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Home » Holiday Recipes » Chocolate Peppermint Sandwich Cookies

Chocolate Peppermint Sandwich Cookies

Published: Nov 28, 2015 · Modified: Dec 21, 2018 by Allison · 9 Comments

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Chocolate Peppermint Sandwich Cookies -Soft chocolate cookies sandwiching peppermint frosting and rolled in crushed peppermint candies. A festive cookie for the holidays!

Stack of peppermint sandwich cookies with milk in the background.Hello there! I hope your Thanksgiving was extra delicious. Are you out shopping this weekend? Eating pie for breakfast (ahem)? Traveling back home after the holiday? I know December isn’t quite here yet, but I have some fabulous recipes to share with you over the next month so, I’m gettin’ to it. Here we go …

Stack of peppermint sandwich cookies.

Chocolate Peppermint Cookies

The month of December screams ALL THINGS PEPPERMINT. I wait all year to enjoy the combo of chocolate and peppermint; I absolutely love it! It’s a flavor combo that just doesn’t feel right any other time of year. Now that we’re shifting our sights to December, I say bring on chocolate and peppermint everything.

Today I’m bringing you the prettiest Chocolate Peppermint Sandwich Cookies! Soft chocolate cookies sandwiching peppermint filling and rolled in crushed peppermint candies.

Peppermint sandwich cookies on a cooling rack.These sandwich cookies are pretty enough to give as a gift, they’d be great for a cookie exchange, or just sharing with friends and family that stop in this holiday season. Also, if you have kids, they’ll love eating these cookies as well as helping you make them. My kids were overjoyed to dive into a cookie that is actually two(!) cookies sandwiching frosting. Ha! The joys of the holidays!

These cookies are soft, almost brownie-like. It’s essential to have soft cookies, so the frosting doesn’t squeeze out too much when you bite down. The peppermint filling is the perfect compliment to the fudgy cookies. What gives the filling it’s peppermint flavor is peppermint extract. A little bit of peppermint extract goes a long way! Adjust it to suit your taste.Stack of peppermint sandwich cookies on a white plate.

This is the time of year for chocolate and peppermint, and I will not miss an opportunity to indulge! Looking for more holiday recipes? CHECK THESE OUT: White Chocolate Dipped Peppermint Cookies – Christmas Bark – Ginger Molasses Cookies – Pecan Praline Bark – Cookie Mix in a Jar

Chocolate cookies dipped in melted white chocolate.

M&M Cookie Mix in a Jar - Fill a jar with pre-measured ingredients for M&M cookies to give as a gift.

Stack of peppermint sandwich cookies with milk in the background.

Chocolate Peppermint Sandwich Cookies

Soft chocolate cookies sandwiching peppermint frosting and rolled in crushed peppermint candies. A festive cookie for the holidays!
4.50 from 2 votes
Print Pin SaveSaved!
Course: Cookies, Dessert
Cuisine: American
Prep Time: 25 minutes
Cook Time: 10 minutes
Total Time: 35 minutes
Servings: 14 sandwich cookies (cookies can be made smaller which would produce a higher yield)
Calories: 354kcal
Author: Allison - Celebrating Sweets

Ingredients

Cookies:

  • 4 tablespoons unsalted butter, cubed
  • ½ cup semisweet chocolate chips
  • 1 cup brown sugar
  • 3 large eggs
  • 1 cup all purpose flour
  • ½ cup unsweetened cocoa powder
  • 1 teaspoon baking powder
  • ¼ teaspoon baking soda
  • ¼ teaspoon salt

Filling:

  • 8 tablespoons unsalted butter, softened
  • 2 cups powdered sugar
  • 2 teaspoons milk
  • ¼ teaspoon peppermint extract, or more to taste
  • ⅓ cup crushed candy canes or peppermint candies

Instructions

Cookies:

  • Preheat oven to 325°F and line two baking sheets with parchment paper or silicone liners.
  • In a small saucepan over medium-low heat, melt 4 tablespoons of butter and chocolate chips until completely smooth. Set aside to cool for 10 minutes.
  • Meanwhile, in a large bowl whisk brown sugar and eggs. Set aside.
  • In a separate bowl, whisk flour, cocoa powder, baking powder, baking soda, and salt.
  • Pour the melted chocolate mixture into the eggs and brown sugar and whisk until combined. Add the flour mixture and stir until combined (I stir it with a rubber spatula). The dough will be sticky, but if it seems too wet to scoop, mix in another tablespoon or two of flour. 
  • Scoop dough by the tablespoon (I use a scoop) and place 2 inches apart on prepared baking sheets. Dampen your palm, and lightly press down on each mound of dough to flatten slightly. Bake for 9-10 minutes, until the edges are set and the centers are puffed and still appear slightly underdone (they will continue to cook as they cool). Place baking sheets on cooling racks and cool completely.

Filling:

  • Using a hand mixer or stand mixer, beat butter until smooth. Add powdered sugar and beat until combined. Add milk and peppermint extract and beat on medium speed for 1 minute, until smooth and creamy.
  • Using a butter knife or pastry bag, spread or pipe frosting onto the bottom of half the cookies. Top with the remaining cookies. If desired, roll the edges (where the frosting is) in crushed candy canes.

Notes

I made these cookies with 1 ½ tablespoons of dough, which made a dozen 3-inch cookies. If you'd like your cookies a little smaller, feel free to do so. Just adjust the baking time accordingly, reducing it by several minutes. Be sure not to overbake; the cookies should be soft.

Nutrition

Calories: 354kcal | Carbohydrates: 52g | Protein: 3g | Fat: 15g | Saturated Fat: 9g | Cholesterol: 71mg | Sodium: 96mg | Potassium: 181mg | Fiber: 2g | Sugar: 40g | Vitamin A: 410IU | Calcium: 51mg | Iron: 1.8mg

Nutritional Information is an estimate based on third-party calculations and may vary based on products used and serving sizes.

Tried this recipe?Leave a comment and rating below!
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Comments

  1. Thalia @ butter and brioche

    December 04, 2015 at 7:46 pm

    These look amazingly delicious.. I just love chocolate and peppermint together. So festive too!

    Reply
    • Celebrating Sweets

      December 05, 2015 at 1:46 pm

      Thanks, Thalia! Me too! Happy holidays!

      Reply
  2. chelsea

    November 30, 2016 at 3:08 pm

    can you freeze these! I’d like to make in advance!?

    Reply
    • Celebrating Sweets

      December 01, 2016 at 8:33 am

      Hi, Chelsea. I have never frozen them before. I would suggest freezing only the cookies themselves, then filling them the day you are serving them. This will ensure the best consistency. Enjoy! Happy holidays!

      Reply
  3. Rose

    April 22, 2018 at 3:17 pm

    4 stars
    I love chocolate and peppermint. These are great!

    Reply
  4. Mike Hart

    December 10, 2018 at 6:06 pm

    recipe should ask for more flour….I had to add 3/4 more cup to make a cake type cookie….prior to that……the cookies wouldn’t allow for shaping for flattening…….adding the extra flour….they turned out awesome.

    Reply
    • Celebrating Sweets

      December 11, 2018 at 1:56 pm

      Thanks for sharing your changes. Glad it ended up working out for you.

      Reply
  5. Shannon

    December 21, 2018 at 8:28 am

    Hi happy holidays! Wondering if I can use a stand mixer or if it needs to be mixed by hand

    Reply
    • Celebrating Sweets

      December 21, 2018 at 8:59 pm

      Hi, Shannon. Yeah, I don’t see why you couldn’t use a stand mixer, but it’s not necessary. If you want to, go for it. Enjoy!

      Reply

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aboutHi, I'm Allison! I'm a busy wife and mom with a passion for cooking and baking. This is where you'll find my favorite homemade recipes, designed to help you make every day delicious! Read more....

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