As the sweet aroma of baking chocolate wafts through the kitchen, my heart races at the thought of sharing a slice of Chocolate Cherry Upside Down Cake with loved ones. This delightful dessert transforms a simple gathering into a cherished occasion, with its moist chocolate base supporting a luscious layer of caramelized cherries. It comes together easily, whether you opt for fresh or canned cherries, making it a perfect crowd-pleaser for both novice and seasoned bakers alike. Plus, this cake is as stunning to present as it is satisfying to devour! Ready to create a show-stopping dessert that will have everyone asking for seconds? Let’s dive into this delicious recipe!

Why is this cake a must-try?
Deliciously Decadent: Each bite of this Chocolate Cherry Upside Down Cake bursts with rich chocolate flavor complemented by juicy, caramelized cherries, creating a divine treat for your taste buds.
Effortless Prep: With easy instructions for both fresh and canned cherries, you can whip up this show-stopping dessert without hassle.
Perfect for Any Occasion: Whether it’s a festive gathering or a cozy family dinner, this cake adds a touch of elegance and sweetness to your table, much like our popular Marble Chocolate Chip Cookies.
Impressive Presentation: The dramatic upside-down effect makes it not only delicious but also visually stunning—sure to impress your guests!
Versatile Flavors: You can personalize your cake by adding nuts or even a chocolate swirl to cater to your palate. Get ready to make this your new favorite dessert!
Chocolate Cherry Upside Down Cake Ingredients
• Here’s everything you need to create this deliciously decadent dessert!
For the Topping
- Unsalted Butter – Adds richness and moisture; for a quick fix, salted butter can be used if you reduce the added salt.
- Granulated Sugar – Sweetens the cherry topping; swapping in brown sugar can enhance caramelization charm.
- Tart Cherries (canned or fresh) – The signature flavor and texture; consider cherry pie filling for a convenient option.
- Vanilla Extract – Lends a warm, aromatic note; opt for pure vanilla extract for the best flavor profile.
For the Cake Batter
- All-Purpose Flour – Provides structure; cake flour makes for a lighter texture if desired.
- Cocoa Powder – Delivers intense chocolate flavor; using unsweetened cocoa is recommended for optimum results.
- Baking Powder & Baking Soda – Essential leavening agents; ensure they are fresh for the best rising effect.
- Salt – Balances sweetness and enhances flavors; no significant substitutions here.
- Large Eggs – Contributes moisture and structure; make sure they’re at room temperature for even mixing.
- Buttermilk – Adds tanginess and keeps the cake tender; regular milk with a splash of lemon juice works in a pinch.
- Vegetable Oil – Keeps the cake moist; melted coconut oil offers a delightful alternative flavor.
Creating this Chocolate Cherry Upside Down Cake will be a delightful experience that results in a visually stunning and delicious dessert. Enjoy baking!
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 bubbly and slightly caramelized, about 2–3 minutes. Add in 2 cups of tart cherries and 1 teaspoon of vanilla extract, mixing until well combined, then pour this luscious mixture into your prepared cake pan to form the topping.
Step 2: Make Cake Batter
In a large bowl, sift together 1 ½ cups of all-purpose flour, ½ cup of unsweetened cocoa powder, 1 teaspoon of baking powder, ½ teaspoon of baking soda, and ½ teaspoon of salt. In another bowl, whisk together 2 large eggs, 1 cup of buttermilk, ½ cup of vegetable oil, and 1 teaspoon of vanilla extract until fully combined. Gradually add the wet mixture to the dry ingredients, stirring until just mixed; fold in 1 cup of boiling water carefully for added moisture.
Step 3: Assemble and Bake
Gently pour the rich chocolate cake batter over the cherry topping in the pan, ensuring it is evenly distributed. Using a spatula, smooth the batter to create an even surface. Place the pan in the preheated oven and bake for 35–40 minutes. The cake is done when a toothpick inserted in the center comes out clean, and it bounces back lightly when touched.
Step 4: Cool and Serve
After baking, allow the Chocolate Cherry Upside Down Cake to cool in the pan for about 10 minutes. This step helps the cake set while making it easier to flip. Carefully invert the cake onto a serving platter, revealing the beautifully caramelized cherry topping. Serve warm or at room temperature, adding whipped cream or ice cream for an extra touch if desired.

Expert Tips for Chocolate Cherry Upside Down Cake
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Choose Quality Cherries: Use the best cherries you can find—fresh or high-quality canned. This ensures bursting flavor in your chocolate cherry upside down cake.
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Don’t Overmix Batter: Stir the batter just until combined to keep the cake light and fluffy. Overmixing can lead to a dense texture.
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Room Temperature Ingredients: Always use room temperature eggs and buttermilk for a smoother batter that mixes evenly, ensuring an even bake.
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Check Baking Time: Ovens can vary, so start checking your cake a few minutes before the recommended baking time to avoid overbaking.
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Use Parchment Paper: Line your pan with parchment paper to prevent the cake from sticking, making it easier to flip and serve.
Chocolate Cherry Upside Down Cake Variations
Feel free to get creative and make this Chocolate Cherry Upside Down Cake your own with these delicious twists!
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Fresh Cherries: Replace canned cherries with pitted fresh tart cherries for a burst of real fruit flavor. Fresh cherries add a delightful juicy texture that pairs wonderfully with the chocolate cake.
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Nuts Galore: Add chopped walnuts or pecans to the batter for a satisfying crunch. The nutty flavor complements the sweet cherries and chocolate, making each bite even more enjoyable.
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Double Chocolate Delight: Stir in melted chocolate into your cake batter for an extra rich experience. The added chocolate creates a decadent double chocolate flavor that chocolate lovers will adore.
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Coconut Oil: Substitute vegetable oil with melted coconut oil for a hint of tropical flavor. This swap brings a subtle sweetness and unique moistness to your cake, making it stand out.
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Spicy Kick: Add a dash of cayenne pepper or cinnamon into the batter for an unexpected warm flavor twist. A little heat goes a long way in creating a multi-dimensional chocolate taste.
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Add Zest: Incorporate the zest of an orange or lemon to brighten up the cake. The citrus zest enhances the overall flavor profile, creating a fresh and delightful contrast to the rich chocolate.
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Serve with a Twist: Top the cake with a layer of whipped cream and drizzle of chocolate sauce or serve it alongside a scoop of vanilla ice cream for a classic pairing. This little touch elevates your presentation!
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Try Other Fruits: Mix it up by using sliced peaches or blueberries instead of cherries for a seasonal variation. Each fruit brings its unique flavor and character, ensuring this cake never gets boring!
With these variations, the possibilities are endless! Whichever way you decide to personalize your cake, I encourage you to savor the process and let your creativity shine—just like when whipping up delightful treats like Double Chocolate Peppermint Cookies or a comforting Blueberry Coffee Cake. Happy baking!
How to Store and Freeze Chocolate Cherry Upside Down Cake
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Room Temperature: Allow the cake to cool completely, then store it in an airtight container at room temperature for up to 3 days for optimal freshness.
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Fridge: If you prefer a chilled treat, keep the cake in the fridge; it will stay fresh for up to 1 week. Cover it tightly to prevent drying out.
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Freezer: For longer storage, wrap the cake tightly in aluminum foil or plastic wrap and freeze for up to 3 months. Thaw overnight in the fridge before serving.
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Reheating: Enjoy a slice warmed up in the microwave for about 20 seconds for a melty, delicious experience that brings out the flavors in your Chocolate Cherry Upside Down Cake.
Make Ahead Options
These Chocolate Cherry Upside Down Cakes are ideal for busy home cooks looking to save time without sacrificing flavor! You can prepare the cherry topping up to 24 hours in advance by melting the butter, mixing in the sugar, and cooking with cherries and vanilla, then refrigerate the mixture until you’re ready to bake. Additionally, you can make the cake batter and store it in the fridge for up to 3 days. To maintain its luscious texture, keep it tightly covered. When you’re ready to bake, pour the batter over the chilled topping and follow the baking instructions—this way, you’ll have a stunning dessert with minimal last-minute effort!
What to Serve with Chocolate Cherry Upside Down Cake?
As you prepare to indulge in a slice of this delightful cake, consider what other flavors and textures will elevate your dessert experience.
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Vanilla Ice Cream: The creamy, cold contrast enhances the warm cake while balancing its rich chocolate and cherry flavors.
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Whipped Cream: Light and airy, a dollop of whipped cream on top adds a wonderful, sweet fluffiness that complements the dense cake.
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Fresh Berries: Serve with raspberries or blueberries to introduce a tart freshness that cuts through the sweetness. Their vibrant colors also make the presentation pop!
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Chocolate Sauce: Drizzle warm chocolate sauce over a slice to intensify the chocolate experience, providing an indulgent finish.
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Coffee: A cup of freshly brewed coffee is a perfect companion, offering a slight bitterness that melds beautifully with the cake’s sweetness.
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Mint Leaves: Garnishing with fresh mint leaves not only adds a refreshing touch but also brings a beautiful pop of color to your dessert plate.
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Almonds or Walnuts: Chopped and toasted nuts sprinkled on top add a satisfying crunch and nutty flavor that beautifully contrasts with the soft cake.
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Red Wine: Pair a glass of rich, fruity red wine to deepen the flavor profile of the dessert, creating a sophisticated pairing for any celebration.
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Chocolate-Covered Cherries: Go all out with this pairing for a playful and decadent treat that ties the flavors together in a delightful way.
Enjoy exploring these complementary flavors as you relish each bite of your Chocolate Cherry Upside Down Cake!

Chocolate Cherry Upside Down Cake Recipe FAQs
How do I choose the best cherries for this cake?
Absolutely! When selecting cherries, look for plump, firm ones with a vibrant color. For canned cherries, opt for those in syrup or juice, avoiding those packed in heavy syrup for a healthier option. If using fresh cherries, choose tart varieties for the best flavor contrast against the sweet chocolate cake.
How should I store leftover Chocolate Cherry Upside Down Cake?
Very! To keep your cake fresh, allow it to cool completely and then store it in an airtight container at room temperature for up to 3 days. If you prefer it chilled, you can refrigerate it for up to a week. Just make sure to wrap it well to retain moisture!
Can I freeze Chocolate Cherry Upside Down Cake?
Definitely! Wrap the entire cake tightly in plastic wrap, then foil to prevent freezer burn, and freeze for up to 3 months. When you’re ready to enjoy, simply thaw it overnight in the refrigerator. For a warm serving, pop a slice in the microwave for about 20 seconds!
What should I do if my cake sticks to the pan?
Oh no! If your cake sticks, it’s usually because the pan wasn’t prepared well. Always use parchment paper in your pan, making sure to grease it to help the cake release easily. If it does stick, run a thin knife around the edges and gently lift it out. Next time, perfecting the greasing and lining will ensure a smooth flip!
Can I make this cake gluten-free?
Certainly! To make a gluten-free version of Chocolate Cherry Upside Down Cake, substitute all-purpose flour with a 1:1 gluten-free baking blend. Ensure that the blend includes xanthan gum for proper structure. Your cake will still be delicious and satisfying!
Is this recipe safe for those with egg allergies?
Noted! If you or your loved ones have an egg allergy, you can use a flax egg as a substitute. To make a flax egg, mix 1 tablespoon of ground flaxseed with 2.5 tablespoons of water, let it sit for about 5-10 minutes until it thickens, then add it to the recipe. This substitution will keep your cake moist and tasty!

Chocolate Cherry Upside Down Cake for a Decadent Treat
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C). In a medium saucepan, melt 4 tablespoons of unsalted butter over medium heat. Stir in 1 cup of granulated sugar and cook until bubbly and slightly caramelized, about 2–3 minutes. Add 2 cups of tart cherries and 1 teaspoon of vanilla extract, mix well, and pour into your prepared cake pan to form the topping.
- In a large bowl, sift together 1 ½ cups of all-purpose flour, ½ cup of unsweetened cocoa powder, 1 teaspoon of baking powder, ½ teaspoon of baking soda, and ½ teaspoon of salt. In another bowl, whisk together 2 large eggs, 1 cup of buttermilk, ½ cup of vegetable oil, and 1 teaspoon of vanilla extract until combined. Gradually add the wet mixture to the dry ingredients, stirring until just mixed; fold in 1 cup of boiling water carefully.
- Gently pour the chocolate cake batter over the cherry topping in the pan, smoothing the batter to create an even surface. Place the pan in the oven and bake for 35–40 minutes, checking with a toothpick inserted in the center.
- Allow the cake to cool in the pan for 10 minutes. Carefully invert onto a serving platter, revealing the caramelized cherry topping. Serve warm or at room temperature.

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