The aroma of freshly baked cookies always transports me to a place filled with joy and warmth, especially during the holiday season. Today, I’m excited to share my secret for Chocolate Peppermint Cookie Cups, a festive delight that combines fudgy chocolate goodness with a creamy cheesecake filling. These decadent treats not only impress the eyes with their stunning presentation but also offer a unique melt-in-your-mouth texture that leaves everyone wanting more. Perfect for holiday gatherings or cozy nights in, they are quick to prepare and can easily be customized for any taste preference. Curiosity piqued? Stick around to discover how to make these irresistible cookie cups that will surely become a seasonal favorite!

Why Are Chocolate Peppermint Cookie Cups Irresistible?
Fudgy Base: The rich chocolate foundation is not just any cookie; it’s a sumptuous base that melts in your mouth, making every bite a true indulgence.
Creamy Filling: With a silky cheesecake filling enhanced by peppermint extract, these cups offer a delightful surprise when you dig in.
Festive Appeal: Perfect for holiday gatherings, these stunning treats add a splash of festivity to any dessert table, ensuring they steal the spotlight.
Quick to Make: Easy to whip up in under an hour, these cookie cups are a time-saver—ideal for those of us busy during the holiday season.
Versatility: Want a twist? Try swapping out candy canes for chocolate shavings for a variation that will tantalize your taste buds.
You’ll find this delightful recipe is a great addition alongside my other treats like Soft Pumpkin Cookies or Raspberry Chocolate Mousse!
Chocolate Peppermint Cookie Cups Ingredients
For the Cookie Base
• All-Purpose Flour – Structure is key; gluten-free flour blends work well too.
• Dark Cocoa Powder – Deepens the chocolate flavor; regular cocoa can lighten it slightly.
• Black Cocoa Powder – Adds intense color and flavor; you can omit if you don’t have it.
• Baking Soda – Crucial for lightness; don’t skip this essential leavening agent.
• Salt – Enhances sweetness; a must for balancing flavors.
• Unsalted Butter – Provides richness and moisture; vegan butter can replace this for a dairy-free version.
• Granulated Sugar – Adds sweetness; brown sugar gives a deeper flavor if substituted.
• Brown Sugar – Adds chewiness; can easily be replaced with more granulated sugar.
• Eggs – Bind and add moisture; flax eggs work well for a vegan substitute.
• Vanilla Extract – Boosts flavor; even optional, it’s highly recommended for depth.
For the Cheesecake Filling
• Heavy Cream – Creates a fluffy texture in the filling; Greek yogurt is a lighter alternative.
• Cream Cheese – The star of the cheesecake filling; ensure it’s softened for mixing ease.
• Powdered Sugar – Sweetens the filling; grants a smooth texture that enhances the cheesecake.
• Peppermint Extract – Truly essential for that holiday flavor; there’s no substitute for this.
For the Garnish
• Candy Canes – Provide a festive crunch; chocolate shavings are an excellent alternate for variety.
Create magical moments with your Chocolate Peppermint Cookie Cups by featuring them at your next 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). Grease two standard cupcake tins generously to ensure easy removal of the cookie cups later. This creates a perfect foundation for your delicious Chocolate Peppermint Cookie Cups, preventing any sticking as they bake to fudgy perfection.
Step 2: Mix Dry Ingredients
In a medium bowl, combine 1 cup of all-purpose flour, 1/2 cup of dark cocoa powder, 1/4 cup of black cocoa powder, 1 teaspoon of baking soda, and a pinch of salt. Whisk the mixture thoroughly until all the dry ingredients are well incorporated and even in color, which helps to deepen the chocolate flavor in the cookie base.
Step 3: Cream Butter and Sugars
In a large mixing bowl, beat together 1/2 cup of unsalted butter, 1/2 cup of granulated sugar, and 1/2 cup of brown sugar until the mixture is light and fluffy, about 3-5 minutes. The sugars should dissolve into the butter, creating a pale and creamy texture, which contributes to the richness of your Chocolate Peppermint Cookie Cups.
Step 4: Incorporate Eggs and Vanilla
Add 2 large eggs, one at a time, to the butter-sugar mixture, beating well after each addition to ensure they are fully integrated. Next, mix in 1 teaspoon of vanilla extract, which enhances the overall flavors of your cookie base. The mixture should remain creamy and smooth as you combine the wet ingredients.
Step 5: Combine Wet and Dry Ingredients
With a spatula, gently fold the flour mixture into the creamy batter until no streaks remain, being careful not to overmix. This will create a rich, fudgy dough that will form the base of your Chocolate Peppermint Cookie Cups, giving it a luscious texture that melts in your mouth.
Step 6: Portion and Bake
Scoop the dough into the prepared cupcake tins, filling each cup about three-quarters full. Bake in the preheated oven for 10-13 minutes, until the edges are firm but the centers remain soft. Keep an eye on them, as you want that gooey middle to hold its shape for the perfect cookie cup.
Step 7: Create Wells and Cool
As soon as the cookie cups come out of the oven, use the bottom of a small jar or glass to gently press down the centers, creating wells for the cheesecake filling. Allow the cookie cups to cool in the pans for 10 minutes before transferring them to a wire rack. This step ensures they maintain their shape while cooling.
Step 8: Whip Cream for Filling
In a chilled bowl, whip 1 cup of heavy cream until stiff peaks form, which should take about 3-4 minutes. This fluffy cream adds airiness to your filling, balancing the rich chocolate base of your Chocolate Peppermint Cookie Cups.
Step 9: Prepare Cheesecake Mixture
In another bowl, beat 8 oz of softened cream cheese with 1/2 cup of powdered sugar and 1/2 teaspoon of peppermint extract until smooth and creamy. Take your time here to ensure there are no lumps, creating a perfectly velvety filling that will complement the fudgy cookie cup beautifully.
Step 10: Fold Cream into Filling
Carefully fold the whipped cream into the cream cheese mixture using a spatula, ensuring you maintain the airy texture. This whipped cream will add lightness to your filling, making every bite of your Chocolate Peppermint Cookie Cups feel indulgent and delightful, especially with that refreshing peppermint kick.
Step 11: Fill Cookie Cups
Once the cookie cups are completely cool, transfer the cheesecake filling into a piping bag fitted with a decorative tip. Pipe the creamy mixture into the wells of your cookie cups, filling them generously. This final touch makes your Chocolate Peppermint Cookie Cups not only tasty but also visually appealing.
Step 12: Chill and Garnish
Refrigerate the filled cookie cups for at least 1-2 hours to set the filling. Before serving, garnish with crushed candy canes sprinkled on top for a festive flair. This gives your chocolate peppermint cookie cups a delightful crunch and a pop of color, perfect for holiday gatherings.

Make Ahead Options
These delightful Chocolate Peppermint Cookie Cups are perfect for meal prep, allowing you to enjoy stress-free holiday entertaining! You can prepare the cookie cups up to 2 days in advance. Simply bake the cookie bases, let them cool completely, and store them in an airtight container at room temperature. The cheesecake filling can be made up to 3 days ahead; just keep it in the refrigerator in an airtight container to maintain its creamy texture. When you’re ready to serve, fill the cooled cookie cups with the cheesecake mixture and refrigerate them for at least 1-2 hours to set. This method ensures that your treats remain just as delicious while saving you valuable time on busy days!
What to Serve with Chocolate Peppermint Cookie Cups?
Indulging in these festive delights calls for a full meal experience that tickles the taste buds and warms the heart.
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Peppermint Hot Chocolate: Rich and creamy, this drink complements the minty flavors of the cookie cups, creating a cozy pairing perfect for chilly evenings. Imagine sipping this while savoring a chocolate peppermint cup—pure bliss!
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Vanilla Ice Cream: The cool creaminess of vanilla ice cream balances the rich chocolate, melting harmoniously with the warm cookie cups. A scoop on top creates an irresistible contrast of temperatures and flavors.
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Eggnog: This holiday classic pairs beautifully, offering a creamy, spiced undertone that enhances the peppermint notes, wrapping you in holiday cheer with each sip and bite.
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Fresh Berries: Bright, tart berries like raspberries or strawberries add a refreshing contrast and vibrant color, elevating the dessert visually and flavor-wise. Their juiciness can cut through the richness of the cookie cups, creating balance.
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Chocolate Drizzle: A simple drizzle of warm chocolate sauce enhances the indulgence factor, amplifying the rich chocolate notes of the cookie base while creating a beautiful presentation.
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Coffee or Espresso: A robust cup of coffee or espresso enhances the flavors of the chocolate, providing an energizing kick to round out your dessert experience. The slight bitterness balances the sweetness of the cookie cups beautifully.
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Gingerbread Cookies: Embrace the festive spirit with gingerbread cookies on the side. Their spice complements the peppermint, creating a delightful variety for your taste buds during holiday gatherings.
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Roasted Nuts: Crunchy roasted almonds or hazelnuts add texture and earthiness, balancing the sweetness of the cookie cups while offering a satisfying contrast to their fudgy softness.
Serve these alongside your Chocolate Peppermint Cookie Cups to create a festive feast that brings joy to any gathering!
Expert Tips for Chocolate Peppermint Cookie Cups
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Don’t Overbake: Keep an eye on the cookies; they should remain soft in the center. Overbaking leads to dry cookie cups that lose their fudgy goodness.
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Chill Your Bowl: Use a chilled bowl for whipping cream. This results in maximum fluffiness for your cheesecake filling, enhancing the overall texture of your Chocolate Peppermint Cookie Cups.
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Create Deep Wells: When pressing down the centers, make sure the wells are deep enough to hold the cheesecake filling. They need to have enough space to be generous with that creamy goodness!
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Cool Completely: Allow cookie cups to cool fully before filling them. This prevents the filling from melting and helps keep your cookie cups in perfect shape.
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Garnish Just Before Serving: To keep candy canes crunchy, add them right before serving. This preserves their delightful texture, making your Chocolate Peppermint Cookie Cups even more irresistible!
How to Store and Freeze Chocolate Peppermint Cookie Cups
Room Temperature: Store in an airtight container for up to 2 days; keep them in a cool, dry place to maintain freshness.
Fridge: For maximum freshness, place in the refrigerator for up to 3 days, ensuring they are covered or in a sealed container to prevent drying out.
Freezer: Freeze your cookie cups without the filling for up to 4 weeks. Wrap each cup tightly in plastic wrap and place them in a freezer-safe bag.
Reheating: If you prefer them warm, gently reheat in a microwave for 10-15 seconds before adding the filling, enhancing the fudgy texture of your Chocolate Peppermint Cookie Cups.
Chocolate Peppermint Cookie Cups Variations
Feel free to explore these delightful tweaks to make your Chocolate Peppermint Cookie Cups uniquely yours!
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Dairy-Free: Substitute butter with vegan butter and use full-fat coconut cream in place of cream cheese for a creamy, non-dairy version.
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Gluten-Free: Swap all-purpose flour for a gluten-free flour blend to keep this recipe friendly for those with gluten sensitivities.
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Spice It Up: Add a pinch of cayenne pepper or chili powder to the cookie dough for a surprising heat that contrasts beautifully with the sweetness.
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Nutty Crunch: Mix in chopped walnuts or pecans into the cookie dough for added crunch and an earthy flavor that complements the chocolate perfectly.
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Minty Match: Instead of peppermint extract, try using fresh mint leaves blended into your creamy filling for a refreshing twist that captures that garden-fresh essence.
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Dessert Duo: Fill some cookie cups with a combination of cheesecake filling and fudge sauce for a decadent two-in-one treat that elevates the classic recipe.
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Chocolate Lovers’ Dream: Use a mix of dark and white chocolate chips in the cookie dough for a deliciously rich texture that enhances the chocolate flavor even further.
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Gourmet Garnish: Top your cookie cups with a drizzle of dark chocolate or caramel sauce to create an elegant final touch that dazzles the eyes and palate.
With these fun variations, you can create a delightful array of flavors and textures that add your personal touch to this holiday staple! If you love festive treats, don’t forget to check out my Easter Egg Sugar Cookies or Soft Pumpkin Cookies for more inspiration!

Chocolate Peppermint Cookie Cups Recipe FAQs
How can I tell if my peppermint extract is fresh?
Absolutely! To ensure your peppermint extract is fresh, check the expiration date and give it a sniff. It should have a strong, refreshing mint aroma. If it smells faint or has a dull scent, it may have lost its potency and it’s best to get a new bottle for that vibrant flavor in your Chocolate Peppermint Cookie Cups!
How should I store leftover Chocolate Peppermint Cookie Cups?
For optimal freshness, you can store your cookie cups in an airtight container in the refrigerator for up to 3 days. Make sure they’re covered to prevent them from drying out. If you prefer them at room temperature, they can last for about 2 days, but I recommend keeping them chilled to maintain that decadent cheesecake filling.
Can I freeze Chocolate Peppermint Cookie Cups?
Certainly! To freeze your cookie cups, make sure they are completely cooled and the filling is removed. Wrap each cup tightly in plastic wrap and place them in a freezer-safe bag. They can be stored like this for up to 4 weeks. When you’re ready to enjoy them, simply thaw in the fridge overnight and then refill with your cheesecake mixture.
What should I do if my cookie cups overflow while baking?
Very! If your cookie cups overflow, it usually means they were filled too high or baked for too long. In the future, fill them about three-quarters full and keep an eye on them in the oven. If they still overflow, let them cool in the tins for a few minutes to allow them to set, then you can gently reshape the edges with a small spatula before proceeding with the filling.
Are these cookie cups suitable for people with nut allergies?
Absolutely! The Chocolate Peppermint Cookie Cups are nut-free, provided you use ingredients that do not contain nuts or are processed in nut-free facilities. However, always check labels for any possible cross-contamination, especially if you’re cooking for someone with severe allergies. It’s always better to be safe!
What can I use instead of cream cheese in the filling?
If you want to make an alternative filling, you can substitute cream cheese with mascarpone cheese for a richer and creamier texture. Just make sure to mix in the powdered sugar and peppermint extract the same way. Alternatively, if you’re looking for a lighter option, whipped Greek yogurt works wonderfully, just whisk it well to achieve that creamy consistency for your Chocolate Peppermint Cookie Cups!

Irresistible Chocolate Peppermint Cookie Cups for the Holidays
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and grease two standard cupcake tins.
- In a medium bowl, mix flour, dark cocoa powder, black cocoa powder, baking soda, and salt.
- Beat together unsalted butter, granulated sugar, and brown sugar in a large bowl until fluffy.
- Incorporate eggs one at a time and then add vanilla extract, mixing until smooth.
- Gently fold the dry ingredient mixture into the wet ingredients until just combined.
- Scoop dough into prepared cupcake tins, filling each cup three-quarters full. Bake for 10-13 minutes.
- Press down the centers of the cookie cups to create wells and let them cool for 10 minutes.
- Whip heavy cream until stiff peaks form.
- Beat cream cheese, powdered sugar, and peppermint extract until smooth.
- Fold whipped cream into the cheesecake mixture.
- Pipe the cheesecake filling into the cooled cookie cups.
- Chill in the refrigerator for 1-2 hours and garnish with crushed candy canes before serving.

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