You know that feeling when a dessert pulls you in with its tantalizing aroma long before it makes its grand entrance? That’s exactly what happens with this Chocolate Cherry Upside Down Cake! The rich chocolate base, paired with a luscious caramelized cherry topping, creates a beautifully balanced treat that’s sure to impress your guests. Whether you’re celebrating a birthday or enjoying a cozy family dinner, this cake offers the perfect comfort food vibe with minimal fuss in the kitchen. Plus, with both a scratch and a chocolate cake mix version, you can customize your experience and save time when needed. Don’t you just love a dessert that feels indulgent without hours of preparation? Keep reading to discover how to create this showstopper!

Why is this cake a must-try?
Indulgent Richness: The combination of chocolate and cherries creates a flavor profile that’s both indulgent and satisfying.
Showstopper Presentation: This cake is as pleasing to the eyes as it is to the palate, making it perfect for special occasions.
Versatile Variations: Whether you prefer from-scratch baking or the convenience of a cake mix, there’s a method for everyone.
Easy Preparation: With straightforward instructions, you’ll find yourself effortlessly whipping up this dessert in no time.
Crowd-Pleasing Delight: Perfect for gatherings, this cake is bound to impress and delight family and friends alike! If you’re looking for more special dessert ideas, check out our guide on delightful homemade cakes.
Chocolate Cherry Upside Down Cake Ingredients
For the Cherry Topping
- Unsalted Butter – Adds richness and moisture to the topping; use salted butter if needed, but adjust the salt.
- Granulated Sugar – Sweetens and helps create a caramelized layer; brown sugar can be used for a deeper flavor.
- Canned Tart Cherries (or Fresh Cherries) – Provides the fruit topping; if using fresh, make sure they are pitted and halved.
For the Cake Batter
- All-Purpose Flour – Gives structure to the cake; for gluten-free, try a gluten-free flour blend.
- Cocoa Powder – Contributes to the rich chocolate flavor; ensure it’s unsweetened for the best results.
- Baking Powder & Baking Soda – Essential leavening agents; ensure they are fresh for optimal rising.
- Salt – Balances the sweetness; it’s crucial for enhancing the overall flavor.
- Eggs – Provide moisture and structure; they should be at room temperature for better mixing.
- Buttermilk (or Regular Milk + Vinegar) – Adds tenderness and a tangy flavor; can substitute with regular milk mixed with vinegar or lemon juice.
- Vegetable Oil – Keeps the cake moist; melted coconut oil can substitute for added flavor.
- Vanilla Extract – Adds depth; using pure vanilla is highly recommended.
Optional Toppings
- Whipped Cream or Ice Cream – Serve warm to enhance sweetness; a scoop of vanilla ice cream is especially delightful.
- Chocolate Ganache – Drizzle over the top for an extra chocolate kick; it beautifully complements the cake’s flavors.
With these delightful Chocolate Cherry Upside Down Cake ingredients ready, you’re set to create a dessert that will dazzle your friends and family!
Step‑by‑Step Instructions for Chocolate Cherry Upside Down Cake
Step 1: Prepare Oven & Pan
Preheat your oven to 350°F (175°C) while you get your baking pan ready. Line a 9-inch round or 9×13-inch pan with parchment paper, allowing the edges to hang over for easy removal. Next, grease the sides with butter or baking spray to ensure a smooth release after baking.
Step 2: Cook Cherry Topping
In a medium saucepan over medium heat, melt 1/4 cup of unsalted butter. Once melted, stir in 1/2 cup each of granulated and brown sugar until the mixture starts to bubble and caramelize slightly, about 2-3 minutes. Add 1 can of drained tart cherries (or fresh, pitted cherries) and cook just until they are heated through, about 1-2 minutes. Pour this luscious mixture into your prepared pan.
Step 3: Prepare the Cake Batter
In a large bowl, combine your dry ingredients: 1 1/2 cups all-purpose flour, 3/4 cup cocoa powder, 1 teaspoon baking powder, 1 teaspoon baking soda, and 1/2 teaspoon salt. In a separate bowl, whisk together 2 large eggs, 1 cup of buttermilk, 1/2 cup of vegetable oil, and 2 teaspoons of vanilla extract. Gradually add the wet ingredients to the dry mix, stirring until just combined to avoid overmixing.
Step 4: Add Boiling Water
To loosen the batter and enhance its texture, carefully stir in 1 cup of boiling water, mixing until smooth. The batter will be quite thin, which is perfectly fine and ensures a light, moist Chocolate Cherry Upside Down Cake. It should have a glossy appearance as you pour it over the cherry topping in the prepared pan.
Step 5: Bake the Cake
Gently place the pan in the preheated oven and bake for 35-40 minutes. Keep an eye on it, and perform a toothpick test by inserting a toothpick into the center of the cake. If it comes out clean or with a few moist crumbs, the Chocolate Cherry Upside Down Cake is ready to come out of the oven.
Step 6: Cool and Invert
Once baked, remove the cake from the oven and let it cool in the pan for about 10 minutes. This cooling period helps the cake set and makes it easier to invert. After cooling, carefully run a knife around the edges to loosen it, then place a serving platter upside down on top of the pan and quickly flip it over to reveal your beautiful Chocolate Cherry Upside Down Cake. Remove the parchment paper gently to showcase that caramelized cherry goodness.

Make Ahead Options
These Chocolate Cherry Upside Down Cake preparations are a true lifesaver for any busy home cook! You can prepare the cherry topping up to 24 hours in advance by cooking it as directed and then storing it in an airtight container in the refrigerator; this keeps the cherries perfectly tender and delicious. Likewise, you can mix the dry ingredients of the cake batter and store them separately for up to 3 days. When you’re ready to bake, simply combine the wet ingredients with the dry mix, add the boiling water, and pour over the cherry mixture. This means you’ll enjoy a stunning dessert with minimal last-minute effort, all while maintaining its rich, indulgent flavor—just as wonderful as if you’d made it fresh!
What to Serve with Chocolate Cherry Upside Down Cake
Indulging in a slice of this delicious cake is just the beginning—pairing it with wonderful sides can create a full feast for the senses!
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Vanilla Ice Cream: The creamy sweetness of vanilla ice cream perfectly complements the rich chocolate and tart cherries, adding a delightful coolness.
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Whipped Cream: A fluffy dollop of freshly whipped cream introduces airy texture to each slice, enhancing the decadence of the cake.
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Chocolate Sauce: Drizzling velvety chocolate sauce over the cake amplifies the chocolate flavor, making it even more irresistible for chocolate lovers.
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Fresh Berries: Serve with a medley of berries like strawberries or raspberries for a burst of freshness and tartness that balances the sweetness of the cake.
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Coffee: A warm cup of coffee enhances the chocolate notes and adds a comforting, cozy atmosphere to your dessert experience.
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Nutty Shortbread Cookies: Pair the cake with crunchy shortbread cookies, which provide a satisfying contrast in texture and enhance the overall enjoyment.
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Peppermint Tea: For a soothing end to your meal, sip on herbal peppermint tea, which can cleanse the palate and refresh after the richness of dessert.
Each of these options not only complements the Chocolate Cherry Upside Down Cake but creates an experience that your loved ones will savor and remember!
Expert Tips for Chocolate Cherry Upside Down Cake
- Room Temperature Ingredients: Ensure your eggs and buttermilk are at room temperature. This helps create a smooth batter and results in a fluffier Chocolate Cherry Upside Down Cake.
- Avoid Overmixing: Mix the batter until just combined. Overmixing can lead to a dense cake; a light touch results in a moist, airy texture.
- Fresh Ingredients Matter: Use fresh baking powder and baking soda for proper leavening. Stale ingredients can prevent your cake from rising beautifully.
- Careful Caramelization: When heating the butter and sugar for the cherry topping, watch closely to avoid burning. A perfect caramelization enhances the cake’s flavor.
- Cool Before Inverting: Allow the cake to cool in the pan for 10 minutes before inverting. This helps it hold its shape and prevents breaking or sticking.
Chocolate Cherry Upside Down Cake Variations
Feel free to get creative with your Chocolate Cherry Upside Down Cake to make it uniquely yours!
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Fruit Swap: Substitute cherries with peaches, pears, or mixed berries for an exciting flavor twist. Each fruit brings a different sweetness and texture, creating a whole new dessert experience!
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Nutty Addition: Nuts: Fold in chopped pecans or walnuts into the batter for added crunch. This not only enhances the texture but also adds a nutty richness that pairs beautifully with chocolate.
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Chocolate Ganache: Drizzle: For an extra level of indulgence, top your cake with a luscious chocolate ganache. It enhances the chocolate flavor and gives a beautiful, glossy finish.
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Spiced Up: Add Spices: Mix in a teaspoon of cinnamon or a pinch of nutmeg to the batter for a warm, spiced flavor. These spices can elevate the overall taste and add a cozy aroma to your baking.
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Vegan Version: Plant-Based: Replace eggs with flax eggs and buttermilk with plant-based milk and vinegar. This keeps the indulgent flavor while catering to vegan diets, ensuring everyone can enjoy a slice!
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Gluten-Free: Swap Flour: Use a gluten-free flour blend for a delicious gluten-free version. It allows those with dietary restrictions to indulge without sacrificing taste!
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Texture Play: Add Chocolate Chips: Stir in semi-sweet or dark chocolate chips for added richness and melty goodness throughout the cake. The pockets of melted chocolate will make each bite absolutely divine!
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Heat It Up: Spicy Kick: Add a touch of cayenne or chili powder to the batter for a surprising heat that beautifully complements the sweetness. This bold twist will intrigue your taste buds and leave a lasting impression.
Every variation brings its own touch to this classic dessert. If you’re looking for more creative baking ideas, consider checking out our guide on delectable dessert variations. Enjoy experimenting!
How to Store and Freeze Chocolate Cherry Upside Down Cake
Room Temperature: Store leftover cake in an airtight container at room temperature for up to 3 days to maintain its moisture and flavor.
Fridge: If you plan to keep it longer, refrigerate the cake for up to 1 week. Just be sure to cover it well to prevent it from drying out.
Freezer: For extended storage, wrap the cake tightly in plastic wrap and foil, then freeze for up to 3 months. Thaw overnight in the fridge before serving to restore its texture.
Reheating: Enjoy this Chocolate Cherry Upside Down Cake warm; reheat individual slices in the microwave for about 15-20 seconds or in a preheated oven at 350°F (175°C) for about 10 minutes.

Chocolate Cherry Upside Down Cake Recipe FAQs
How do I select cherries for the topping?
Absolutely! When choosing cherries, look for firm, plump ones with a deep color. If using fresh cherries, ensure they are ripe and free of dark spots or blemishes. Canned tart cherries can be used as a convenient alternative—they’re already pitted and packed in syrup, just be sure to drain them well before use.
What is the best way to store 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 want it to last longer, refrigerate it for up to 1 week while ensuring it’s covered well. This will help maintain its moisture and flavor.
Can I freeze Chocolate Cherry Upside Down Cake?
Certainly! Wrap the cake tightly in plastic wrap and then in foil to prevent freezer burn. It will keep well for up to 3 months. To enjoy, simply thaw it overnight in the fridge before serving. When ready, warm individual slices in the microwave for about 15-20 seconds or in a preheated oven at 350°F (175°C) for approximately 10 minutes.
What are some common issues I should watch for when baking this cake?
Very! One common troubleshooting tip is to avoid overmixing the batter; this can lead to a dense cake. Mix until just combined, and it helps to use eggs and buttermilk at room temperature to improve texture. If your cake sinks in the middle, it may be due to underbaking. Ensure you check for doneness with a toothpick that should come out clean or with a few moist crumbs for perfect results.
Are there any dietary considerations for this Chocolate Cherry Upside Down Cake?
Yes! If you have friends or family with dietary restrictions, note that this cake contains eggs and dairy, which may not be suitable for vegans or those with certain allergies. For a gluten-free version, simply substitute the all-purpose flour with a gluten-free flour blend, and enjoy this delightful cake without worry.

Irresistible Chocolate Cherry Upside Down Cake for Any Occasion
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and prepare your baking pan with parchment paper and greased sides.
- In a medium saucepan, melt 1/4 cup of unsalted butter, then stir in 1/2 cup each of granulated and brown sugar until bubbling, about 2-3 minutes. Add the tart cherries and cook for 1-2 minutes before pouring into the prepared pan.
- In a large bowl, whisk together the dry ingredients: 1 1/2 cups of all-purpose flour, 3/4 cup of cocoa powder, 1 teaspoon of baking powder, 1 teaspoon of baking soda, and 1/2 teaspoon of salt. In another bowl, whisk 2 large eggs, 1 cup of buttermilk, 1/2 cup of vegetable oil, and 2 teaspoons of vanilla extract. Gradually combine the wet and dry ingredients.
- Carefully stir in 1 cup of boiling water until smooth. The batter will be thin; pour it over the cherry topping.
- Bake for 35-40 minutes, testing for doneness with a toothpick.
- Let the cake cool in the pan for 10 minutes, then carefully invert onto a serving platter.

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