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Chocolate Crinkle Cookies are soft, chewy and the perfect classic cookie to add to your holiday cookie platter. Best of all, so easy to make!

Caramel Filled Chocolate Crinkle Cookies

Caramel Filled Chocolate Crinkle Cookies are soft, chewy and helplessly addicting. These are the perfect chewy cookies to enjoy with a cold glass of milk.

Course Dessert
Cuisine American
Keyword best chewy cookies, best chocolate cookie recipe, caramel cookie recipe, caramel cookies, chewy cookie recipe, chocolate caramel cookies, christmas cookie recipe, easy chocolate cookies
Prep Time 15 minutes
Cook Time 10 minutes
Total Time 25 minutes
Servings 20 cookies
Calories 190 kcal
Author Kelly


  • 1 cup (120 g) all purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon instant espresso powder
  • 1/4 teaspoon salt
  • 6 Tablespoons (86 g) unsalted butter
  • 2/3 cup (60g) unsweetened cocoa powder sifted
  • 1-1/2 cups (300g) light brown sugar
  • 2 large eggs at room temperature
  • 18 to 20 Rolos candies one per cookie
  • 1/2 cup (59g) powdered sugar sifted


  1. Preheat the oven to 350 F. Line 2 baking sheets with parchment paper and set aside.
  2. In a medium bowl. whisk together the flour, baking powder, espresso powder, and salt. Set aside.
  3. Melt the butter in medium saucepan over medium heat or in microwave-safe bowl in 20-second increments.
  4. Whisk in the cocoa powder and brown sugar. Whisk in the eggs thoroughly, one at a time.
  5. Add the wet ingredients into the dry ingredients and mix until just combined. Scoop out 2 tablespoons of cookie dough rounds and use your hands to roll into a ball, then flatten to 1/4 inch (6mm) thick. Add a Rolo candy to the center and wrap the dough up around the candy. Roll this into an even ball, then roll it into the confectioner sugar until heavily coated. Repeat with remaining dough and candy.
  6. Place the cookies 2 inches apart on the prepared baking sheets. Bake in preheated oven for 8 to 10 minutes, until the cookies look crinkly and spread slightly.
  7. Allow the cookies to sit on the baking sheet for 5 minutes before transferring to a wire rack to cool briefly. Make sure to serve warm to get the gooey caramel.
Nutrition Facts
Caramel Filled Chocolate Crinkle Cookies
Amount Per Serving (1 cookie)
Calories 190 Calories from Fat 45
% Daily Value*
Fat 5g8%
Saturated Fat 3g15%
Cholesterol 28mg9%
Sodium 43mg2%
Potassium 183mg5%
Carbohydrates 37g12%
Fiber 2g8%
Sugar 23g26%
Protein 3g6%
Vitamin A 140IU3%
Calcium 39mg4%
Iron 1.9mg11%
* Nutrition facts are provided as a courtesy using the WPRM recipe calculator. It is best to make your own calculations to ensure accuracy. We expressly disclaim any and all liability of any kind with respect to any act or omission wholly or in part in reliance on anything contained in this website. Percent Daily Values are based on a 2000 calorie diet.