Holiday Recipes/ Sweets

Chocolate Crinkle Cookies Three Ways

Caramel stuffed chocolate crinkle cookies with title

Now that Thanksgiving has officially come and gone, my Pinterest feed is no longer filled with anything and everything pumpkin related, but is beginning to be filled with all kinds of Christmas goodies. And I have seen chocolate crinkle cookies appear several times. I fell in love with these cookies several years ago when my Mom recruited my friend Kate and I to cater her office Christmas party. It was a cocktail party and I was in charge of hors d’oeuvres (of which I made way too many) and she was in charge of sweets. She is a baker extraordinaire and  her chocolate crinkles were no exception. Since then, I have made them many, many times, and have done some experimenting. What I have come up with, I have called Chocolate Crinkle Cookies Three Ways.

Chocolate crinkle cookie batter

The first way is the regular way. No special flavors or anything added to these ones. They’re just the regular fudgy cookies with the white crackled look that everyone knows and loves. The second way is what I call Spiced Hot Chocolate Crinkle Cookies. They’ve got a bit of cinnamon and just a tiny hint of cayenne for a bit of a kick. Trust me, they won’t be too spicy, just enough to make them extra special. These are Hubby’s favorite. In fact, they are what he requested for his birthday treat to bring to his office. 

Stuffing the caramel in the crinkle cookie

The third version of crinkles I’ve made are Caramel Stuffed Chocolate Crinkle Cookies. If you like ooey gooey caramel mixed with your fudgy cookies, then this will be the recipe for you. A little extra work to get that caramel inside, but probably worth it.

Crinkle cookies before baking

If you’ve never made these cookies before, you will soon realize that the dough (or batter more like it, since it’s quite wet) is super easy to make. Every time I make it I’m like “Wow! That was easy. Why don’t I make these more often?”. Then you put the dough in the fridge and after a while form the cookies. Then I remember why I don’t make them more often. Okay, it’s not hard to shape the dough into tiny balls and roll them in powdered sugar, but it is messy. You will likely end up with chocolate cookie dough coated hands and a fine coat of powdered sugar over your kitchen. Totally worth it for these though.

Baked chocolate crinkle cookies with watermark

Like with most cookies, it’s super important that you don’t overcook these. You will take them out when the cracks appear wet, and well, still quite raw. You want them to be soft for that fudgy quality. Also take them off the cookie sheet right away to prevent them from continuing to cook. You will wind up with a) Super fudgy and pretty cookies, b) Fudgy cookies with a bit of a kick or c) Fudgy cookies with gooey caramel inside. Which ones are your favorite?

Caramel stuffed chocolate crinkle cookies


Chocolate Crinkle Cookies Three Ways
Prep Time
3 hrs 20 mins
Cook Time
12 mins
Total Time
3 hrs 32 mins
Chocolate crinkle cookies are a favorite for many. It's also easy to add a little flair to them by giving them a bit of a kick with some spices or stuffing them with caramel.
Course: Dessert
Servings: 48
Calories: 90 kcal
Author: Domestic Dreamboat
  • 2 cups sugar
  • 1/2 cup canola oil
  • 2 tsp vanilla
  • 4 oz unsweetened baking chocolate melted and cooled slightly
  • 4 large eggs
  • 1 1/2 cups all purpose flour
  • 1/2 cup whole wheat flour
  • 2 tsp baking powder
  • 1/2 tsp salt
  • 1/2 tsp cinnamon (optional for Spiced version)
  • 1/8 tsp cayenne powder (optional for Spiced version)
  • roughly 24 caramels unwrapped (optional, for Caramel Stuffed version)
  • powdered sugar
  1. Mix sugar, oil, vanilla and chocolate in a large bowl. Stir in eggs, one at a time. Add flour, baking soda, salt, cinnamon and cayenne, if using. Mix well. Cover, or wrap with plastic and refrigerate for at least 3 hours.
  2. Heat oven to 350°F. Line baking sheets with parchment or a silicone baking liner.
  3. For regular or Spiced version: Using about 1-2 tsp of batter at a time, roll dough into small balls. Roll each ball in powdered sugar to completely coat.
  4. For caramel stuffed version: If making the caramel stuffed version, use about 1 Tbsp batter for each cookie. Flatten the dough into a dish in the palm of your hand and place a caramel in the center. Fold the dough around the caramel to completely enclose it. Roll into a ball and coat completely with powdered sugar.
  5. Place balls about 2" apart on the baking sheet. Bake for 10-12 minutes, until cookies have cracked but the cracks still appear wet. Do not overbake. Remove from baking sheet and cool completely on wire rack.

crinkle cookie nutrition info 

*NOTE: Nutrition information is for the regular Chocolate Crinkles. For the Caramel Stuffed version, add 32kcal/cookie for the extra caramel. Also, these cookies will also be larger, so the nutrition information would be roughly doubled per cookie.

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