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Pinwheels and Checkerboards Recipe

Pinwheels and Checkerboards Recipe

My mom used to make these cookies every Christmas, and I still love them. They are so colorful...and you can get two kinds of cookies from one dough! They're perfect for including in gift boxes.—Jill Heatwole, Pittsville, Maryland
TOTAL TIME: Prep: 30 min. + chilling Bake: 10 min./batch YIELD:120 servings


  • 1-1/4 cups butter, softened
  • 1 cup packed brown sugar
  • 1/2 cup sugar
  • 2 eggs
  • 1/4 teaspoon vanilla extract
  • 4 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1 teaspoon salt
  • 1/4 teaspoon baking soda
  • Red and green gel food coloring
  • 1 ounce unsweetened chocolate, melted and cooled


  • 1. In a large bowl, cream butter and sugars until light and fluffy. Beat in eggs and vanilla. In another bowl, whisk flour, baking powder, salt and baking soda; gradually beat into creamed mixture.
  • 2. Divide dough into four portions. Tint one portion red and one portion green. Stir chocolate into another portion. Wrap chocolate and plain portions in plastic wrap; refrigerate 1 hour or until easy to handle.
  • 3. For pinwheel cookies, divide red and green portions in half. Roll out each portion between waxed paper into a 9x6-in. rectangle. Refrigerate 30 minutes.
  • 4. Remove waxed paper. Place one green rectangle over a red rectangle. Roll up tightly jelly-roll style, starting with a long side; wrap in plastic wrap. Repeat. Refrigerate 2 hours or until firm.
  • 5. For checkerboard cookies, divide plain and chocolate portions in half. Roll out each portion between waxed paper into a 6-in. x 4-in. rectangle. Cut each rectangle lengthwise into eight 1/2-in. strips.
  • 6. Stack the strips in groups of four, alternating plain and chocolate strips and forming eight separate stacks. Form a four-stack block by alternating chocolate-topped and plain-topped stacks. Repeat. Press together gently. Wrap in plastic. Refrigerate at least 2 hours.
  • 7. Preheat oven to 375°. Unwrap and cut pinwheel and checkerboard dough into 1/4-in. slices. Place 1 in. apart on ungreased baking sheets. Bake 9-11 minutes or until set. Remove to wire racks to cool. Yield: 6 dozen pinwheel and 4 dozen checkerboard cookies.

Reviews for Pinwheels and Checkerboards

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Reviewed Nov. 29, 2015

"I, too, have been making these cookies since I first saw the recipe. In fact, I HAVE to make these every Christmas. It's now a tradition. I failed at the checkerboards, so I just make the spirals. I also add mint flavoring (daughter's request). I have also made these for wedding showers using the bride's colors. Really pretty and I decorate by using colored sugar."

Reviewed Aug. 26, 2015

"These are so pretty and taste great. They really brighten up a cookie table or gift assortment. Sometimes I skip the chocolate checkered ones and make them all green and red because they take extra time to put together."

Reviewed Sep. 1, 2014

"These cookies do take some time to make, but they are so pretty for holiday parties and cookie exchanges. My grandmother used to make cookies similar to this, and I so loved them! The cookies have a nice, buttery flavor. I don't make them often but when I do make them, they really do make a special addition to the cookie tray or gift box!"

Reviewed Dec. 6, 2013

"i made these cookies several years ago. They are a special cookie to make at Christmas. just to comment on a few post i read. I liked the one about adding flavoring, since this is basically just a sugar cookie, and this is a time consuming recipe, especially the checkerboard one, but if you take your time, cut out the exact strips and line it all out right, they turn out really pretty. I got satisfaction in making these cookies. May try again this year. i had this copy of the magazine and lost it. it had a great homemade coconut creme pie recipe as well in it that i made at christmastime"

Reviewed Jul. 14, 2013

"We loved the way these turned out! They are so beautiful! I did use cake decorating color instead of the gel food coloring and they did fine. I didn't rate it 5 stars because we had a hard time with them. Difficulty level is pretty high to me. And the checkerboards were near impossible. All in all, we will make the pinwheels again, and perfect them :)"

Reviewed Nov. 29, 2012

"I have made these every year since first seeing the recipe. They are fun to make, look beautiful, and taste good, too!"

Reviewed Dec. 10, 2011

"I've been making these for years. They are very time consuming, but worth doing just once a year (or twice... I did do a red, white and blue checkerboard version for the 4th).

I think they taste great, too. I flavor some of the dough with almond extract and that way have 3 different tastes from one dough.
I make one roll of the pinwheels with the green on the outside to get another look."

Reviewed Dec. 19, 2010

"Looks-wise, these are hard to beat. Just handed out 16 homemade Christmas baking trays tonight which were highly acclaimed and included these colourful goodies. They look fantastic. Tastewise they are nothing to write home about--just typical.

Looks wise they get 5 stars, taste 3 stars.
VERY time consuming. Excellent instructions made them fail-proof, but rolling out 8 balls of dough to such a specific size was monotonous, so I wouldn't make these again soon. But yes, they look FAB."

Reviewed Dec. 11, 2010

"Just became an annual Christmas cookie in our house! :)"

Reviewed Dec. 19, 2008

"I made these cookies for gifts I cant wait to give them out...They look so nice all together! Merry Christmas"

Reviewed Dec. 18, 2008

"I've made these for several years and my family loves them. Plus they are so pretty on a cookie plate."

Reviewed Dec. 14, 2008

"Thanks I always wanted to make these but I did not know how. Thanks again Taste of Home, you always come to our help when needed."

Reviewed Nov. 27, 2008

"I am so glad to have found this recipe.....I made these over 40 years ago for my young family but had lost the I can make them again for my grandchildren.

Thank you so much for sharing..."

Reviewed Dec. 26, 2007 Edited Dec. 7, 2010

"These are a must make in my home at Christmas! Love them!"

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