the moistness and texture of your cake, stir in 1 cup of boiling water into the batter. This will help to loosen the mixture, creating a smooth and pourable consistency. Make sure there are no dry flour pockets left, but do not overwork the batter. The Chocolate Cherry Upside Down Cake batter should now be glossy and ready for the next step.
Step 4: Assemble Cake
Gently pour the prepared batter over the cherry topping in the cake pan. Use a spatula to spread it evenly across the surface, ensuring that the batter completely covers the cherries beneath. Take a moment to admire the contrasting colors before it goes into the oven, as this Chocolate Cherry Upside Down Cake will transform beautifully during baking.
Step 5: Bake
Place the assembled cake in your preheated oven and let it bake for 35-40 minutes. You’ll know it’s ready when a toothpick inserted into the center comes out clean or with a few moist crumbs attached. The edges will appear slightly pulled away from the pan, and the top should look firm and spring back when gently touched.
Step 6: Cool and Serve
After baking, remove the cake from the oven and allow it to cool in the pan for about 10 minutes. Using a knife, gently run it around the edges to ensure it doesn’t stick. Carefully invert the cake onto a serving plate to reveal the beautifully caramelized cherry topping. Slice and serve warm or at room temperature for the perfect indulgent treat with your Chocolate Cherry Upside Down Cake.
Expert Tips for Chocolate Cherry Upside Down Cake
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Room Temperature Ingredients: Ensure your eggs and buttermilk are at room temperature; this helps create a smooth batter and promotes even baking.
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Don’t Overmix: Gently mix the batter until just combined to prevent a tough cake texture. Less is more when crafting your decadent Chocolate Cherry Upside Down Cake.
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Testing for Doneness: Use a toothpick to check if your cake is done—if it comes out clean or with a few moist crumbs, it’s ready!
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Cooling Before Serving: Allow the cake to cool in the pan for just 10 minutes. This will make inverting it easier without damaging that beautiful cherry topping.
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Layer for Flavor: For an extra burst of flavor, consider adding a splash of almond extract to the cherry mixture before baking. It complements the chocolate perfectly!
Chocolate Cherry Upside Down Cake Variations
Feel free to let your creativity shine with these delightful twists on the classic recipe!
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Cherry Swap: Use fresh or frozen cherries instead of pitted tart cherries for a brighter flavor. Fresh offers a delightful crunch, while frozen provides effortless convenience.
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Flavor Fusion: Incorporate a teaspoon of almond extract into your cherry topping for a delightful nutty undertone that beautifully complements the chocolatey goodness.
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Gluten-Free: Exchange regular flour for gluten-free all-purpose flour for a delicious gluten-free treat that everyone can enjoy. This swap doesn’t compromise on taste or texture!
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Decadent Double Chocolate: Add chocolate chips into the cake batter for a double chocolate delight. The melted chips create a gooey surprise that chocolate lovers will adore.
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Nutty Crunch: Fold in chopped walnuts or pecans into the batter for added texture and earthy flavor. This brings a nice crunch that balances the soft, fudgy cake!
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Cocoa Twist: For an additional chocolate kick, blend dark cocoa powder into your cake mix. This will deepen the chocolate flavor, making it even more indulgent.
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Zesty Cherry: A tablespoon of fresh lemon juice in the cherry topping adds a refreshing zing that enhances the cherry flavor, making each bite pop with brightness!
After you’ve tried these variations, you might also want to check out my exquisite Pistachio Carrot Cake or the crowd-favorite Patriotic Poke Cake for more inspirations. Enjoy crafting your unique version of the Chocolate Cherry Upside Down Cake!
Make Ahead Options
These Chocolate Cherry Upside Down Cakes are perfect for busy home cooks looking to save time! You can prepare the cherry topping up to 24 hours in advance; simply melt the butter, add sugar and cherries, and refrigerate the mixture in an airtight container. The cake batter can be mixed ahead as well—store it in the fridge for up to 3 days before baking. To maintain the cake’s moistness, cover it tightly with plastic wrap. When you’re ready to bake, simply bring everything back to room temperature, pour the batter over the cherry topping, and bake as directed for a delicious dessert with minimal effort!
Storage Tips for Chocolate Cherry Upside Down Cake
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Room Temperature: Store the cake in an airtight container at room temperature for up to 3 days to maintain its deliciously moist texture.
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Refrigerator: If not consuming within a few days, refrigerate the cake for up to a week, ensuring it’s well-wrapped to avoid drying out.
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Freezer: For longer storage, freeze the Chocolate Cherry Upside Down Cake for up to 3 months. Wrap it tightly in plastic wrap and then foil for best results.
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Thawing: To enjoy, simply thaw the cake overnight in the refrigerator before serving, allowing the flavors to fully reawaken.
What to Serve with Chocolate Cherry Upside Down Cake
Transform your delightful dessert into a memorable meal by pairing it with perfect accompaniments.
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Vanilla Ice Cream: The creamy sweetness of vanilla ice cream enhances the rich chocolate flavor, creating a delightful contrast with the tart cherries.
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Whipped Cream: Light and airy, a dollop of freshly whipped cream adds a lovely touch to each slice, balancing the cake’s density with a soft finish.
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Fresh Berries: A medley of raspberries and blueberries offers a vibrant freshness, brightening the dish while echoing the tartness of the cherries.
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Chocolate Ganache: Drizzling warm chocolate ganache over a slice extends the chocolatey indulgence, making every bite even more decadent.
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Fresh Mint Leaves: A few sprigs of mint can elevate the presentation and provide a refreshing flavor that pairs beautifully with the sweetness of the cake.
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Coffee or Espresso: The slight bitterness of freshly brewed coffee or espresso complements the sweetness of the cake and brings out the chocolate flavors beautifully.
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Red Wine: A glass of ruby red wine, particularly a light Merlot, enhances the fruity notes of the cherries while adding a touch of sophistication.
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Nutty Biscotti: Crunchy, nutty biscotti served alongside adds an interesting texture and personal touch to your dessert experience.
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Chocolate-Covered Cherries: For a luxurious touch, serve a few chocolate-covered cherries alongside, amplifying both the tart and chocolate flavors.
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Caramel Sauce: A warm drizzle of caramel sauce adds another layer of sweetness, embracing both the chocolate and cherry elements beautifully.
Chocolate Cherry Upside Down Cake Recipe FAQs
What cherries are best for this cake?
Absolutely! While pitted tart cherries are the star of this recipe, feel free to use fresh cherries, but be sure to adjust the sugar to taste since fresh cherries can vary in sweetness. If tartness is preferred, seek out sour cherries for that delightful tang!
How should I store leftover Chocolate Cherry Upside Down Cake?
Very! To keep your cake mouth-wateringly moist, store it in an airtight container at room temperature for up to 3 days. If you can’t finish it in that time, wrap it tightly and refrigerate for up to a week to prolong its freshness.
Can I freeze Chocolate Cherry Upside Down Cake?
Absolutely! This cake freezes beautifully. Wrap it securely in plastic wrap, followed by aluminum foil, and pop it in the freezer for up to 3 months. When you’re ready to enjoy, simply thaw it overnight in the refrigerator before serving. This allows the cake to regain its delightful flavors and texture.
What if my batter is too thick?
If your batter seems a bit too thick, start by adding a tablespoon of boiling water at a time until you reach a smooth, pourable consistency. Remember, you want a silky batter for that rich, moist cake texture, so don’t hesitate to loosen it up a bit!
What if I’m allergic to certain ingredients?
Of course! If you have allergies, this Chocolate Cherry Upside Down Cake can be easily tailored. Substitute the all-purpose flour with a gluten-free blend, use dairy-free butter and milk alternatives, and check that your baking powder is gluten-free as well. Make sure all ingredients meet your dietary needs for a safe and delicious dessert!
Can pets eat chocolate?
Nope! Dogs and other pets should generally steer clear of chocolate as it can be toxic to them. If you’re sharing with your furry friends, prepare a pet-friendly dessert without chocolate or ingredients that could harm them instead. Your pets will appreciate the consideration!

Irresistible Chocolate Cherry Upside Down Cake You'll Love
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C). In a medium saucepan, melt 4 tablespoons of unsalted butter over medium heat. Once melted, stir in 1 cup of granulated sugar and cook until bubbling. Add 2 cups of pitted tart cherries and a splash of vanilla extract, mixing well. Pour this cherry mixture into a greased and lined 9-inch round cake pan.
- In a large mixing bowl, sift together 1.5 cups of all-purpose flour, 2/3 cup of unsweetened cocoa powder, 1.25 cups of sugar, 1.5 teaspoons of baking powder, 1 teaspoon of baking soda, and 0.5 teaspoon of salt. In a separate bowl, whisk together 2 large eggs, 1 cup of buttermilk, 0.5 cup of vegetable oil, and 2 teaspoons of pure vanilla extract until fully combined. Gradually mix the wet ingredients into the dry ingredients until just combined.
- Stir in 1 cup of boiling water into the batter until smooth. Ensure there are no dry flour pockets left.
- Gently pour the prepared batter over the cherry topping in the cake pan, spreading it evenly. Take a moment to admire the contrasting colors before baking.
- Bake the cake for 35-40 minutes or until a toothpick comes out clean. The edges will pull slightly away from the pan.
- Allow the cake to cool in the pan for about 10 minutes. Run a knife around the edges and invert it onto a serving plate.