Cinnamon Roll Cookies

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Cinnamon Roll Cookies are a wonderful sweet treat. Reminiscent of delicious cinnamon rolls, these cookies take a standard shortbread cookie to a whole new level. Cinnamon and sugar combined with butter and shortbread make for a special cookie occasion.

cinnamon roll cookies on a gray plate

Cinnamon Rolls and Cookies: A great combination

I love to take foods that I love and turn them into something new. Making great new combinations are a fun way to do that too. I love to bake so this one was a no brainer for me.

Make up a great cookie dough and make it a thousand times better by turning it into a cinnamon roll type confection. Cutting it out and making some great cookies with it. Cookies make everything better right?

During holidays and special occasions, we love to make some recipes that I like to call Heirloom recipes, you will see those during the Holidays all over our pages. We love them. These Cinnamon Roll Cookies are just like our CHRISTMAS EVE SHORTBREAD COOKIES. They are special and we love to gather in the kitchen and make them.

Now we will share this treasured recipe with you too!

How to make Cinnamon Roll Cookies

Cookies are a lot like cakes sometimes. You have your wet ingredients and your dry and combining them both carefully makes for a perfect texture. When you add in a cinnamon sugar and butter center and top it with a beautiful glaze, you may just have the perfect cookie. Let’s show you how!

~Ingredients~

For the Cookies

  • 3/4 cup sugar
  • 4 tablespoons softened butter
  • 1 egg
  • 1/4 cup buttermilk
  • 1/2 teaspoon vanilla
  • 2 cups plain flour
  • 1/2 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/8 teaspoon salt

For the Cinnamon Center

  • 1/2 cup brown sugar
  • 2 tablespoons melted butter
  • 1/2 teaspoon cinnamon

For the Icing

  • 2 tablespoons softened butter
  • 2 oz softened cream cheese
  • 1/2 cup powdered sugar
  • 2-3 teaspoons milk
  • 1/2 teaspoon vanilla

~Method~

  1. In a large bowl or stand mixer, cream butter and sugar until combined. Add egg, vanilla and buttermilk. Mix just until combined. In another bowl, sift together, flour, baking powder, baking soda and salt. Add to wet ingredients in two batches and mix just until a soft dough forms. Turn out onto a flour surface and flatten into a disc. Wrap in plastic wrap and refrigerate at least 2 hours or overnight.
  2. Take dough out of refrigerator and place on a floured surface or board, press or roll out into a large rectangle, about 9 x 12. In a small bowl mix brown sugar and cinnamon. Brush cookie dough with melted butter and sprinkle brown sugar/cinnamon mixture over the top leaving the edges bare. Carefully roll long end like a jelly roll and tuck ends under. Place on a sheet pan and loosely cover with plastic wrap. Freeze for 30 minutes to one hour.
  3. Preheat oven to 350 degrees Fahrenheit. Take dough out of freezer and allow to stand 5 minutes. Remove plastic wrap and slice cookies starting at the end. Shape cut ends into cookies and place on a parchment lined cookie sheet. Pay careful attention to make sure seams are sealed. Bake at 350 degrees for 10-12 minutes. Cool 2 minutes on pan and move to cooling rack.
  4. In a small bowl combine powdered sugar, cream cheese, butter and vanilla. Add milk a little at a time until smooth icing forms. Spread or brush with glaze and allow glaze to set up for 5 minutes. Enjoy!

Cinnamon Cookie Heaven

Cookies are a fantastic way to bring people together. Whether it is for a family gathering or a delicious food gift, these Cinnamon Roll Cookies will do that for you! They are so delicious it will be hard to stop eating with just one!

If you make this recipe, be sure and post it to Facebook or Instagram and tag us. We love pictures of food. Also, if you pin this recipe, we would appreciate that when you make it, you use the Made It function in Pinterest too. 

And as always, we would love it if you shared this recipe with your family and friends. Over to the side on this post and all of the others are handy dandy share buttons. We would sure be grateful if you shared the love!

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Tips and Tricks

  • FREEZE PLEASE! – It seems so bad for me to suggest you have to wait to bake these beauties, but trust me, you WANT to freeze this dough. It makes cutting the cookies soooo much easier! Not to mention it also creates a natural seal so you don’t lose that beautiful sugar center. Trust me on this one!
  • Stand mixer vs. Hand mixer – I love both of mine no doubt! When it comes to recipes where you have a lot going on, there just is no match for using my stand mixer. I have made these cookies with both and it is so much easier using the stand mixer. Trust me on this one too! lol If you need a great stand mixer, there is a link at the bottom of this post to the only one you will ever need.
cinnamon roll cookies on a gray plate

Cinnamon Roll Cookies

Yield: 24
Prep Time: 1 hour 15 minutes
Cook Time: 12 minutes
Total Time: 1 hour 27 minutes

Cinnamon Roll Cookies are a wonderful sweet treat. Reminiscent of delicious cinnamon rolls, these cookies take a standard shortbread cookie to a whole new level. Cinnamon and sugar combined with butter and shortbread make for a special cookie occasion.

Ingredients

  • For the Cookies
  • * 3/4 cup sugar
  • * 4 tablespoons softened butter
  • * 1 egg
  • * 1/4 cup buttermilk
  • * 1/2 teaspoon vanilla
  • * 2 cups plain flour
  • * 1/2 teaspoon baking powder
  • * 1/2 teaspoon baking soda
  • * 1/8 teaspoon salt
  • For the Cinnamon Center
  • * 1/2 cup brown sugar
  • * 2 tablespoons melted butter
  • * 1/2 teaspoon cinnamon
  • For the Icing
  • * 2 tablespoons softened butter
  • * 2 oz softened cream cheese
  • * 1/2 cup powdered sugar
  • * 2-3 teaspoons milk
  • * 1/2 teaspoon vanilla

Instructions

  1. In a large bowl or stand mixer, cream butter and sugar until combined. Add egg, vanilla and buttermilk. Mix just until combined. In another bowl, sift together, flour, baking powder, baking soda and salt. Add to wet ingredients in two batches and mix just until a soft dough forms. Turn out onto a flour surface and flatten into a disc. Wrap in plastic wrap and refrigerate at least 2 hours or overnight.
  2. Take dough out of refrigerator and place on a floured surface or board, press or roll out into a large rectangle, about 9 x 12. In a small bowl mix brown sugar and cinnamon. Brush cookie dough with melted butter and sprinkle brown sugar/cinnamon mixture over the top leaving the edges bare. Carefully roll long end like a jelly roll and tuck ends under. Place on a sheet pan and loosely cover with plastic wrap. Freeze for 30 minutes to one hour.
  3. Preheat oven to 350 degrees Fahrenheit. Take dough out of freezer and allow to stand 5 minutes. Remove plastic wrap and slice cookies starting at the end. Shape cut ends into cookies and place on a parchment lined cookie sheet. Pay careful attention to make sure seams are sealed. Bake at 350 degrees for 10-12 minutes. Cool 2 minutes on pan and move to cooling rack.
  4. In a small bowl combine powdered sugar, cream cheese, butter and vanilla. Add milk a little at a time until smooth icing forms. Spread or brush with glaze and allow glaze to set up for 5 minutes. Enjoy!
Nutrition Information
Yield 24 Serving Size 1
Amount Per Serving Calories 146Total Fat 6gSaturated Fat 3gTrans Fat 0gUnsaturated Fat 2gCholesterol 20mgSodium 101mgCarbohydrates 23gFiber 0gSugar 14gProtein 2g

**Nutritional Values are estimates only

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