Peppermint Checkerboard Sandwich Cookies

There's a very good reason why I'm posting this Christmas cookie well before Thanksgiving. Better Homes and Gardens is preparing to hold the "World's Largest Cookie Exchange" and they asked me if I'd like to join the festivities. There was only one answer: Heck.Yes. I imagine arranging such a thing takes a lot of time and organization, so no wonder the participants have been asked to post their recipes early. No harm in getting a head start to your holiday cookie plans anyway, right?

I've always wanted to try my hand at checkerboard cookies, and I felt this was a great opportunity to just go for it. It's not as difficult as it looks! I think you'll be surprised at how easily they come together.

Essentially, you just cut the red and white cookie dough into 1/2-inch square strips and stack them. Then you wrap another layer of dough around the stacked dough and chill. Then it's as easy as slice and bake - my favorite kind of cookie!

I filled these cookies with whipped peppermint buttercream. They may just be the prettiest cookie at your next cookie swap! And see those super cute tags in the pictures? Better Homes and Gardens has designed these especially for your cookie swap/ gift-giving needs.

Just click over to view other cookies and download the free gift tags.

Peppermint Checkerboard Sandwich Cookies
Yields about 2 dozen sandwich cookies

Checkerboard cookies
1/2 lb. (two US sticks) unsalted butter, softened
1 cup plus 2 tablespoons granulated sugar
1 egg
1 tsp. vanilla extract
1/2 tsp. almond extract
3 cups all-purpose flour
Pinch of salt
1 teaspoon or more red gel food color

Peppermint buttercream
1 cup butter, at room temperature
4 cups confectioners’ sugar
2 teaspoons peppermint extract
Milk or cream

Make the cookies:
In a stand mixer fitted with the paddle attachment, mix the butter and sugar together until just incorporated. Do not over-mix at this stage, or the cookies may spread while baking.
Add the egg and vanilla and almond extracts. Mix again on low speed, stopping to scrape down the sides of the bowl intermittently as needed.

In a medium bowl, whisk together the flour and salt. Add to the butter and egg mixture. Mix on low speed until a dough is formed and there are no longer any streaks of butter in the mixing bowl. The dough will often clump around the paddle attachment while being mixed. This is normal and a good sign that your dough is the right consistency. If your mixture does not come together and is crumbly, add ice cold water 1 tbsp. at a time until the dough clumps.

Divide the dough in half and return one half to the mixing bowl. Add the red food color and mix well until a deep red color is achieved.

Divide the red and white dough in half so that you have four dough portions. Form each portion into a rectangle and wrap individually in plastic; refrigerate until well chilled.

Remove one red and one white dough portion from the refrigerator. Roll each rectangle to about 1/2-inch thickness, and then cut them each into nine long 1/2-inch thick square strips.
Gently stack the strips forming two checkerboard logs. Cover with plastic wrap or parchment paper and refrigerate the logs until firm, about 2 hours.

Roll each remaining dough piece out to about 1/4 inch thickness. Wrap the chilled dough logs in the flat dough in a single layer. Cut away any excess dough. Cover in plastic wrap and chill again, about 30 minutes.

Preheat the oven to 350°F.

Cover 2 or more cookie sheets with parchment paper. Slice each dough log into squares about 1/4 inch thick and place them on the prepared baking sheets. Bake the cookies for 12 to 15 minutes, or until lightly golden on the bottoms. Let cool on the baking sheet for 5 minutes. Transfer to a wire rack. Decorate the cookies when completely cooled.

Make the peppermint buttercream:
Combine the butter and confectioners’ sugar in a large bowl. Beat on low speed until just combined; add the extract. Beat on high speed adding milk or cream 1 tablespoon at a time until the icing is of piping consistency. Beat on high speed for 3 to 5 minutes, or until the frosting is light in color and fluffy.Generously pipe or spread frosting on cookies and top with a second cookie.

Package two or three sandwich cookies in cellophane bags and tie with festive ribbon. Add a gift tag and give to delighted friends and loved ones.

link Peppermint Checkerboard Sandwich Cookies By Published: Peppermint Checkerboard Sandwich Cookies Recipe


  1. This sandwich looks colourful and delicious!!

  2. These cookies look fantastic! Really fun!

  3. Quick question, would you need 10 square strips of each color, not 9? 5 white and 5 red, 5 white and 4 read for the checkerboard then 1 more red for wrapping the cookies? The cookies look beautiful!

    1. Since you're making two checkerboard dough logs, then you'll have 18 strips total. The colors will alternate differently on the second log: Dough log 1: 5 white strips, four red; Dough log 2: 5 red logs, four white. Does that make sense?

      Thanks for asking!

  4. "World's Largest Cookie Exchange" ... sounds like something that Santa would host!

    Your cookies are so cheery and a bit magical, just like coming from Mrs Santa kitchen ;-)

  5. AWESOME. Totally making these and transforming your cute checker boards into the base fo some rockin ugly sweater cookies.

  6. Wow. These are gorgeous cookies. I saw them and instantly thought "Its' a must-do".
    You're a phenomenal talent!!! Have a great Christmas holiday.


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