Chocolate Crinkle Candy Cane Kiss Cookies

Classic chocolate crinkles stuffed with a Candy Cane Hershey’s Kiss. Sweet sugar on the outside, fudgy on the inside, and so easy to make!

Chocolate Crinkle Candy Cane Cookies

12 Days of Christmas Cookies

It’s Day 7 of Christmas Cookies (edit: circa 2015)!! Holla! Are you guys still excited about all.the.cookies??? I SO am. In fact, I wish it was Christmas cookie season all year long. Hold the presents, gimme ‘dem cookies!

Actually, that’s a lie.

I need the presents.

But I digress. Let’s go back to talking about the cookies!

Chocolate Crinkle Candy Cane Cookies

Chocolate crinkles are one of the best classic Christmas cookies of all time. They’re really pretty perfect as is, and there isn’t a whole lot you can do to improve upon them.

But hypothetically, if we *could* improve chocolate crinkle cookies… it would have to involve loading them up with melty miniature chocolate chips and stuffing a candy cane Hershey Kiss in the middle! But that’s just a hypothetical. You do what you want here.

Chocolate Crinkle Candy Cane Cookies

A few things about making these cookies:

This recipe makes a very sticky dough. That’s a good thing. It means your baked cookies will be fudgy and gooey and just right. But it also means that this dough is a little difficult to work with, especially since we’re rolling it.

There are two solutions to this problem: 1) chilling the dough. If you go this route, you’ll want to chill the dough for an hour or so. The longer you chill it, the easier it will be to work with. As the butter hardens up, the dough gets firmer.

2) Don’t chill the dough and get a little creative. This is my preferred option. :)

I found that by scooping the dough and plopping it right into the powdered sugar (instead of scooping the dough, rolling it, THEN putting it in the powdered sugar), I can roll the dough into a ball in the powdered sugar without a problem. It’s just like when you flour your hands to work a sticky yeast dough. Less messy since you’re not actually putting the sugar on your hands, but it’s a similar concept.

It looks like this:

Chocolate Crinkle Candy Cane Cookies

See? Not messy. Easy peasy.

After you bake the cookies (slightly underdone so they stay fudgy), press a candy cane Hershey Kiss right into the center of it.

And then you win at Christmas cookies.

Chocolate Crinkle Candy Cane Cookies

I’ve joined a bunch of other bloggers in sharing our favorite holiday cookie recipes on Instagram this week! Check out the hashtag #HolidayCookieWeek2015 to see what we’ve been up to. And add this hashtag to your own cookie posts, because we’ll be re-gramming our favorites!

Chocolate Crinkle Candy Cane Kiss Cookies

Classic chocolate crinkles stuffed with a Candy Cane Hershey's Kiss. Sweet sugar on the outside, fudgy on the inside, and so easy to make!


1/2 cup (1 stick) unsalted butter, at room temperature

1 cup light brown sugar
2 large eggs

1 1/4 cups all-purpose flour

3/4 cup unsweetened cocoa powder

1 1/2 teaspoons baking powder

1/4 teaspoon salt
1/2 cup confectioners’ sugar
1 cup miniature chocolate chips
24 Candy Cane Hershey Kisses


Preheat oven to 350ºF. Prepare a baking sheet by lining it with paper or a silicone baking mat.

Cream together the butter and brown sugar until light and fluffy. Mix in the eggs.

Add the flour, cocoa powder, baking powder, and salt. Mix just until soft dough forms. Fold in chocolate chips.

Scoop by rounded tablespoons and roll each ball in the powdered sugar, evenly coating each one.

Bake until cookies are set around the edges, but just slightly underbaked in the center, about 8 minutes. Remove and press a Hershey Kiss into the center of each one.

Transfer to a wire rack to cool completely.

Have you made a Something Swanky recipe? Post it on Instagram and tag me @somethingswanky or use the hashtag #somethingswankyrecipes. I’d love to re-post!

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Chocolate Crinkle Candy Cane Cookies


If you like today’s cookies, you’ll LOVE these Peppermint Bark Pudding Cookies:

Dark Chocolate Peppermint Bark Pudding Cookies

Ashton Swank

Ashton is the owner and author of Something Swanky. Although first and foremost a wife and mother, she considers herself an online entrepreneur, freelance writer and photographer, and brand ambassador. Her focus is in food styling, food photography and recipe development.