Peppermint Icebox Cupcakes: Homemade chocolate wafer cookies and peppermint whipped cream team up for an incredible holiday cupcake combination.

Peppermint Icebox Cupcakes are layered cupcakes made of chocolate wafer cookies and peppermint whipped cream.

I’ll be the first one to admit that I’m a complete sucker for just about anything peppermint-flavored during this time of year.

I was the only one in my family who ever wanted candy canes for the tree and when I graduated up to the foot-long, 1-inch diameter candy cane sticks in junior high, I may have stockpiled a few through February.

This year, I’ve already used up more calories on peppermint hot chocolate from Starbucks than I care to admit since the week of Thanksgiving. And I’ve been mopping up the Pinterest- and Foodgawker-induced drool daily.

Peppermint Icebox Cupcakes are layered cupcakes made of chocolate wafer cookies and peppermint whipped cream.

As you can imagine, these peppermint icebox cupcakes were a pretty natural step in my 2012 peppermint obsession.

Crispy chocolate wafer cookies are sandwiched between layers of fluffy peppermint whipped cream and as the stacks chill overnight, the cookies soften into deep chocolate cake-like layers.

I always feel like traditional cupcakes have a heavy cake:frosting ratio. But these icebox cupcakes completely solve that problem, leaving with you just about equal parts of both. Annnnd, with some extra whipped cream on top for good measure.

They’re basically the best holiday cupcake idea out there, in my humble opinion.

These peppermint icebox cupcakes were quite the hit at our housewarming party this past weekend and my mom and I had a super fun Friday night putting these guys together!

How to Make Icebox Cupcakes

If you’re wondering how to make icebox cupcakes, let me tell you right off the bat that they are incredibly simple. Like CRAZY simple to make, just like an icebox cake! Here are the steps:

  1. Whip up some peppermint whipped cream (the recipe for this is below)
  2. Place a chocolate wafer cookie in the bottom of a cupcake wrapper
  3. Add a dollop of the whipped cream to the cookie
  4. Place another cookie on top of the whipped cream
  5. Repeat 4 more times, ending with a big dollop of whipped cream
  6. Chill overnight
  7. Sprinkle crushed candy canes on top before serving

You can certainly buy a few boxes of chocolate wafer cookies for these icebox cupcakes. But I really, really love the homemade version better. They are more chocolatey and less dry than the store-bought cookies are.

Needless to say, I fell for so hard for these cupcakes (surprised?) that I ended up sending most of the leftovers home with my parents. I just couldn’t take the risk of being left to my own devices with them in the house with me!

Peppermint Icebox Cupcakes are layered cupcakes made of chocolate wafer cookies and peppermint whipped cream.

Peppermint Icebox Cupcakes

Yield: 2 dozen cupcakes
Prep Time: 30 minutes
Chilling Time: 30 minutes
Total Time: 1 hour

Peppermint Icebox Cupcakes are based on a traditional icebox cake but this recipe elevates the cake to another level with homemade chocolate wafer cookies and peppermint whipped cream stacked in cupcake form. 


  • 120 chocolate wafer cookies, homemade or store-bought (see Note below)
  • 2 cups (1 pint) heavy whipping cream
  • ¼ cup powdered sugar (add more or less depending on your desired level of sweetness)
  • ½ tsp peppermint extract
  • ⅛ tsp clear vanilla extract
  • Crushed candy canes or peppermint candies, for garnish


  1. Chill a large bowl and whisk attachment for 20 minutes prior to starting this recipe.
  2. Set out 24 cupcake liners on a baking pan or on a serving tray where you can easily wrap them later (9×13-inch aluminum lasagna pans work great for this). Place a cookie in the bottom of each liner (the cookies should fit snugly). Don’t worry too much if they snap in half while doing this – you’ll never know the difference once they are fully assembled.
  3. Add the heavy cream to the chilled bowl and beat with the whisk attachment, starting on low speed and working up to medium-high once the cream starts to thicken. After the cream has slightly thickened, sprinkle the powdered sugar over the cream and continue to whip until stiff peaks have almost formed. Check for desired sweetness. Beat in the peppermint and vanilla extracts for about 5-8 seconds on medium-high until stiff peaks have formed and the whipped cream is thick and scoopable. Transfer some of the whipped cream to a piping bag or a zip-top bag with a hole cut in the corner.
  4. Pipe a thin layer of whipped cream onto each cookie (about the height of the cookie) and top with another cookie, pressing down ever so slightly. Repeat until you have 5 layers of cookies then top the 5th cookie with a swirl of the whipped cream, reloading your whipped cream bag as needed but keeping the bowl chilled in between refills. You can either sprinkle on some crushed candy cane at this point (it will melt into the whipped cream overnight and give the frosting a cool pink swirly effect) or wait until you’re ready to serve the cupcakes and top with candy cane then.
  5. Chill the icebox stacks for 30 minutes (uncovered) to allow the whipped cream to set up then cover the pans loosely with foil and chill overnight.  An unheated garage works great for this if you are limited for space in your fridge.


If you make your own cookies, form the dough into two logs of 1 ¼-inch diameter and cut the chilled dough into ⅛-inch slices so that they will fit inside the bottom of a cupcake liner after the cookies are baked.

Store-bought cookies are too large to do this neatly so you’ll need to fuss with the liners a little as you assemble your stacks, but they will definitely work in a pinch.  The liners will inevitably relax with the moisture from the cupcakes overnight anyway but I still highly recommend you make your own cookies for this recipe – a little extra effort makes a huge impact here.

Smells Like Home original | inspired by Smitten Kitchen's Icebox Cupcakes

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Leave a Comment

  • December 7, 2012 at 7:58 AM

    Tara, these sound right up my alley!

  • December 7, 2012 at 10:17 AM

    Amazing. What an awesome idea!

    • December 11, 2012 at 9:02 AM

      Thanks, Amy!

  • December 7, 2012 at 11:20 AM

    Oooh these look absolutely delicious!!! And I’m lovin’ all the peppermint too 🙂

  • December 15, 2012 at 9:31 AM

    Love this recipe! Will be linking back to this in my upcoming post 🙂

    • December 15, 2012 at 11:08 AM

      Thanks for coming back to comment, Marla!

  • […] 20. Peppermint Icebox Cookies These stack of peppermint goodness is going to be a cookie that eats like a cupcake. Although they look like a lot of thought went into them, they are really just a few items stacked on top of each other. You start with a chocolate cookie as a base, add whipped cream, and just keep alternating between the two until you form a respectable tower. They refer to them as cupcakes, but these require no baking, but still have an impressive look to them. There is no shortage of peppermint flavor, so there is a nice mixture of chocolate and peppermint throughout. […]

  • Robin
    April 18, 2020 at 5:34 PM

    I LOVE peppermint but sometimes there is a powdery or chalky taste to the mint that I dis like. I want that cool crisp clean mint flavor is there a certain brand I should look for?