Sweets

Christmas Checkerboard Cookies

Author: Mary DiSomma

As seen on WGN9 Lunchbreak.

These Christmas Checkerboard Cookies are some of my favorite cookies to make for the holidays. They’re made with chocolate and vanilla dough, that look like miniature Christmas gifts when I pipe on a little icing bow. They are so cute! At first glance, these festive cookies might look a little tricky, but don’t get discouraged: this checkerboard cookie recipe is easy. You’ll start by making a vanilla dough and dividing it into four pieces. This is when things get exciting! The red checker is flavored with maraschino cherries, the green one is made with finely chopped pistachios, and for the white one I like to use orange zest and leave the dough a neutral color. The best part is the brown checker: cocoa powder and Kahlúa come together for a rich, adult flavor that everyone will devour.

Here’s a tip: anyone can do this! To make a seamless checkerboard, all four flavors of dough are combined to make a log. Just roll each dough quarter out into a long strip and stack them in pairs to make one big log. Here’s another tip: refrigerate the dough after you assemble the log for perfect checkers. It’s too soft to slice at room temperature. When the log is firm, you can slice, bake and serve

Christmas Checkerboard Cookies

Christmas Checkerboard Cookies

These cookies are perfect for a holiday cookie swap, especially packaged in a lovely Christmas cookie tin, ribbon, and a sprig of decorative berries. They use chocolate and vanilla dough, mixed with maraschino cherries, and finely chopped pistachios to create the colors, and are topped with a little icing bow so they look like a fabulous present.

Yield
50-55 Cookies
Prep Time
20 minutes 20 min
Cook Time
9 minutes 9 min
Total Time
29 minutes 29 min

Ingredients

For the Dough

For the Flavorings

For the Decoration

Instructions

  1. In the bowl of a stand mixer, cream butter with sugar until light and fluffy. Beat in egg and vanilla. On low speed, gradually add flour until blended. Divide dough into quarters.
  2. With one quarter, knead dough together with cocoa powder, Kahlúa, and sprinkles; green food coloring and pistachio paste or chopped pistachios into a second quarter; and chopped maraschino cherries and red coloring in the third quarter. In the remaining dough, knead in orange zest and orange oil or extract.
  3. Divide each portion in half and roll into 8-inch logs. Use hands to square up the sides. You will have 8 pieces total. Place an orange and red log side by side. Top with a green and chocolate log. Press firmly together to adhere. Use hands to again square off dough sides. Repeat with remaining 4 logs. Wrap each log in wax paper and refrigerate until firm; about 6 hours.
  4. Preheat oven to 375 degrees. Place logs on cutting board. Slice crosswise into 1⁄4-inch rectangles. Place each rectangle on parchment paper-lined cookie sheet about 1 inch apart. Bake for 7 to 9 minutes or until firm and lightly browned on the bottom. Let cookies rest on prepared baking sheet for 5 minutes then transfer to a wire rack. Once cooled, pipe icing on cookies to resemble gift wrap: ribbon and a bow. When icing is completely dry, transfer cookies to an airtight container.
Christmas Checkerboard Cookies

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