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Perfect Peppermint Pinwheel Cookies

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This peppermint pinwheel recipe is an old family favorite introduced to us by my maternal grandmother, who we lovingly called Ponana.

Pinterest image showing a plate of Perfect Peppermint Pinwheel Cookies with title text.

About 20 years ago my mom compiled a binder of the treat recipes we loved when we were growing up, some of our favorite “sweeties and fatties.”

Written above the recipe for peppermint pinwheels was the title “Po’s Favorite.”

These aren’t just Po’s favorite though. Everyone in my family and all my in-laws beg me to make these cookies every year! I will always honor my grandmother’s memory by making Po’s Peppermint Pinwheels during the holiday season. ❤️

A festive, holly-garnished plate showing the tight spiral of these black and white pinwheel cookies.

The Trick to Perfect Peppermint Pinwheel Cookies

It’s all about how you roll the dough.

It has to be an even thickness and equal dimensions.

Do not fear, I have a special technique that works every time!

Parchment Paper

The most important tool for making peppermint pinwheels is good-quality parchment paper. In this recipe the dough is divided in half and real melted chocolate is added to one portion. Each half is then rolled out, between two sheets of parchment paper, to similar dimensions.

The parchment paper negates the need for any additional flour, keeping the dough soft and sticky so it bonds together nicely.

It also works like a giant sling for the dough, and this is important because you have to get the large sheets of dough stacked atop each other. The closer they line up, the better your cookies will look!

Close-up of the peppermint pinwheel cookies and their perfect chocolate and peppermint swirls.

Elevating the Old Peppermint Pinwheel Recipe 

Unfortunately, I don’t know where the original recipe came from — probably an old cookbook or magazine. But once I got my hands on it, I made a few improvements.

I ditched the shortening and replaced it with real butter.

I scrapped the white table sugar and opted for organic cane sugar instead. 

And, I always choose organic fair-trade chocolate!

Check the recipe for product suggestions!

A festive, holly-garnished plate showing the tight spiral of these black and white pinwheel cookies.

Add Peppermint Pinwheel Cookies to Your Holiday Baking List!

I promise you won’t be sorry…

And if you are looking for other holiday favorites, try some of the best cookies on the web!

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Gingerbread Cut-Out Cookies – Date and Molasses Sweetened – Made With Sprouted Wheat – In Your Food Processor

Platter showing a stack of delicious cranberry shortbread cookies.

Cranberry Rosemary Shortbread Cookies – Honey Sweetened Sprouted Grains

A festive, holly-garnished plate showing the tight spiral of these black and white pinwheel cookies.

A festive, holly garnished plate showing the tight spiral of these black and white pinwheel cookies.

Perfect Peppermint Pinwheel Cookies

Yield: 42
Prep Time: 40 minutes
Cook Time: 12 minutes
Chilling Time: 4 hours
Total Time: 4 hours 52 minutes

These perfect peppermint pinwheel cookies are a total show stopper. They have beautiful and evenly contrasting chocolate and peppermint swirls that really make them stand out in a crowd! Not only are they one of the prettiest cookies ever, they will fill your house with the scent of divine chocolate and peppermint.

Ingredients

  • 1 cup salted butter
  • 1 1/2 cups organic cane sugar
  • 2 eggs
  • 2 tablespoons organic peppermint extract
  • 3 1/2 cups organic all-purpose flour
  • 1 teaspoon baking powder 
  • 4 ounces 100% fair-trade baking chocolate

Instructions

  1. Melt the chocolate in a small heavy-bottomed sauce pot over very low heat. Once melted set it aside.
  2. Meanwhile in a stand mixer with a paddle attachment or in a large mixing bowl, cream the butter and sugar.
  3. Once the butter is light and fluffy, cream in the eggs, one at a time. Scrape down the sides of the bowl as needed.
  4. When the eggs have been incorporated and the mixture is fluffy, add the peppermint extract and mix well.
  5. Mix the flour and baking powder together in a separate bowl. Add the flour into the wet ingredients and mix until the dough comes together in a shiny ball.
  6. Divide the dough in half and take one portion and set it aside.
  7. Add the melted chocolate to the remaining dough and mix until fully distributed.
  8. Cut three large sheets of parchment paper about 24 inches long.
  9. Place the chocolate dough on the first sheet and shape it into an even rectangle with your hands. Pat it out to about 2 inches thick, keeping the sides as straight as possible.
  10. Place the second parchment sheet over the dough and use a rolling pin to roll the dough into a rectangle 1/3 inch thick. The final dimensions will be about 18 inches wide by 12 inches deep.
  11. If the edges become uneven during rolling, remove the top piece of parchment and use the bottom sheet to fold the edge back towards the middle; you can do this on all four sides, squaring the edges and making them straight. Replace the sheet of parchment and flatten the overlapping edges with your hands, keeping the rectangle shape as straight as possible. Give the dough a light rolling but be careful to keep the rectangular shape.
  12. Remove the top sheet of parchment and set the rolled dough aside. Follow the same steps to make the same sized rectangle out of the other half of the dough.
  13. Once both sheets of dough are the same size, choose whether you want the chocolate on the outside or inside of the spiral. The bottom dough will be the outside. If one dough sheet looks a little larger, use that as the bottom.
  14. Using the parchment, line up the top dough above the bottom dough and flip the top dough sheet onto the bottom dough sheet. Hopefully it will align well and the sheets will be evenly stacked. This technique takes practice so it might not be perfect the first time.
  15. Use your rolling pin to lightly roll the sheets together — you don't want to make it much thinner so be careful with how much pressure you use.
  16. Remove the top sheet of parchment, and starting at the top edge, use the bottom sheet of parchment to fold over the first edge of the dough, starting a cylinder.
  17. Use the parchment to pull the dough down and roll it tightly as you go. Use your hands to smooth the dough and keep it in a straight tight log shape.
  18. Continue to roll the dough into a cylinder. Once you have rolled it all the way, place the dough at one edge of the parchment paper in the center and roll the parchment tightly around the dough. Twist the ends of the parchment paper to keep it tight against the dough.
  19. Reserve the two extra sheets of parchment you used for rolling to bake the cookies.
  20. Refrigerate the dough for at least 4 hours.
  21. Once completely chilled, preheat your oven to 400℉.
  22. Unroll your dough and start slicing coins about 1/3 inch thick. Place them on parchment-lined cookie sheets and bake each sheet for 10 to 12 minutes.
  23. Let the cookies cool for a few minutes on the pan before removing them to cooling racks.

Pinterest image showing a plate of Perfect Peppermint Pinwheel Cookies with title text.

Mark

Thursday 24th of December 2020

I am going to give this a go, however, I’d like to add a suggestion. Could a video be added to help us see certain techniques (like flipping the second part of the dough on top of the first, keeping a straight edge, etc.)?

For some of us, seeing is learning. :) Thanks!

Butter For All

Tuesday 29th of December 2020

Hi Mark!

I hope you had great success with this recipe! Unfortunately, I'm not set up to do video ATM (a very frustrating situation) but I'll definitely add it to the list for the future when I get my studio put back together!

Take good care!

Courtney

Sandy Boles

Monday 21st of December 2020

Gorgeous photos! I can't wait to try this recipe. Thanks for providing all of the helpful details.

Butter For All

Tuesday 29th of December 2020

You are most welcome, Sandy!

I hope you love them! You can't really go wrong with chocolate and peppermint! ;)

Courtney

Math Teacher

Monday 21st of December 2020

Do you roll it so the dough log ends up 12 inches or 18 inches long? You say "starting at the top edge" but how is the rectangle oriented?

Butter For All

Monday 21st of December 2020

Hey there, Math Teacher!

18 inches! You want to spiral the dough so the log is as long as possible. Although you could make some big beautiful pinwheel cookies if you rolled it the other way.

These measurement are approximate of course. :) I hope you love the recipe!

Courtney

Teresa

Sunday 20th of December 2020

Thanks for sharing a treasured family recipe. I will definitely make these cookies!

Butter For All

Sunday 20th of December 2020

Teresa,

It is truly my pleasure and I hope you love them as much as we do 🥰

Happy Baking,

Courtney

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