The kitchen was filled with the intoxicating scent of melted chocolate and a hint of peppermint, instantly transporting me to a cozy holiday evening. That’s when I whipped up these delightful Chocolate Peppermint Cookie Cups—perfectly soft, chewy cookies cradling a cloud-like whipped peppermint cheesecake filling. This recipe not only combines the rich flavors of dark chocolate and festive peppermint, but it’s also an absolute breeze to make ahead of time. Imagine having a stash of these treats in your freezer, ready to wow friends and family during the holiday season! They’re wonderful for cookie exchanges or festive gatherings but easily enjoyed on a quiet night in as well. As I prepare these indulgent cookies, I can’t help but wonder—are you ready to bring a little holiday magic into your home?

Why are these cookie cups a must-try?
Irresistible Flavor: Each bite offers a delicious fusion of dark chocolate and refreshing peppermint, creating a festive explosion of taste.
Effortless Preparation: With simple steps, these cookie cups are easy to make ahead of time, perfect for busy holiday schedules.
Versatile Options: Feeling creative? You can swap extracts or toppings to personalize each treat, making them uniquely yours.
Make-Ahead Convenience: Store them in the freezer and pull them out whenever you crave something sweet—they hold their quality beautifully!
Crowd-Pleasing Delight: Perfect for gatherings, they are sure to impress friends and family, sparking joy and togetherness during the holiday season.
Chocolate Peppermint Cookie Cups Ingredients
Get ready to create the ultimate holiday treats with these Chocolate Peppermint Cookie Cups!
For the Cookie Cups
- All-Purpose Flour – Provides structure; substitute with gluten-free flour for a gluten-free version.
- Dutch-Processed Cocoa Powder – Adds rich chocolate flavor; regular cocoa powder works as a substitution.
- Black Cocoa Powder – Enhances color and depth of flavor, reminiscent of Oreo cookies; can be replaced with Dutch-processed cocoa if necessary.
- Baking Soda – Acts as a leavening agent to help cookies rise.
- Salt – Balances sweetness and enhances the overall flavor.
- Unsalted Butter – Adds richness and moisture; use salted butter if preferred, reducing added salt.
- Granulated Sugar – Sweetens the cookie dough beautifully.
- Light Brown Sugar – Contributes moisture and a delicious caramel-like flavor.
- Eggs – Provides structure and binds ingredients; room temperature is ideal for better integration.
- Vanilla Extract – Infuses flavor complexity into the dough.
For the Cheesecake Filling
- Heavy Whipping Cream – Creates a light texture for the filling; keep it cold for best results while whipping.
- Cream Cheese – The creamy base for the cheesecake filling; use full-fat for optimal flavor.
- Peppermint Extract – Adds that holiday flair to the filling.
- Red Color Gel – Optional for decorating the piping bag, giving it a festive touch.
For Topping
- Chopped Candy Canes – Adds a lovely festive crunch; feel free to omit if desired.
These ingredients come together to create delicious Chocolate Peppermint Cookie Cups that will delight anyone who dares to take a bite!✨
Step‑by‑Step Instructions for Chocolate Peppermint Cookie Cups
Step 1: Preheat the Oven
Begin by preheating your oven to 350°F (175°C). While the oven heats, prepare your cupcake tins by lightly spraying them with cooking spray. This step ensures that your chocolate peppermint cookie cups release easily after baking, allowing you to achieve that perfect soft texture throughout.
Step 2: Prepare the Cookie Dough
In a mixing bowl, whisk together the all-purpose flour, Dutch-processed cocoa powder, black cocoa powder, baking soda, and salt. In another bowl, beat the unsalted butter with granulated and light brown sugars until the mixture is fluffy and creamy. Gradually blend in the eggs and vanilla extract, then slowly incorporate the dry ingredients until combined, creating a rich dough.
Step 3: Scoop and Bake
Using a cookie scoop, place approximately 3 tablespoons of dough into each cupcake tin. Bake the cookie cups in the preheated oven for 10-13 minutes. Look for them to be mostly set but slightly soft in the center. As soon as they come out of the oven, use a small jar to gently press into the centers, forming wells for the creamy filling to come later.
Step 4: Cool the Cookies
Allow the baked chocolate peppermint cookie cups to cool in the pan for 10 minutes. Once cooled slightly, carefully remove them from the tins and transfer them to a wire rack. Let them cool completely before adding the filling, ensuring the cookie cups maintain their delightful chewy texture.
Step 5: Make the Cheesecake Filling
To create the luscious filling, start by whipping the heavy cream in a bowl until it forms stiff peaks. In another bowl, blend the cream cheese, sugar, and peppermint extract until smooth and creamy. Gently fold the whipped cream into the cream cheese mixture to create a light, airy filling that beautifully complements the rich chocolate cookie cups.
Step 6: Pipe the Filling
Decorate the inside of a piping bag with red color gel for a festive touch, then fill it with the whipped peppermint cheesecake filling. Pipe the filling generously into each well of the cooled cookie cups, creating a delightful swirl that peeks above the edges, inviting everyone to indulge in these holiday treats.
Step 7: Chill the Cookie Cups
Place the filled chocolate peppermint cookie cups in the refrigerator for 1-2 hours to allow the filling to set properly. This step is essential for achieving that perfect firm yet silky texture, making your dessert not only tasty but also a treat visually.
Step 8: Add the Toppings and Serve
Before serving, sprinkle the tops of each cookie cup with chopped candy canes for that extra festive crunch. Serve these delightful Chocolate Peppermint Cookie Cups chilled, or freeze them for later enjoyment—just remember to add the toppings just before serving for the best presentation and flavor.

Make Ahead Options
These Chocolate Peppermint Cookie Cups are perfect for meal prep enthusiasts looking for time-saving holiday treats! You can prepare the cookie dough up to 24 hours in advance; just refrigerate it in an airtight container. The baked cookie cups can also be made ahead and stored at room temperature for up to 3 days or refrigerated until ready to fill. When you’re ready to serve, simply whip up the cheesecake filling and pipe it into the wells of the cooled cookie cups—this keeps the filling fresh and fluffy. If you want to store them longer, freeze the filled cookie cups without toppings for up to a month; add crushed candy canes just before serving for that festive touch!
How to Store and Freeze Chocolate Peppermint Cookie Cups
Fridge: Store your filled Chocolate Peppermint Cookie Cups in an airtight container for up to 3 days for optimal freshness. Keep them chilled to maintain their delicious texture.
Freezer: For longer storage, freeze the cookie cups without toppings in an airtight container for up to 1 month. Just be sure to add the candy cane topping just before serving for a festive crunch!
Thawing: When you’re ready to enjoy, remove the cookie cups from the freezer and let them thaw in the fridge overnight. This gentle approach keeps the filling perfectly creamy.
Reheating: If desired, you can warm them gently in the microwave for a few seconds, but avoid overheating to maintain the delightful texture of the cheesecake filling.
What to Serve with Chocolate Peppermint Cookie Cups
Savor the season with delightful pairings that turn your dessert into a magical holiday feast.
- Rich Hot Chocolate: The ultimate warm drink that complements the rich chocolate flavor, creating a cozy and indulgent experience.
- Peppermint Tea: A soothing beverage that enhances the peppermint notes of the cookie cups for a refreshing finish.
- Vanilla Ice Cream: A scoop of creamy goodness contrasts the chocolate texture, adding a delightful chill to each bite.
- Festive Fruit Platter: Fresh berries or citrus brighten your plate, providing a refreshing balance to the sweet, rich cookies.
- Chocolate Sauce Drizzle: Drizzling melted chocolate adds an extra touch of decadence, pleasing any chocoholic at your gathering.
- Sparkling Water with Lime: The citrusy fizz refreshes the palate, making each cookie cup even more enjoyable.
- Holiday Sugar Cookies: These sweet classics offer a nostalgic crunch that’s perfect alongside the chewy cookie cups, creating a lovely variety.
- Mint Milkshake: A thick, creamy shake that mirrors your cookie cups’ flavors while adding a fun, festive twist.
- Coffee: A warm cup of coffee cuts through the sweetness and complements the rich chocolate, making it the perfect pairing for dessert.
Chocolate Peppermint Cookie Cups Variations
Feel free to get creative and tailor these cookie cups to your taste and dietary needs!
-
Gluten-Free: Substitute all-purpose flour with a gluten-free blend for a delightful gluten-free version that doesn’t skimp on flavor.
-
Dairy-Free: Use dairy-free butter and vegan cream cheese to create a completely dairy-free treat. You won’t miss out on that rich texture!
-
Flavor Twist: Swap peppermint extract for almond or vanilla extract in the cheesecake filling for a unique spin on traditional flavors. Each combination brings a different charm to the table.
-
Nutty Addition: Stir in some finely chopped nuts into the cookie dough for added texture and warmth; walnuts or pecans would work beautifully.
-
Chocolate Lovers: For an extra chocolate kick, add a handful of chocolate chips to the cookie dough. The melty chips create pockets of gooeyness that are simply irresistible.
-
Heat it Up: Add a pinch of cayenne pepper or a sprinkle of cinnamon to the cookie dough for a subtle hint of warmth that pairs unexpectedly well with the chocolate and peppermint.
-
Peanut Butter Swirl: For a nutty twist, incorporate a few tablespoons of creamy peanut butter into the cheesecake filling. It adds a delicious layer that balances the peppermint perfectly.
-
Festive Décor: Top with a drizzle of chocolate sauce or a sprinkle of festive sprinkles in addition to or instead of crushed candy canes for a fun, celebratory touch.
With endless variations, these chocolate peppermint cookie cups can suit any occasion! For more festive ideas, check out holiday dessert recipes or consider preparing a batch for a cookie exchange that everyone will love.
Expert Tips for Chocolate Peppermint Cookie Cups
-
Use Room Temperature Eggs: Ensure your eggs are at room temperature for better integration into the cookie dough, enhancing texture and flavor.
-
Don’t Overbake: Keep a close eye while baking; cookie centers should still be soft for that chewy, irresistible bite once they cool.
-
Creating Wells: Press the centers gently with a small jar while the cookie cups are still warm for perfectly shaped wells for the creamy filling.
-
Whip Cream Cold: Always whip your heavy cream when it’s cold for the best volume in your cheesecake filling, ensuring a light texture.
-
Storage Savvy: Store filled Chocolate Peppermint Cookie Cups in an airtight container in the refrigerator for up to 3 days, or freeze them for longer shelf life—just add toppings before serving!

Chocolate Peppermint Cookie Cups Recipe FAQs
What is the best way to select ripe ingredients?
Absolutely! When choosing ingredients like butter, ensure it’s at room temperature for easy mixing. For peppermint extract, opt for pure extracts for the best flavor. If you’re using cream cheese, go for full-fat varieties for a creamy cheesecake filling that won’t disappoint.
How should I store my Chocolate Peppermint Cookie Cups?
You can store your filled Chocolate Peppermint Cookie Cups in an airtight container in the refrigerator for up to 3 days. Keep them chilled until you’re ready to indulge in their festive flavor. This will maintain their delightful texture and taste!
Can I freeze the cookie cups? If so, how?
Certainly! To freeze, place your Chocolate Peppermint Cookie Cups without toppings in an airtight container and freeze for up to 1 month. When you’re ready to enjoy, simply remove them from the freezer and let them thaw in the refrigerator overnight for the best creamy filling texture!
What are some common troubleshooting tips?
Very! If you find your cookie cups aren’t rising, check your baking soda’s expiration date as it might not be active. For dryness, try not to overbake your cookies; they should have a soft center after baking. Also, ensure you’re using the right measurements to keep the consistency perfect!
Any dietary considerations when making these cookie cups?
Yes! If you have dietary restrictions, consider substituting the all-purpose flour with a gluten-free blend. Additionally, if you’re making them for those with allergies, you can omit the candy cane topping or use allergen-free chocolate for safer indulgence. Always check labels for any potential allergens!
Can I use other cocoa powders instead?
Absolutely! While the recipe includes Dutch-Processed and Black Cocoa Powders to enhance flavor, you can replace them with regular cocoa powder if necessary. However, using Dutch-Processed gives a richer taste, so I recommend it for the best flavor experience!

Irresistible Chocolate Peppermint Cookie Cups for Cozy Holidays
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and prepare cupcake tins with cooking spray.
- In a mixing bowl, whisk together the flour, Dutch cocoa, black cocoa, baking soda, and salt. In another bowl, cream together the butter, granulated sugar, and brown sugar until fluffy. Blend in the eggs and vanilla, then gradually incorporate the dry ingredients until combined.
- Scoop about 3 tablespoons of dough into each cupcake tin. Bake for 10-13 minutes until mostly set but slightly soft in the center. Use a jar to press into the centers to create wells.
- Cool in the pan for 10 minutes, then transfer to a wire rack to cool completely.
- Whip the heavy cream until stiff peaks form. Blend cream cheese, sugar, and peppermint extract until smooth. Fold the whipped cream into the cream cheese mixture.
- Fill a piping bag with the cheesecake filling and pipe into the wells of the cookie cups.
- Chill the cookie cups in the refrigerator for 1-2 hours.
- Sprinkle with chopped candy canes before serving. Enjoy chilled or freeze for later.

Leave a Reply