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a stack of cinnamon roll cookies
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Cinnamon Roll Cookies

These Cinnamon Roll Cookies are everything you love about cinnamon rolls but in cookie form! They are perfectly spiced, made with an amazing brown sugar cinnamon filling and topped with an irresistible cream cheese frosting.
Course Dessert
Cuisine American
Prep Time 20 minutes
Cook Time 10 minutes
Total Time 30 minutes
Servings 12 cookies
Calories 672kcal

Ingredients

  • 2 1/2 cups All-Purpose Flour
  • 1 1/2 cups Cake Flour
  • 2 tsp. corn starch
  • 1 tsp. baking soda
  • 1 tsp. baking powder
  • 1 tsp. salt
  • 1 cup cold, unsalted butter, cubed (16 Tbsp.)
  • 1 1/4 cup granulated sugar
  • 2 large eggs
  • 2 large egg yolks
  • 1 tsp. vanilla extract

For the Cinnamon Sugar Filling

  • 1 cup packed brown sugar (light or dark)
  • 6 Tbsp. softened butter
  • 2 Tbsp. cinnamon

For the Cream Cheese Frosting

  • 8 oz. cream cheese, softened
  • 1/2 cup unsalted butter, softened
  • 2 1/2 cups confectioners sugar
  • 1 tsp. vanilla extract
  • 1/2 tsp. salt

Instructions

  • Preheat the oven to 400°F. Make the cinnamon sugar filling. In a small bowl, combine the brown sugar, softened butter and cinnamon together until smooth. Set aside.
  • In a large bowl, combine the dry ingredients: flour, cake flour, corn starch, baking soda, baking powder and salt. Set aside.
  • Place the cubed butter into the bowl of a stand mixture and secure the paddle attachment. Turn the mixer on and cream for about 1 minute. Then add in the granulated sugar and cream until smooth, about 1-2 minutes.
  • Add in the eggs, egg yolks and vanilla extract and blend until mixed.
  • Gradually add in the dry ingredients, about 1/4 cup at a time.
  • On a clean, lightly floured surface, press the cookie dough into a long rectangle. (For sizing, you can use a 9x13 inch dish for reference.) Flatten out using your hands, no rolling pin necessary.
  • Spoon the cinnamon sugar filling onto the dough and into an even layer.
  • Roll the dough up, starting on the long edge, being careful not to tear the dough. (If you floured your surface this shouldn't be an issue!) 😊
  • Cut the cookie dough into ~10-12 cookies, 4.5 oz each.
  • Roll cookies into balls, being sure to seal the filling inside so it doesn't ooze out. Bake for 9-11 minutes or until edges are lightly golden brown. Cool cookies on baking sheet for ~10-15 minutes then transfer to cooling rack.
  • Make the cream cheese frosting. In a medium sized bowl, mix together the softened cream cheese and butter using a hand mixer. Then add in the powdered sugar, vanilla and salt. Mix until smooth. Add more powdered sugar as desired.
  • Spread frosting on top of cooled cookies, sprinkle frosting with more cinnamon if desired. Store cookies in the fridge for up to 5 days.

Video

Notes

If making smaller than 4.5 oz, begin checking on cookies around 8 minutes. 
When rolling in a dough ball, be sure the cinnamon sugar filling inside doesn’t escape by pinching the edges of the dough around the filling. If it oozes out, it can cause the cookies to loose shape/look a little wonky. 

Nutrition

Serving: 1cookie with frosting | Calories: 672kcal | Carbohydrates: 78g | Protein: 8g | Fat: 38g | Saturated Fat: 19g | Cholesterol: 139mg | Sodium: 619mg | Potassium: 128mg | Fiber: 2g | Sugar: 43g | Vitamin A: 1343IU | Vitamin C: 1mg | Calcium: 106mg | Iron: 2mg