As I stood in my kitchen the other day, the tempting aroma of freshly baked goods filled the air, reminding me of warm family gatherings and sweet indulgences. That’s when I decided to whip up a delightful Chocolate Cherry Upside Down Cake, a recipe that marries the rich goodness of chocolate with the vibrant sweetness of cherries. This stunning dessert isn’t just a feast for the eyes; it’s incredibly easy to make, so you can wow your friends and family without spending all afternoon in the kitchen. Plus, it’s an impressive crowd-pleaser—perfect for celebrations or cozy evenings at home. Are you ready to dive into a baking adventure that transforms simple ingredients into unforgettable deliciousness?

Why is this cake a must-try?
Decadent Delight: The luscious caramelized cherries atop a rich chocolate cake create a dessert that’s as beautiful as it is delicious.
Two Easy Variations: Whether you prefer making it from scratch with cocoa powder or opt for a quick version using cake mix, this recipe caters to your busy lifestyle.
Texture Harmony: Enjoy a perfect blend of soft, tender cake with a glossy, gooey cherry topping that impresses any palate.
Flexibility Galore: Feel free to experiment with different fruits like pineapple or peaches for exciting flavor twists.
Showstopper Dessert: This chocolate cherry creation is sure to steal the spotlight at any gathering, making it the perfect addition to celebrations or cozy family dinners.
For more fabulous dessert ideas, check out my recipes for Patriotic Poke Cake and Strawberry Cheesecake Bars!
Chocolate Cherry Upside Down Cake Ingredients
• Discover the perfect blend of chocolate and cherry!
For the Cherry Topping
- Pitted Tart Cherries – They provide the ideal balance of sweetness and tartness; consider swapping with fresh cherries or cherry preserves for an even bolder flavor.
- Unsalted Butter – This adds richness and moisture; margarine can be substituted for a dairy-free alternative.
- Granulated Sugar – Essential for sweetening and caramelizing the cherry topping; using brown sugar creates a deeper, richer taste.
For the Cake Batter
- All-Purpose Flour – Gives the cake structure; opt for a gluten-free blend if you prefer gluten-free.
- Unsweetened Cocoa Powder – Delivers deep chocolate flavor; carob powder can be a caffeine-free substitution.
- Baking Powder & Baking Soda – These leavening agents provide lightness; always check for freshness to ensure the best results.
- Salt – A crucial flavor enhancer; you can swap sea salt for a unique twist.
- Eggs – They bind the ingredients and add richness; use flax eggs for a vegan approach.
- Buttermilk – Ensures cake tenderness; milk with vinegar or lemon juice works as a great substitute.
- Vegetable Oil – Adds moisture; melted coconut oil brings a tropical hint if you prefer.
- Vanilla Extract – Enhances all the flavors; feel free to switch to almond extract for a different aroma.
- Boiling Water – Helps dissolve cocoa powder for a smoother batter, ensuring that your Chocolate Cherry Upside Down Cake turns out beautifully.
Step‑by‑Step Instructions for Chocolate Cherry Upside Down Cake
Step 1: Prepare Cherry Topping
Preheat the oven to 350°F (175°C) and grease a 9-inch round cake pan with butter. In a medium saucepan, melt 4 tablespoons of unsalted butter over medium heat. Stir in 1 cup of granulated sugar until dissolved, then add 2 cups of pitted tart cherries. Cook for about 5-7 minutes, stirring gently until the mixture thickens slightly and becomes syrupy. Pour this cherry topping into the prepared pan, spreading it evenly.
Step 2: Make Cake Batter
In a large 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, ½ teaspoon of baking soda, and a pinch of salt. In another bowl, whisk together 2 large eggs, 1 cup of buttermilk, ½ cup of vegetable oil, and 2 teaspoons of vanilla extract until smooth. Gradually combine the wet ingredients with the dry mixture, stirring until just combined.
Step 3: Add Boiling Water
Carefully stir in 1 cup of boiling water to your batter. This may seem unusual but is key to creating a moist Chocolate Cherry Upside Down Cake. The batter will be thin, which is perfect for absorbing the cherry topping below. Mix until completely incorporated, ensuring there are no lumps, but avoiding overmixing to maintain a light texture.
Step 4: Assemble the Cake
Pour the smooth cake batter over the caramelized cherry mixture in the pan. Use a spatula to gently spread the batter evenly, ensuring it covers the cherries completely. Take a moment to admire the vibrant colors, as this will be the base for the decadent dessert.
Step 5: Bake the Cake
Place the cake pan in the preheated oven and bake for 35-40 minutes. The cake is done when a toothpick inserted into the center comes out clean and the edges pull slightly away from the pan. It should spring back when gently touched, signifying a perfectly baked Chocolate Cherry Upside Down Cake.
Step 6: Cool and Invert
Once baked, remove the cake from the oven and let it cool for about 10 minutes in the pan. This cooling time allows the cake to set slightly, making it easier to invert. Carefully run a knife around the edges to loosen it, then place a serving platter upside down on the cake. Quickly invert the pan to release the cake onto the platter, revealing the stunning cherry topping.

Expert Tips for Chocolate Cherry Upside Down Cake
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Prevent Sticking: Always line your cake pan with parchment paper to ensure easy removal of your Chocolate Cherry Upside Down Cake and maintain its beautiful topping.
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Room Temperature Ingredients: Use room temperature eggs, buttermilk, and butter for better incorporation and a smoother batter, creating a more tender cake.
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Avoid Overmixing: Gently mix your wet and dry ingredients until just combined to keep the cake light and fluffy; overmixing can lead to a dense texture.
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Keep Ingredients Fresh: Ensure your baking powder and baking soda are fresh for optimal rising; expired leavening agents can result in a flat cake.
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Cooling Method: Allow the cake to cool in the pan for the recommended time before inverting to help the cherry topping retain its shape and shine.
What to Serve with Chocolate Cherry Upside Down Cake
Delight in the symphony of flavors and textures that transform your meal into a moment of sweet celebration.
- Vanilla Ice Cream: The creamy, cool contrast against the warm cake and cherries creates a decadent experience that’s hard to resist.
- Whipped Cream: Light and fluffy, a dollop brings a sweet balance, enhancing the rich chocolate and fruity toppings.
- Chocolate Sauce: Drizzling a bit of warm chocolate sauce intensifies the cocoa flavors and adds an extra layer of indulgence.
- Fresh Berries: Serve alongside sweet strawberries or tart raspberries for a fresh, vibrant pop that cleanses the palate between bites.
- Mint Leaves: A sprig of fresh mint not only brightens the plate but also imparts a refreshing aroma, elevating each bite.
- Espresso or Coffee: A bold brew cuts through the sweetness, providing a sophisticated finish to your dessert experience.
- Red Wine: A light-bodied red, like Pinot Noir, complements the cherries beautifully, enhancing the overall flavor profile of the cake.
- Chocolate Hazelnut Spread: For an extra lavish touch, spread a little on each slice to deepen the chocolatey goodness, making you swoon with every bite.
Make Ahead Options
These Chocolate Cherry Upside Down Cakes are perfect for those busy weeknights when you still want to impress! You can prepare the cherry topping and store it in the refrigerator up to 3 days in advance, simply reheat it on the stovetop until bubbly before pouring it into your cake pan. Additionally, the cake batter can be mixed and refrigerated for up to 24 hours; just make sure to bring it to room temperature before baking for even results. When you’re ready to bake, pour the batter over the prepared cherry mixture and follow the usual baking instructions. This way, you’ll have a decadent dessert ready to go with minimal effort on the day of serving!
Chocolate Cherry Upside Down Cake Variations
Feel free to mix things up with these delightful twists that will cater to every palate and occasion!
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Gluten-Free: Substitute all-purpose flour with a gluten-free baking blend for a cake everyone can enjoy without compromising the deliciousness.
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Dairy-Free: Use plant-based milk and coconut oil instead of buttermilk and vegetable oil for a creamy, ranch-style texture that’s dairy-free!
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Fruit Fusion: Swap the tart cherries for diced peaches or juicy pineapple pieces to create a tropical version of this classic dessert.
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Nutty Addition: Enhance the texture by folding in chopped walnuts or pecans into the cake batter; the crunch pairs beautifully with the soft cake.
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Chocolate Swirl: For a dramatic touch, swirl in melted chocolate or chocolate ganache before baking; it’s a twist that chocolate lovers can’t resist!
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Spicy Kick: Add a dash of cayenne or chili powder into the batter for a unique heat that balances the sweetness of the cherries beautifully.
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Lemon Zest: To brighten the flavor, incorporate some grated lemon zest into the batter. It adds a refreshing citrus note that complements the chocolate and cherries perfectly.
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Single-Layer Wonder: Consider making a single-layer version in a larger pan; it’s great for a relaxed get-together or to indulge in an easier serving style.
Every variation adds its own magic to the Chocolate Cherry Upside Down Cake, making it a flexible recipe perfect for your creative spirit. If you’re looking for more sweet inspiration, you’ll love my Fluffy Buttermilk Pancakes or the refreshing White Chocolate Cranberry Cookies!
Storage Tips for Chocolate Cherry Upside Down Cake
Room Temperature: Store the cake in an airtight container at room temperature for up to 3 days to keep it moist and flavorful.
Fridge: If you’d like to preserve it for a little longer, refrigerate the cake in an airtight container for up to 1 week, ensuring it’s well-wrapped to prevent drying out.
Freezer: For extended storage, wrap the cake tightly in plastic wrap and then foil, placing it in the freezer for up to 3 months. This way, your Chocolate Cherry Upside Down Cake can be enjoyed later!
Reheating: To reheat, simply thaw in the refrigerator overnight and warm slices in the microwave or at 300°F (150°C) until heated through, restoring that lovely, gooey cherry topping.

Chocolate Cherry Upside Down Cake Recipe FAQs
What type of cherries should I use for the cake?
I recommend using pitted tart cherries for the best balance of sweetness and tartness, but feel free to swap in fresh cherries or even cherry preserves for a more intense flavor.
How should I store the leftover cake?
To keep your Chocolate Cherry Upside Down Cake fresh, store it in an airtight container at room temperature for up to 3 days. If you’d like to prolong its life a bit more, refrigerate it, and it can last up to a week. Just make sure it’s well-wrapped to avoid drying out!
Can I freeze the cake, and if so, how?
Absolutely! Freezing is a great option if you want to save some for later. Wrap the cooled cake tightly in plastic wrap, then in aluminum foil to protect it from freezer burn. It can be frozen for up to 3 months. When you’re ready to enjoy it, just thaw it in the refrigerator overnight.
What do I do if my cake is dense or doesn’t rise properly?
If your cake turns out dense, it may be due to overmixing the batter or using expired baking powder or baking soda. To avoid this, mix your wet and dry ingredients until just combined and always check your leavening agents for freshness. If the cake doesn’t rise, it could also mean the ingredients weren’t at room temperature—using cold ingredients can affect texture.
Is this recipe suitable for people with dietary restrictions?
Definitely! You can modify this Chocolate Cherry Upside Down Cake to cater to various dietary needs. For a dairy-free version, use margarine in place of butter and a dairy-free milk substitute for buttermilk. If you’re looking for a vegan option, substitute eggs with flax eggs (1 tablespoon of flaxseed meal mixed with 2.5 tablespoons of water equals one egg) and use non-dairy alternatives throughout.

Irresistible Chocolate Cherry Upside Down Cake to Savor
Ingredients
Equipment
Method
- Preheat the oven to 350°F (175°C) and grease a 9-inch round cake pan with butter.
- In a medium saucepan, melt 4 tablespoons of unsalted butter over medium heat. Stir in 1 cup of granulated sugar until dissolved, then add 2 cups of pitted tart cherries. Cook for about 5-7 minutes until syrupy.
- Pour the cherry topping into the prepared pan, spreading it evenly.
- In a large mixing bowl, sift together 1.5 cups of all-purpose flour, 1 cup of granulated sugar, 0.5 cup of unsweetened cocoa powder, 1.5 teaspoons of baking powder, 0.5 teaspoon of baking soda, and a pinch of salt.
- In another bowl, whisk together 2 large eggs, 1 cup of buttermilk, 0.5 cup of vegetable oil, and 2 teaspoons of vanilla extract until smooth.
- Gradually combine the wet ingredients with the dry mixture, stirring until just combined.
- Carefully stir in 1 cup of boiling water to the batter until completely incorporated.
- Pour the smooth cake batter over the caramelized cherry mixture in the pan and spread evenly with a spatula.
- Bake for 35-40 minutes until a toothpick inserted comes out clean and edges pull away from the pan.
- Let cake cool for about 10 minutes in the pan before inverting onto a platter.