Cinnamon Roll Cookies
These Cinnamon Roll Cookies taste like your favorite cinnamon rolls, but in cookie form! Soft and chewy cookies loaded with a cinnamon sugar filling and drizzled with a simple glaze. They're what cookie dreams are made of!
Prep Time20 minutes mins
Cook Time10 minutes mins
Total Time30 minutes mins
Course: Dessert
Cuisine: American, cookies
Diet: Vegetarian
Keyword: cinnamon roll cookies
Servings: 16 cookies
For the cinnamon sugar filling:
- 3 tbsp butter melted and cooled
- 1/2 cup brown sugar packed
- 1 tbsp cinnamon
For the cookies:
- 2 cups all purpose flour
- 1/2 tsp baking powder
- 1/2 tsp salt
- 3/4 cup butter softened
- 1 cup sugar
- 2 eggs
- 2 tsp vanilla
For the cinnamon topping:
- 1/3 cup sugar
- 1 tbsp cinnamon
For the icing:
- 2/3 cup powdered sugar
- 1 1/2 tbsp milk or more as needed
Make the filling: combine butter, brown sugar, and cinnamon together using a mixer. Roll the filling into ½ tsp balls and place on a parchment paper lined baking sheet. Place in the freezer while making the cookie dough.
Preheat the oven to 350° F and line a baking sheet with parchment paper.
Add flour, baking powder, and salt to a medium bowl and whisk to combine. In a large bowl, cream together the butter and sugar. Then add the eggs and vanilla and mix again until combined. Slowly add in the dry ingredients to the wet ingredients and mix until just combined.
Add the frozen filling balls to the cookie dough and mix together gently with a wooden spoon. Make the cinnamon topping by stirring the sugar and cinnamon together in a small bowl. Then grab 2 tbsp of cookie dough and roll into balls and then roll in the cinnamon sugar. Press the cookie dough balls down a little bit into discs and place the cookie dough discs on the prepared baking sheet.
Bake in the oven for 11-13 minutes. The cookies might look underdone but that’s ok because the cinnamon filling makes things tricky. Remove from the oven and use a large round cookie cutter or large mug to form the cookies into nice round cookies. Let sit for 5 minutes before transferring to a wire rack to cool completely.
Once cooled, make the icing. Combine all icing ingredients in a large bowl with a mixer. Drizzle the cream cheese icing over the tops of each cookie. Enjoy!
*Calories are per serving and are an estimation.
*Cookies spread a LOT; quickly use a round cookie cutter to re-shape them a bit within the first 30 seconds of removing them from the oven, then allow them to cool before adding the icing; roll into balls don't use cookie scoop
*Let butter/brown sugar mixture sit for 10 minutes which allows it to harden/firm up so you can roll into balls
*Only fit 6 cookies on a cookie sheet a time so they don’t spread into one another
Serving: 1g | Calories: 274kcal | Carbohydrates: 41g | Protein: 3g | Fat: 12g | Saturated Fat: 7g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 3g | Trans Fat: 0.4g | Cholesterol: 49mg | Sodium: 182mg | Potassium: 44mg | Fiber: 1g | Sugar: 28g | Vitamin A: 366IU | Vitamin C: 0.04mg | Calcium: 34mg | Iron: 1mg