Whoopie Pie Pops

To my regular readers, these might look a little familiar since they look almost identical to the peppermint chocolate cake pops that I posted on Monday. But as the saying goes, don’t judge a book by it’s cover because…

…inside the white chocolate/crushed candy cane shell of these pops isn’t cake – it’s whoopie pies!

Chocolate and peppermint whoopie pies to be exact. And I could have stopped right there, but I wanted to see if whoopie pie pops could be done. I couldn’t find anyone who has ever made them before and I love a fun baking challenge. However, if you’re not crazy like me, feel free to follow the recipe up to this point. The whoopie pies really are quite good if you leave them alone.

If you are a crazy dessert enthusiast like me, you can keep going through the recipe directions. I briefly froze them, melted some white chocolate, crushed some candy canes and put it all together.

And if you think I just took the cake pops and photographed them with a red background, I have proof for you…

Voila! Inside all that chocolate and peppermint goodness is, well, more chocolate and peppermint goodness! Soft chocolate cookies with a soft, fluffy peppermint buttercream filling. The white chocolate and candy cane coating adds a little bit of crunch and texture to them. Plus, who can resist something on a lollipop stick? They just make everything cuter and more fun to eat. And easier to eat too – I can picture these being a bit hit at a party.

There are cake pops, cheesecake pops, marshmallow popspie pops, and now whoopie pie pops. What else should be put on a lollipop stick?


Peppermint Chocolate Whoopie Pie Pops

(try saying that five times fast!)

Chocolate Whoopie Pies

Adapted from Joy of Baking

Makes 15 large or 25 small whoopie pies (I recommend making them small if you want to make pops)

  • 1 3/4 cup all purpose flour
  • 3/4 cup Dutch-processed cocoa powder
  • 1 teaspoon baking powder
  • 1/4 teaspoon baking soda
  • 1/4 teaspoon salt
  • 3/4 cup unsalted butter, at room temperature
  • 3/4 cup sugar
  • 1 large egg, at room temperature
  • 1 teaspoon vanilla extract
  • 1/4 cup buttermilk (or 1/4 cup milk mixed with 1 teaspoon of vinegar or lemon juice)
  • 1/2 cup lukewarm water
  1.  Preheat oven to 375°F. Line baking sheets with parchment paper or a silicone baking mat.
  2. In a large bowl, combine flour, cocoa powder, baking powder, baking soda and salt.
  3. In a separate large bowl, beat butter and sugar until light and fluffy, then mix in vanilla and egg.
  4. In a small bowl, combine buttermilk and water.
  5. With the mixer on low speed, add flour mixture and buttermilk mixture alternately in 3 additions, beginning and ending with flour.
  6. For large whoopie pies, drop heaping tablespoons of batter onto the prepared baking sheets about 2 inches apart. For small whoopie pies, drop 2 teaspoons of batter onto the prepared about 2 inches apart. Bake for 7-10 minutes or until the tops of the cookies, when lightly pressed, spring back.

Peppermint Buttercream

  • 1/2 cup unsalted butter, at room temperature
  • 2 1/2 cups powdered sugar, sifted
  • 1-2 tablespoons of milk
  • 2 candy canes, crushed to powder in a food processor or blender (around 1/4 cup of powder)
  1. In a large bowl, cream butter until light and fluffy.
  2. Adding 1 cup of sugar at a time and mix into butter until thoroughly combined and frosting is light and fluffy.
  3. Mix in milk until you reach the desired consistency.
  4. Add crushed candy canes and stir until combined.

Assembling the whoopie pie pops:

  • 18 oz. white chocolate
  • 3 tablespoons oil (you can use less for a thicker coating)
  • 6 candy canes, crushed (around 3/4 cup)
  • Styrofoam block
  1. When cookies are completely cooled, match up similarly shaped cookies in pairs.
  2. Add a tablespoon of frosting to one cookie and put the other cookie on top, pressing down lightly until frosting is spread to edges. (Stop here if you just want whoopie pies, not pops. Store in the fridge.)
  3. Put cookies in refrigerator for a few hours or freezer for 10 minutes. (You can refrigerate until you’re ready to dip in chocolate, then place them in the freezer while the chocolate melts.)
  4. In the meantime, melt the chocolate and oil over a double boiler or in the microwave. Heat and stir until all lumps are gone, then remove from heat.
  5. Place melted chocolate into a wide and deep cup or bowl and let cool for a few minutes. Place crushed candy canes in a shallow bowl or plate.
  6. Remove some whoopie pies from the freezer. One at a time, dip the tip of a lollipop stick in the melted chocolate, then insert the stick straight into the frosting of the whoopie pie, pushing almost all the way through.
  7. Holding the lollipop stick, dip the entire whoopie into the melted chocolate until it is completely covered and quickly remove.
  8. Hold cookie over cup while excess chocolate drips off (if needed, tap your wrist with the opposite hand to help the process).
  9. Once the excess has dripped off, let chocolate set for a few moments and then roll in crushed candy cane.
  10. Push stick into styrofoam and let chocolate harden.
  11. Once all whoopie pies are completed and cooled, cover and store in refrigerator.


24 Comments on Whoopie Pie Pops

    • Stephanie
      December 8, 2011 at 8:55 pm (11 years ago)

      @Melissa – yes! As far as I know, no one has made them before. I told my friends they were “eating history” 😉

  1. Danica
    December 9, 2011 at 8:15 am (11 years ago)

    Serious genius!!!! You need to write a cookbook!!

    • Stephanie
      December 9, 2011 at 10:07 am (11 years ago)

      @Danica – thank you! 🙂

  2. Kim Bee
    December 11, 2011 at 1:58 pm (11 years ago)

    This is absolutely brilliant. Great idea. They look flipping amazing!

    • Stephanie
      December 11, 2011 at 6:33 pm (11 years ago)

      @Kim Bee – thank you! 🙂

  3. Kiri W.
    December 11, 2011 at 2:29 pm (11 years ago)

    How cool! I haven’t tried whoopie pies (not an American), but they look and sound delicious, and in this pop presentation, they’re even cute 🙂

    • Stephanie
      December 11, 2011 at 6:34 pm (11 years ago)

      @Kiri – I recently tried whoopie pies for the first time myself. They’re really good and easy to make. Soft, cake-like cookies with buttercream sandwiched between. Yum!

  4. Liz
    December 11, 2011 at 4:04 pm (11 years ago)

    Amazing!!! These are the coolest “cake” pops I’ve seen! My kids would be thrilled with these gems 🙂

    • Stephanie
      December 11, 2011 at 6:34 pm (11 years ago)

      @Liz – thanks!

  5. Happy When Not Hungry
    December 11, 2011 at 4:15 pm (11 years ago)

    What a great idea! These look so cute and delicious. Nice job 🙂

    • Stephanie
      December 11, 2011 at 6:34 pm (11 years ago)

      @Happy When Not Hungry – thank you! 🙂

  6. Alyssa
    December 12, 2011 at 3:10 am (11 years ago)

    So stinkin’ cute! What a great idea! I haven’t yet tried to make cake pops, but I love what you did with these

  7. Lacy
    December 12, 2011 at 10:31 am (11 years ago)

    Oh wow. AWESOME idea!! Love that you did whoopie pies. That would never cross my mind but I bet its amazing!

  8. Dawna
    December 18, 2011 at 2:21 pm (11 years ago)

    I am SO excited! We are hosting a Christmas Eve party this year and I have been searching high and low for a chocolate covered whoopie pie recipe and ta-da… I stumbled across your gem of a blog. This recipe is PERFECT. We are whoopie pie fanatics so I am hoping to WOW my friends with these adorable delectables.

    • Stephanie
      December 18, 2011 at 7:55 pm (11 years ago)

      @Dawna – wow, it sounds like this recipe was meant for you! I hope you and your friends enjoy it. Come back and tell me what you think!

  9. Dawna
    January 4, 2012 at 7:34 am (10 years ago)

    Hi Stephanie,
    The whoopie pies were PERFECT! I received more than one “these are awesome” compliments. I made them a tad too big to put on a stick so I topped them with cute toothpicks decorated w/ reindeer and snowmen. They were dipped in the white chocolate with crushed candy cane and were absolutely beautiful and richly delicious. THANK YOU for a recipe that makes me look so good and leaves the guests happily satisfied. 🙂

    • Stephanie
      January 4, 2012 at 11:13 am (10 years ago)

      @Dawna – that’s fantastic! I’m so glad you and your guests enjoyed the recipe! 🙂

  10. Jess
    February 26, 2012 at 4:44 pm (10 years ago)

    YUM YUM YUM!!! I love everything in these pops! Great idea!

    • Stephanie
      February 26, 2012 at 6:35 pm (10 years ago)

      @Jess – thanks thanks thanks! 🙂

  11. Maryam
    February 12, 2013 at 11:33 pm (9 years ago)

    You could also make mini donut pops, cookie/biscuit pops… I’ve also seen waffles on pop.

    Try to google or pinterest it


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