Cinnamon Roll Cookies

5 from 2 votes
Prep Time 1 hour 20 minutes
Cook Time 10 minutes
Total Time 1 hour 30 minutes
Author Alyssa Rivers
Servings 30 cookies
Print Review

Cinnamon Roll Cookies are a sweet and savory cookie, rolled in a cinnamon buttery filling baked until puffy then drizzled with a sweet glaze frosting. These holiday cookies won't last long!

Course Dessert
Cuisine American
Keyword cinnamon roll, cinnamon roll cookies, cinnamon roll cookies recipe, cookies, the recipe critic, tried and true

Ingredients

Cookies

  • 3/4 cup 1 1/2 sticks butter, softened
  • 3/4 cup granulated sugar
  • 1/4 cup powdered sugar
  • 2 large eggs
  • 1/2 teaspoon vanilla
  • 2 1/2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon salt

Filling

  • 4 tablespoons butter softened
  • 1/2 cup brown sugar
  • 1 teaspoon cinnamon

Glaze

  • 2 tablespoons cream cheese softened
  • 2 tablespoons butter softened
  • 1 cup powdered sugar
  • 1/2 teaspoon vanilla
  • 1-2 tablespoons milk

Instructions

Making the cookies:

  1. For the cookies, in a large bowl cream together the 3/4 cup butter and granulated sugar and powdered sugar for 3-4 minutes until light and fluffy. Add eggs and vanilla and mix well. Add one cup flour, baking powder and salt. Mix. Add remaining flour and mix just until flour is incorporated and the dough is smooth and soft. Flatten the dough into a thick disk, wrap in plastic wrap, and chill for at least 1 hour.

Making the filling:

  1. For the filling, combine the brown sugar and cinnamon in a small bowl. Separate the dough into two pieces working with one half at a time, roll it out to about 1/4-inch thick and about 15-inches by 4-inches (doesn't have to be exact). Gently spread 2 tablespoons of butter on top of the dough. Sprinkle with 1/2 of the cinnamon sugar mixture and lightly press the sugar mixture into the dough. Starting with one long edge, roll the dough into a tight log.

Cutting and preparing the cookies:

  1. Using a sharp knife (I like to use a pizza cutter) slice the dough into 1-inch pieces, making about 15 cookies per log. Place the cookies 2 inches apart on very lightly greased baking sheets. Repeat with the second half of the dough and the remaining butter and cinnamon/sugar mixture.

Baking the cookies:

  1. Preheat the oven to 350 degrees. Bake the cookies for 9-11 minutes until set but not overbaked (they should still be pale in color). Let the cookies cool for 1-2 minutes on the baking sheet before transferring to a wire rack to cool completely.

Making the glaze:

  1. Prepare the glaze by mixing together the cream cheese and powdered sugar until thick and smooth. You can do this with an electric mixer or use a blender. Add the vanilla and 1 tablespoon milk. Continue adding milk, 1/2 tablespoon at a time, until the glaze is thick but pourable. Drizzle glaze over cooled cookies. Store chilled in airtight container.

Recipe Notes

Updated on November 18, 2019

Original Post on December 2, 2014

Nutrition Facts
Cinnamon Roll Cookies
Amount Per Serving
Calories 160 Calories from Fat 72
% Daily Value*
Fat 8g12%
Saturated Fat 5g25%
Cholesterol 30mg10%
Sodium 108mg5%
Potassium 36mg1%
Carbohydrates 22g7%
Fiber 1g4%
Sugar 14g16%
Protein 2g4%
Vitamin A 241IU5%
Calcium 16mg2%
Iron 1mg6%
* Percent Daily Values are based on a 2000 calorie diet.