fancy slice n’ bake checkerboard cookies

by jenna on December 23, 2011


I know! I know! It’s getting a little ridiculous. I might not post another cookie recipe for, like, four weeks. And when I say four weeks, I mean four days. Just kidding. Maybe.

But aren’t these fun??

They look complicated but really are so easy! This is another cookie recipe from that amazing cookbook I found while in Wisconsin. Basically, you just make a traditional sugar cookie dough, divide it in half, mix melted chocolate in one half and then cut strips of dough and layer them on top of each other. Then, just chill, slice and bake! These are old fashioned “icebox cookies” if there ever were any.

I hope you guys have a wonderful holiday weekend!!

Fancy Slice n’ Bake Checkerboard Cookies

recipe adapted from Wisconsin Power Electric Company

makes about 25 cookies

Print this recipe!


1 stick butter, softened

1/2 cup sugar

1 egg yolks

1/2 tsp vanilla extract

1/4 tsp peppermint extract

1 1/2 cups flour

1/2 tsp baking powder

1/4 tsp salt

1/2 cup milk

1 oz unsweetened baking chocolate


Cream butter and sugar. Add egg yolk, vanilla and peppermint extract. In another bowl whisk together the flour, salt and baking powder. Add dry ingredients to wet and gradually pour in the milk.

Melt the unsweetened chocolate over a double boiler. Then, divide the dough into two. Take half out of the bowl and drizzle the melted chocolate into the other half. Mix until the chocolate has been completely incorporated into the dough. Then, wrap both sections separately in plastic wrap and chill for 1-2 hours until firm.

Roll out each piece into a rectangle that’s about 1/2″ thick. Cut long 1/4″ strips of dough from each for a total of 6 strips each. Then, lay a chocolate strip next to a vanilla strip and rub the tops of the strips with a little water. Layer a chocolate strip on top of the vanilla and a vanilla on top of the chocolate, keep building up alternating chocolate and vanilla until you’ve used up all your strips. Then, wrap the log in plastic wrap and chill for at least two hours.

Preheat oven to 350 degrees.

Slice off 1/4″ thick slices of the dough and place on a lined baking sheet. Bake for 10 minutes until bottoms are golden.


3 1/2 hours


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{ 33 comments… read them below or add one }

Luv What You Do December 23, 2011 at 4:43 am

I am enjoying all of the cookie recipes. I saw a cooking recipe just like this in the CL How to Bake book. I haven’t had a chance to try it yet but I’m happy to hear you say that it is not to coplicated.

Happy Holidays!


Heather @ Girlyeverafter December 23, 2011 at 4:43 am

You can never post enough cookie recipes! I’ve always been intrigued by checkerboard cookies. I never realized how easy they were to make!


Averie @ Love Veggies and Yoga December 23, 2011 at 4:44 am

Wow these are so fancy and perfect looking! Not only do I love the vintage recipe source but the fact that you didnt get brown crumbs in the white dough and vice versa…that is some attention to detail. And I think I would have a hodgepodge in about 2 seconds…yours are gorgeous!


Molly @ RDexposed December 23, 2011 at 4:46 am

My type A personality loves these geometric cookies!


Lauren @ What Lauren Likes December 23, 2011 at 5:01 am

I could never get sick of cookie recipes! Love em 🙂


Julie @ Table for Two December 23, 2011 at 5:07 am

I love how these look! I could never stop baking cookies for months 🙂 maybe a few days lol


Angela @ Eat Spin Run Repeat December 23, 2011 at 5:12 am

These are SO cute! I’m totally going to make them TODAY!!


Em December 23, 2011 at 5:16 am

Yum yum. I might just make this with my mom today!


Katrina December 23, 2011 at 5:26 am

These are beautiful!


Hilliary @Happily Ever Healthy December 23, 2011 at 5:29 am

I always wondered how these were made! We are baking cookies tonight and tomorrow, maybe I will have to try my hand at these!


Jen December 23, 2011 at 5:38 am

They are the cutest ever! How is the recipe adapted from the original though if I may ask?


amy walters, aDESIGNdock December 23, 2011 at 6:14 am

So pretty! Happy Christmas Eve Eve Jenna!


Cait's Plate December 23, 2011 at 6:21 am

These are DEFINITELY fun and you should NEVER apologize for cookie recipes! There’s no such thing as too many 🙂

PS – LOVE the photos.


Lori @ RecipeGirl December 23, 2011 at 6:22 am

These are darling. I’ve always wanted to make them!


Jess December 23, 2011 at 6:28 am

Loving these cookie recipes! I recently made my first batch of “chocolate” sugar cookies and sandwiched them with cream cheese frosting. Formerly a traditional sugar-cookie lover, I am now a convert. They were kind of to die-for!
Merry Christmas 🙂


Maria December 23, 2011 at 6:38 am

Love these! So fun and your pictures are great!


katie @KatieDid December 23, 2011 at 7:46 am

Wow they look so complicated to make but sounds incredibly easy. Such a cool recipe Jenna!


Gina @ Running to the Kitchen December 23, 2011 at 8:03 am

Ahh, so THAT’S how you do it! I keeo seeing these checkerboard patterns and wondering how the dough looks so perfect. Now I know 🙂 I love that first picture!


Emily G. @ from my messy desk December 23, 2011 at 8:17 am

My boyfriend’s mom’s mom used this recipe (well – without the peppermint extract!). We actually used these to make pinwheel with chocolate and regular cookies Sunday night! And I can vouch and say these cookies are DIVINNNNNNNEE!


Jeni @ hippiewildmama December 23, 2011 at 8:27 am



Allyssa @ First Sweet Taste December 23, 2011 at 8:34 am

Yum! I’ll have to try making these! They sound easy enough to make, considering how complicated they look!


Moni'sMeals December 23, 2011 at 9:41 am

Yes…FANCY indeed! Perhaps you saved the best for last, right.
I think we can all agree… just based on how pretty these are, they would get gobbled right up. Thanks for all your recipes Jenna.


Kelsey December 23, 2011 at 9:50 am

These looks great! You have perfect lines, too. I made something like these from Martha Stewart once, a long time ago. I’d like to try these, too.


Deanna B. December 23, 2011 at 10:16 am

The cookies are so cute! Almost as cute as the towel you have under the vanilla. There is no such thing as too many cookie recipes.


Elisabeth December 23, 2011 at 2:44 pm

I, for one, am loving all the cookie recipes! I enjoy baking of all types, but cookies are always my favorite 🙂 Happy Holidays to you & Adam & your families!


Missy December 23, 2011 at 8:16 pm

I love the cookie recipes. I tried to make those one year and they did not look nearly as pretty as yours, they were tasty though. Nice job.


Kristin December 24, 2011 at 10:11 am

I tried making these today and cannot figure out what I did wrong but my dough just would not harden up. I even put it in the freezer for 10 minutes to see if that would help, but it is a goopy mess. I was bummed but decided mine will be “marbled” instead of checkerboard and I’m sure they will taste just as yummy. Determined to try again with the checkerboard though….I’m thinking I’ll use the dough recipe you made your candy corns with and follow the checkerboard directions from there. And I’m going to do red and white instead of brown. I’ll let you know how it goes 🙂 PS do you know what I might have done wrong? Your dough looks so perfect and mine is a mushy mess.


jenna December 25, 2011 at 5:11 am

That is so odd! Sometimes over creaming the butter and sugar makes the dough really soft. I’m so sorry it didn’t turn out for you!! 🙁


em @ simplypresent December 24, 2011 at 4:13 pm

We have a checkerboard cake pan/kit but I’ve never seen checkerboard cookies. Very cool!


Brittney December 27, 2011 at 8:09 am

Those are cool! I make something kind of similar in pinwheel form, but flavor the white dough with orange zest and orange extract so that it becomes an orange chocolate cookie. I could make them in your checkerboard form though, that would be cool too!


Erin @ The Spiffy Cookie December 28, 2011 at 11:03 am

Those do look quite fancy! I have made pinwheel cookies before have have though of doing the half and half round cookies but haven’t mustered up the motivation to do something like this. Wonderful job!


Allie P July 1, 2012 at 10:13 am

Mine did not harden–overnight even. I doubled the recipe to do flag stripes red and white stripes for 4 of July party. Major flop. Had to scrap entire thing.


diba November 25, 2012 at 4:33 am

hi lovely jenna, i just found this recipe, thanks alot for sharing . i have not tried the recipe ofcourse i will. i am a very busey mum but i love baking and cooking. thanks


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