Jump to Recipe Print RecipeAs the air turns crisp and the joy of the holidays beckons, I can’t help but think about the delights we create in our kitchens. This year, I’m excited to share my irresistible Chocolate Peppermint Cookie Cups, featuring a velvety peppermint cheesecake filling that will enchant your guests. Not only do these festive treats invite a cheerful vibe to any holiday gathering, but they also come together so quickly, making them perfect for those busy evenings when you still want to impress. With their fudgy texture and creamy center, these cookie cups strike the ideal balance between indulgence and nostalgia. Just imagine the delight as friends and family take a bite, their faces lighting up with the refreshing essence of peppermint. So, are you ready to make a delicious memory this season? What Makes Chocolate Peppermint Cookie Cups Special? Indulgent Flavor: These cookie cups deliver a rich chocolate experience, perfectly complemented by the coolness of peppermint. Festive Appeal: They’re not just dessert; they’re delightful holiday treasures that elevate your celebrations. Easy to Make: With simple steps, you can whip these up quickly, perfect for when time is short. Versatile Treat: Enjoy them as-is, or drizzle with chocolate for a personal touch! If you’re in a festive mood, why not try pairing them with a cozy cup of peppermint hot chocolate or explore similar delights like our Butter Toffee Chocolate cookies? Crowd-Pleaser: They are sure to impress guests, sparking joy and smiles with each delicious bite. With Chocolate Peppermint Cookie Cups, you’ll create sweet moments that will linger in the hearts of your loved ones long after the last crumb is gone! Chocolate Peppermint Cookie Cups Ingredients These delightful treats come together with a few key ingredients that celebrate the spirit of the season! For the Cookie Base All-Purpose Flour – Provides structure; substitute with a gluten-free blend designed for baking. Black Cocoa Powder – Enhances chocolate flavor and color; substitute with regular Dutch-processed cocoa for a milder taste. Dairy-Free Cocoa Powder – Use both cocoa types for depth; optional but can alter flavor slightly. Baking Soda – Helps cookies rise; no substitutions recommended. Salt – Balances sweetness; essential for flavor enhancement. Unsalted Butter – Adds richness and moisture; can substitute with margarine or a vegan option for dairy-free. Granulated Sugar – Provides sweetness and texture; no substitutions recommended. Brown Sugar – Adds moisture and a hint of caramel flavor; can be substituted with coconut sugar. Eggs – Bind ingredients and contribute moisture; for an egg-free version, use flax eggs as a substitution. Vanilla Extract – Enhances overall flavor; substitute with almond extract for a different twist. For the Cheesecake Filling Heavy Cream – Creates a fluffy texture in the filling; substitute with whipped Greek yogurt for a lighter option. Cream Cheese – Provides a rich, tangy base; can use non-dairy cream cheese for a vegan version. Powdered Sugar – Sweetens the filling; essential for a creamy and smooth texture. Peppermint Extract – Imparts refreshing mint flavor; adjust quantity to taste. For Garnish Crushed Candy Canes – Adds a festive crunch and bright flavor; swap with chocolate sprinkles if desired. With these essential ingredients, your Chocolate Peppermint Cookie Cups will be a hit at any holiday gathering! Step‑by‑Step Instructions for Chocolate Peppermint Cookie Cups Step 1: Preheat and Prepare Begin by preheating your oven to 350°F (175°C). While the oven heats, take two cupcake tins and lightly grease them with cooking spray. This will ensure that your Chocolate Peppermint Cookie Cups will come out easily after baking. Set them aside as you prepare the cookie dough. Step 2: Mix Dry Ingredients In a medium mixing bowl, whisk together the all-purpose flour, black cocoa powder, baking soda, and salt. Be sure to blend them thoroughly until no dry clumps remain; this is crucial for the texture of your cookie cups. Once combined, set this mixture aside as you focus on the wet ingredients. Step 3: Cream the Sugars and Butter In a large bowl, use an electric mixer to cream together the unsalted butter, granulated sugar, and brown sugar until the mixture is light and fluffy. This should take about 3-4 minutes. The creamy texture is essential as it will add richness to your Chocolate Peppermint Cookie Cups. Step 4: Add Eggs and Vanilla Next, add the eggs one at a time into the butter and sugar mixture, mixing well after each addition. Then, pour in the vanilla extract and combine everything thoroughly until smooth. This adds depth of flavor and moisture to your cookie base, creating the perfect dough. Step 5: Combine Dry and Wet Ingredients Gradually fold the dry ingredient mixture into the wet mixture. Use a spatula to carefully combine until a thick dough forms. Avoid overmixing, as this could lead to tougher cookie cups. You want everything blended just until incorporated, giving your Chocolate Peppermint Cookie Cups a tender bite. Step 6: Portion the Dough Scoop the cookie dough into the prepared cupcake tins, filling each cup about two-thirds full. This allows room for the cookies to rise while baking. With a spatula or the back of a spoon, smooth the tops to ensure even baking. It’s time to place these in the oven. Step 7: Bake the Cookie Cups Bake in the preheated oven for 10–13 minutes or until the edges are set, but the centers remain soft. Keep an eye on them—overbaking can result in a dry cookie. You’ll know they’re ready when they puff slightly but still look a little underbaked in the center. Step 8: Create the Wells As soon as the cookie cups come out of the oven, use a small jar or spoon to gently press down the center of each cookie to create wells. This step is key to holding the luscious peppermint cheesecake filling. Let them cool in the pans for about 10 minutes before transferring to a wire rack to cool completely. Step 9: Prepare the Cheesecake Filling While the cookie cups cool, whip the heavy cream in a chilled bowl until stiff peaks form. In another bowl, combine cream cheese, powdered sugar, and peppermint extract until smooth. Gently fold the whipped cream into the cream cheese mixture, creating a light and airy filling for your Chocolate Peppermint Cookie Cups. Step 10: Fill the Cookie Cups Once the cookie cups are completely cooled, pipe the peppermint cheesecake filling into each well. Be generous; you want these treats to be beautifully filled! After all cookie cups are filled, place them in the refrigerator for 1–2 hours, allowing the filling to set. Step 11: Garnish and Serve Before serving your delectable Chocolate Peppermint Cookie Cups, sprinkle crushed candy canes on top for a festive touch. This adds a delightful crunch and enhances the peppermint flavor. Now, sit back and enjoy the joyful reaction from family and friends as they indulge in these delightful bites! Expert Tips for Chocolate Peppermint Cookie Cups Avoid Overbaking: Check your cookie cups at around 10 minutes to ensure they stay soft and fudgy in the center, achieving the perfect melt-in-your-mouth texture. Chill for Whipping: Use a chilled bowl and whisk when whipping the cream. It helps achieve better volume and stability, ensuring your filling is light and fluffy. Gentle Pressing: When forming wells in the cookie cups, do so gently while they are warm. This prevents cracking and allows for beautifully defined shapes that will hold your filling perfectly. Sifting Matters: Sift together your dry ingredients, especially cocoa powder, to prevent any clumps. This step is crucial for ensuring a smooth batter for your Chocolate Peppermint Cookie Cups. Customize Flavors: Feel free to adjust the amount of peppermint extract in the filling. Taste as you go to ensure it’s just the right level of minty freshness to suit your palate! How to Store and Freeze Chocolate Peppermint Cookie Cups Room Temperature: Store these cookie cups in an airtight container at room temperature for up to 2 days; however, they’re best enjoyed fresh. Fridge: To keep the cheesecake filling stable, refrigerate in an airtight container for up to 3 days; the flavors will meld beautifully over time. Freezer: For longer storage, freeze the unfilled cookie cups for up to 4 weeks. Just let them cool completely, then wrap in plastic wrap and place in a freezer bag. Thawing: When ready to enjoy, thaw in the refrigerator overnight, then fill with the peppermint cheesecake and garnish just before serving for the best texture and taste! Make Ahead Options These Chocolate Peppermint Cookie Cups are perfect for meal prep enthusiasts! You can prepare the cookie base up to 24 hours in advance by baking the cookie cups and allowing them to cool completely before storing them in an airtight container at room temperature. The peppermint cheesecake filling can also be made ahead and stored in the refrigerator for up to 3 days. When ready to serve, simply pipe the chilled filling into the cooled cookie cups and top with crushed candy canes. This way, you’ll ensure that your Chocolate Peppermint Cookie Cups remain just as delicious, saving you precious time on busy holiday nights! Chocolate Peppermint Cookie Cups Variations Feel free to unleash your creativity and customize these delightful cookie cups to suit your tastes! Vegan Version: Swap dairy ingredients with plant-based alternatives like coconut cream and non-dairy butter for a delicious vegan treat. Gluten-Free: Use a gluten-free flour blend to recreate these cookie cups without sacrificing taste. They’ll still be soft and fudgy! Spicy Kick: Add a dash of cayenne or chili powder to the cookie dough for a surprising warmth that complements the minty freshness. Chocolate Lovers: Fold in chocolate chips or chunks into the cookie dough for an extra chocolaty delight that will satisfy any sweet tooth. Nutty Texture: Sprinkle crushed nuts, like walnuts or pecans, into the dough or as a topping for added crunch and flavor. Mint Variations: Try a different mint extract or add fresh mint leaves to the filling for a more herbaceous note. Cheesecake Twists: Capture more flavors by combining the cream cheese with flavored extracts like almond or vanilla for a unique twist. Filling Alternatives: Replace the peppermint filling with flavors like caramel or cookies and cream, transforming the cookie cups into your own personalized indulgence! While you’re exploring delightful variations, don’t forget to check out our fabulous Brownie Cookie Dough treats for another irresistible dessert option! What to Serve with Chocolate Peppermint Cookie Cups Indulging in these delightful treats is a festive experience; pair them with complementing flavors for a complete holiday feast! Peppermint Hot Chocolate: A cozy cup of rich peppermint hot chocolate elevates the holiday spirit while echoing the filling’s minty flavor. Vanilla Ice Cream: The creamy sweetness of vanilla ice cream balances the rich chocolate, creating a harmonious mix of flavors. A dollop atop the cookie cups can bring bliss in every bite. Fresh Fruit Salad: Add a splash of color and freshness to your dessert table with a tangy fruit salad. The brightness of berries or citrus will contrast beautifully with the rich, fudgy cookie. Coffee or Espresso: A cup of strong coffee or espresso pairs perfectly, as the bold flavor cuts through the sweetness, enhancing the rich chocolate notes. Chocolate Mint Brownies: For those who adore decadence, serving alongside chocolate mint brownies invites indulgent layers of goodness to your dessert spread. Sparkling Water with Lime: For a refreshing cleanse between bites, sip on sparkling water with a hint of lime to brighten the palate. Cheesecake Bites: Explore creamy bliss by offering mini cheesecake bites—perhaps a chocolate or peppermint version to mirror the flavors in your cookie cups! With these delightful pairings, your holiday gathering will surely be a memorable blend of flavors and festive cheer. Chocolate Peppermint Cookie Cups Recipe FAQs How do I choose the right cocoa powder? Absolutely! For the richest flavor, I recommend using black cocoa powder, which enhances the chocolate taste and gives your cookie cups a deep color. If you don’t have it, Dutch-processed cocoa is a decent substitute, offering a milder profile. Just ensure you’re using unsweetened cocoa powder to avoid unwanted sweetness. What’s the best way to store leftover cookie cups? To keep your Chocolate Peppermint Cookie Cups at their best, store them in an airtight container in the refrigerator for up to 3 days. The flavors of the peppermint cheesecake filling continue to develop beautifully during this time, making them even more delightful when you indulge. Can I freeze Chocolate Peppermint Cookie Cups? Yes, you can! Freeze the unfilled cookie cups for up to 4 weeks. Once they’ve cooled completely, wrap each cookie cup tightly in plastic wrap, then place them in a freezer-safe bag. When you’re ready to enjoy them, just thaw the cookie cups in the refrigerator overnight before filling them with the cheesecake mixture for the utmost freshness! What should I do if my cookie cups come out too dry? If your cookie cups turn out dry, it may be due to overbaking. Keep an eye on them as they bake; they’re perfect when the edges are set but the centers still look a bit soft. Remember also to use room temperature butter and eggs in your dough for a smoother blend and moisture retention! Are these cookie cups suitable for people with dietary restrictions? Absolutely! For a gluten-free version, you can swap the all-purpose flour for a gluten-free flour blend. If you need them dairy-free, substitutes like vegan butter and non-dairy cream cheese work beautifully, maintaining that creamy texture without compromising taste. Just be sure to check the labels for any allergies related to specific ingredients! Can I make these cookie cups ahead of time? Definitely! You can prepare the cookie dough in advance and keep it in the fridge for up to 2 days. You can also bake the cookie cups ahead, store them in an airtight container, and fill them right before serving to ensure they maintain their freshness. Enjoy the festive season with minimal stress! Delicious Chocolate Peppermint Cookie Cups for Holiday Cheer Irresistible Chocolate Peppermint Cookie Cups perfect for holiday gatherings. Print Recipe Pin Recipe Prep Time 20 minutes minsCook Time 13 minutes minsChilling Time 2 hours hrsTotal Time 2 hours hrs 35 minutes mins Servings: 12 cookie cupsCourse: DessertsCuisine: AmericanCalories: 150 Ingredients Equipment Method Nutrition Notes Ingredients 1x2x3x? For the Cookie Base2 cups All-Purpose Flour1/2 cup Black Cocoa Powder1/4 cup Dairy-Free Cocoa Powder optional1 teaspoon Baking Soda1/2 teaspoon Salt1 cup Unsalted Butter or margarine1 cup Granulated Sugar1/2 cup Brown Sugar or coconut sugar2 large Eggs or flax eggs for egg-free version1 teaspoon Vanilla Extract or almond extractFor the Cheesecake Filling1 cup Heavy Cream or whipped Greek yogurt8 ounces Cream Cheese or non-dairy cream cheese1 cup Powdered Sugar1 teaspoon Peppermint Extract to tasteFor Garnish1/2 cup Crushed Candy Canes or chocolate sprinkles Equipment OvenCupcake tinsmixing bowlsElectric mixerspatulapiping bagwhisk Method Step-by-Step Instructions for Chocolate Peppermint Cookie CupsPreheat your oven to 350°F (175°C) and lightly grease two cupcake tins.In a medium mixing bowl, whisk together flour, cocoa powders, baking soda, and salt.Cream together butter, granulated sugar, and brown sugar until light and fluffy, about 3-4 minutes.Add eggs one at a time, mixing well after each, then add vanilla extract.Gradually fold the dry ingredients into the wet mixture until a thick dough forms.Scoop the dough into the prepared cupcake tins, filling each cup two-thirds full.Bake for 10–13 minutes until edges are set but centers remain soft.Press down the center of each cookie to create wells while still warm.Whip the heavy cream until stiff peaks form, then fold into a mixture of cream cheese, powdered sugar, and peppermint extract.Pipe the cheesecake filling into each cooled cookie cup and refrigerate for 1–2 hours.Sprinkle crushed candy canes on top before serving. Nutrition Serving: 1cookie cupCalories: 150kcalCarbohydrates: 20gProtein: 2gFat: 7gSaturated Fat: 4gPolyunsaturated Fat: 0.5gMonounsaturated Fat: 1.5gCholesterol: 30mgSodium: 100mgPotassium: 80mgFiber: 1gSugar: 10gVitamin A: 200IUCalcium: 40mgIron: 0.5mg NotesThese cookie cups are perfect for holiday gatherings and can be customized with different toppings. Tried this recipe?Let us know how it was!