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Cinnamon Roll Cookies

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Cinnamon Roll Cookies are as beautiful as they are delicious with soft, buttery sugar cookie dough swirled with gooey cinnamon-sugar filling! Topped with a creamy buttercream, they taste like a decadent cinnamon roll in cookie form!

A few cinnamon roll cookies on a wire rack.

I think we could all agree that the best part of a classic cinnamon roll is the very center – that ooey gooey bite with loads of filling and melty frosting! Now what if you took that bite and turned it into a cookie?!

That’s exactly what these cookies remind me of and that’s why I love them SO much. They’ve got a thick layer of cinnamon sugar filling in between each layer of dough, making each bite worth the extra steps of rolling and slicing the dough!

The ingredients needed to make Cinnamon Roll Cookies on a white background divided up into three components - the sugar cookie dough ingredients, the filling ingredients and the frosting ingredients.

Ingredients Needed

This recipe looks like it has a long ingredient when the cookie dough, filling and frosting are all separated out. However, the three components of this recipe have overlapping ingredients and you just need 9 ingredients total.

Most of the ingredients you likely already have in your fridge or pantry. However, here are a couple I’d like to point out….

  • Butter – I like to use salted butter in all three components of this recipe.
  • Ground Cinnamon – I use a whole tablespoon in the filling. If you don’t want that flavor to be quite as strong, you can decrease it to 1 1/2 – 2 teaspoons.

How to Make Delicious Cinnamon Roll Cookies

Start by making the cookie dough. It’s the same recipe as my Cut-Out Sugar Cookies without the almond extract. I use this recipe because it has very little leavening agent and therefore holds its shape when baked. Once the dough is made, you can roll it out right away or cover well and refrigerate.

Next, you’ll roll the dough out to a 12-inch square on a piece of floured plastic wrap. I like to use my adjustable rolling pin to ensure that it’s the same thickness all the way across.

Then you’ll combine the filling ingredients. Make sure the butter is very soft (but not melted). I suggest spooning the mixture over the dough and carefully spreading with an offset spatula. A butter knife will work too, just be careful not to press too much when spreading. Don’t forget the flour – it’s essential in making sure the buttery mixture doesn’t ooze out as it bakes…trust me, it’s science. ๐Ÿ˜‰

Then, you’ll roll up the dough from one end to the other and wrap tightly with the plastic wrap. Let the dough chill for at least an hour and up to 24 hours.

When you’re ready to bake, preheat the oven and line some pans with parchment paper or silicone baking sheets. Unwrap the dough and use a sharp knife to cut into 32 even slices. I like to cut the log in half, then continue cutting in half until you have 32 slices.

If the knife pressed the dough into more of an oval shape, you can use your hands to shape the dough into more of a circle. Place the cookies on the prepared pan and bake until a light golden brown.

Let the cookies cool completely before mixing up the buttercream and frosting the cookies. You can pipe the cookies with frosting or use a butter knife to spread it on top!

Frosting Variation

Not a fan of buttercream or don’t want to mess with piping the frosting on top? Try dipping them in a super simple powdered sugar glaze.

Whisk together 1 1/2 cups of powdered sugar and 2 tablespoons of water. Add more water if needed to create that drippy consistency. Dip the top of the cookie into the icing and let the excess drip off into the bowl. This icing will harden when set. This method is fun because it shows the beautiful swirl underneath and is easier to store!

6 frosted cinnamon roll cookies on a wire rack.

Cinnamon Roll Cookie Storage

Store these at room temperature for up to 3 days or place in a freezer bag and freeze for up to 2 months.

A cinnamon roll cookie cut in half to show the moist layers of cookie and cinnamon filling.

Other Cinnamon Recipes You’ll Love

Cinnamon roll cookies on a silver wire rack.

Cinnamon Roll Cookies

Prep Time 30 minutes
Cook Time 10 minutes
Chill Time 1 hour
Total Time 1 hour 40 minutes
32 cookies
Cinnamon Roll Cookies are as beautiful as they are delicious with soft, buttery sugar cookie dough swirled with gooey cinnamon-sugar filling! Topped with a creamy buttercream, they taste like a decadent cinnamon roll in cookie form!

Equipment

  • Cookie Sheets

Ingredients
 

Cookie Dough

  • 3/4 cup butter softened
  • 3/4 cup sugar
  • 1 egg
  • 1 teaspoon vanilla extract
  • 1/8 teaspoon baking powder
  • 2 1/4 cups flour

Cinnamon Sugar Filling

  • 1/4 cup butter softened
  • 1/3 cup sugar
  • 1 tablespoon cinnamon
  • 2 teaspoons flour

Frosting

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

Instructions

Make the Sugar Cookie Dough

  • In the bowl of a stand mixer, beat the butter and sugar until well-combined.
    3/4 cup butter, 3/4 cup sugar
  • Stir in the egg and vanilla.
    1 egg, 1 teaspoon vanilla extract
  • Add the baking powder and flour and stir until combined, making sure to scrape down the edges of the bowl with a rubber spatula a time or two.
    1/8 teaspoon baking powder, 2 1/4 cups flour
  • Spoon the dough onto a large piece of plastic wrap dusted lightly with flour.
  • Use a floured rolling pin to roll the dough out to a 12 x 12 inch square.

Make the Cinnamon Sugar Filling

  • In a small mixing bowl, stir together the butter, sugar, cinnamon and flour.
    1/4 cup butter, 1/3 cup sugar, 1 tablespoon cinnamon, 2 teaspoons flour
  • Dollop the mixture over the rolled out dough and carefully spread to the edges of the square.
  • Roll the dough up as tightly as you can without squishing the dough.
  • Wrap the log in the plastic wrap and refrigerate for at least an hour.

Bake the Cookies

  • Preheat the oven to 350โ„‰.
  • Remove the dough from the fridge and remove the plastic.
  • Cut the dough into 32 even slices.
  • Place the cookies on a parchment-lined cookie sheet or a pan lined with a silicone baking mat. Give them at least 1 inch between cookies.
  • Bake for 8-10 minutes or until light golden brown around the edges.
  • Let cool completely.

Frost the Cookies

  • In a large bowl, mix the butter until smooth.
    1/2 cup butter
  • Add the powdered sugar, vanilla and 1 tablespoon of milk; stir.
    2 cups powdered sugar, 1 teaspoon vanilla, 1-2 tablespoons milk
  • Add additional milk if needed to reach desired consistency.
  • Pipe or spread the frosting over the cooled cookies.

Video

Notes

If you’d like, you can chill the dough before rolling it out. ย Chill for up to 48 hours.

Nutrition

Serving: 1cookie | Calories: 165kcal | Carbohydrates: 22g | Protein: 1g | Fat: 9g | Saturated Fat: 5g | Polyunsaturated Fat: 0.4g | Monounsaturated Fat: 2.5g | Cholesterol: 27mg | Sodium: 4mg | Potassium: 17mg | Sugar: 15g | Vitamin A: 240IU | Calcium: 8mg | Iron: 0.2mg
โ€œDance Around the Kitchenโ€ is not a dietitian or nutritionist, and any nutritional information shared is an estimate. If calorie count and other nutritional values are important to you, we recommend running the ingredients through whichever online nutritional calculator you prefer. Calories and other nutritional values can vary quite a bit depending on which brands were used.

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