Chocolate Covered Cherry Cookies are a treat that manages to blend indulgence with comfort. When you take a soft, chewy cookie and pair it with a surprise cherry tucked right in the center, you create something magical. These cookies are perfect not just for the holidays, but any time you’re craving a sweet escape. Whether it’s a family gathering or a cozy night in, this recipe brings warmth and nostalgia to any occasion. As you make these Chocolate Covered Cherry Cookies, you’ll find they aren’t just delicious; they’re fun to bake and enjoy with friends. So, let’s get started and bring some joy into your kitchen!
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Chocolate Covered Cherry Cookies merge indulgent flavors and textures, combining chewy cookies with sweet cherries and a rich chocolate topping. This recipe captures the essence of comfort food, making it perfect not only for holidays but for any time you crave a little sweetness.
Why You’ll Love This Chocolate Covered Cherry Cookies
These delightful cookies bring joy with every bite, featuring a soft, chewy base and a surprise cherry center. They’re a nostalgic nod to festive traditions while also appealing to modern tastes, making them a versatile treat for every occasion.

Ingredients
- 48 undrained maraschino cherries (about one 10-oz. jar)
- 1.5 cups all-purpose flour
- ½ cup unsweetened cocoa powder
- ½ cup unsalted butter, softened to room temperature
- 1 cup granulated sugar
- ¼ teaspoon kosher salt
- ¼ teaspoon baking powder
- ¼ teaspoon baking soda
- 1 large egg
- 1.5 teaspoons pure vanilla extract
- 6 oz. good quality semisweet chocolate chips
- ½ cup sweetened condensed milk
Preparing the Cookies

Preheat Your Oven
Preheat your oven to 350°F (175°C). This ensures an optimal baking temperature for perfectly soft cookies.
Drain the Cherries
Drain the maraschino cherries, reserving the juice for later use. This step is crucial for avoiding soggy cookies while still infusing cherry flavor.
Combine Dry Ingredients
In a small bowl, whisk together the all-purpose flour and unsweetened cocoa powder. Set aside, as this mixture will add structure and flavor to your cookies.
Cream Butter and Sugar
In a large mixing bowl, use an electric mixer on medium-high speed to beat the softened unsalted butter for about 30 seconds. Add granulated sugar, kosher salt, baking powder, and baking soda. Beat until well combined and fluffy.
Add Egg and Vanilla
Incorporate the large egg and 1.5 teaspoons of pure vanilla extract into the mixture. Continue beating until everything is smoothly combined.
Gradually Mix in Dry Ingredients
Carefully add the flour and cocoa mixture to the wet ingredients. Mix until just combined, avoiding overmixing to maintain cookie softness.
Shape the Dough
Using a small scoop, portion the dough into 1-inch balls. Place them on an ungreased baking sheet, spacing them about 2 inches apart for even baking.
Create Cherry Indentations
Press down gently in the center of each cookie ball with your thumb to create a small indentation. This will hold the cherry perfectly.
Add Cherries to the Cookies
Place one drained maraschino cherry into the center of each cookie’s indentation. The cherry adds a delightful burst of flavor right in the middle.
Prepare the Chocolate Topping
In a small saucepan over medium to low heat, combine the semisweet chocolate chips and sweetened condensed milk. Heat until the chocolate melts, stirring frequently.
Add Cherry Juice
Stir in 4 teaspoons of the reserved cherry juice until the mixture is completely smooth. If the frosting is too thick, add a bit more cherry juice to thin it out.
Spoon Chocolate Over Cherries
Spoon about 1 teaspoon of the chocolate mixture over each cherry, making sure to cover the cherry fully. If necessary, warm the saucepan slightly on low heat to maintain a workable consistency.
Bake the Cookies
Bake the cookies in the preheated oven for about 10 minutes. Check for a set cookie edge and a soft center; this balance achieves that chewy texture you desire.
Cool on a Wire Rack
Once baked, carefully remove the cookies from the baking sheet and let them cool completely on a wire rack. This step helps maintain their shape and texture.
Serving Suggestions
Serve these Chocolate Covered Cherry Cookies warm or at room temperature with a glass of cold milk or a cup of hot cocoa for a comforting experience. They also make a lovely addition to dessert platters and holiday cookie boxes.
Tips for Success
- Use good quality chocolate chips for the best flavor.
- Allow the cookies to cool fully to maintain their soft texture.
- Adjust the amount of cherry juice in the chocolate topping based on your desired consistency.
Variations
- Swap maraschino cherries for fresh or frozen cherries when in season.
- Add nuts or chocolate chunks to the dough for added texture.
- Experiment with flavored extracts, like almond or cherry, for a unique twist.
Storage Tips
Store leftover cookies in an airtight container at room temperature for up to a week. For longer storage, freeze them in a freezer-safe container, separating layers with parchment paper for easy access.
Pairing Ideas
Pair these cookies with vanilla ice cream, a drizzle of chocolate sauce, or a sprinkle of sea salt to enhance the overall flavor profile. They’re also delightful alongside coffee or tea.

FAQs
1. Can I use fresh cherries instead of maraschino cherries?
Yes, but keep in mind fresh cherries may release more moisture during baking.
2. How do I prevent the cookies from spreading too much?
Chill the dough for 30 minutes before baking to help maintain their shape.
3. Can I use gluten-free flour?
Yes, a cup-for-cup gluten-free flour blend should work in this recipe.
4. How long do these cookies last?
Stored in an airtight container, they will last for about one week at room temperature.
5. Can I make the dough ahead of time?
Absolutely! You can refrigerate the dough for up to 2 days or freeze it for up to 3 months.
Chocolate Covered Cherry Cookies are sure to become a family favorite. Their unique blend of flavors evokes nostalgia while delivering a delightful bite every time. Perfect for special occasions or just whenever you need a sweet treat, these cookies are both fun to make and guaranteed to impress. Enjoy the joy of baking while delighting your taste buds with each enchanting bite!
Print
Chocolate Covered Cherry Cookies
These delightful cookies blend soft, chewy textures with a surprise cherry center, offering a nostalgic treat that’s perfect for any gathering.
- Total Time: 40 minutes
- Yield: 24 cookies 1x
Ingredients
- 48 undrained maraschino cherries (about one 10-oz. jar)
- 1.5 cups all-purpose flour
- ½ cup unsweetened cocoa powder
- ½ cup unsalted butter, softened to room temperature
- 1 cup granulated sugar
- ¼ teaspoon kosher salt
- ¼ teaspoon baking powder
- ¼ teaspoon baking soda
- 1 large egg
- 1.5 teaspoons pure vanilla extract
- 6 oz. good quality semisweet chocolate chips
- ½ cup sweetened condensed milk
Instructions
- Preheat your oven to 350°F (175°C).
- Drain the maraschino cherries, reserving the juice.
- Whisk together flour and cocoa powder in a small bowl.
- Cream butter and sugar together in a large mixing bowl.
- Add egg and vanilla, mixing until smooth.
- Gradually add dry ingredients, mixing until just combined.
- Scoop dough into 1-inch balls and place on baking sheet.
- Make indentations in centers of cookie balls.
- Insert a cherry into each indentation.
- Melt chocolate chips and condensed milk in a saucepan, stirring in cherry juice.
- Spoon chocolate mixture over each cherry.
- Bake for about 10 minutes and cool on a wire rack.
Notes
Use good quality chocolate chips for the best flavor.
Allow cookies to cool fully for optimal texture.
Adjust cherry juice in topping for desired consistency.
- Prep Time: 30 minutes
- Cook Time: 10 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Calories: 150
- Sugar: 10
- Sodium: 100
- Fat: 7
- Saturated Fat: 4
- Unsaturated Fat: 2
- Trans Fat: 0
- Carbohydrates: 22
- Fiber: 1
- Protein: 2
- Cholesterol: 20






