Cinnamon Roll Sugar Cookies

Who doesn’t love cinnamon rolls?? What about sugar cookies in the form of a cinnamon roll i.e. Cinnamon Roll Sugar cookies! These kind of came to me in a fever dream of sugar and happiness and will be great for the family.

These bad boys are just tasty sugar cookies with a little cinnamon roll twist. The only thing to keep in mind though is they make A LOT. If you keep them small, they’ll make 50!! If you make them bigger, they are still pushing over 30 so bring a hungry family and lots of milk.

Cinnamon Roll Sugar Cookies

Tasty cookies for cinnamon roll lovers!
Prep Time1 hour 15 minutes
Cook Time10 minutes
Total Time1 hour 25 minutes
Course: Dessert
Cuisine: Dessert
Keyword: Cinnamon, Cinnamon Roll, Cookies, Sugar
Servings: 50 cookies
Author: Sophie May



Sugar Cookie:

  • 1 C salted butter
  • 3/4 C brown sugar
  • 1/2 C white sugar
  • 2 eggs
  • 1/2 tsp vanilla
  • 1/2 tsp maple extract
  • 1 C cake flour
  • 1 3/4 C all purpose flour
  • 1 tsp baking soda

Cinnamon Filling:

  • 1 1/4 C brown sugar
  • 3.5 T cinnamon
  • 4.5 T melted butter


  • 1 C powdered sugar
  • 1 tsp vanilla
  • 2.5 T milk


Sugar Cookie:

  • Cream together butter and sugars. On my mixer I used my paddle attachment and set my speed to low for 30 seconds, medium for 30 seconds, and then high for 30 seconds. It came out creamed and fluffy.
  • Add eggs one at a time.
  • Add vanilla, maple, cake flour, all-purpose flour, baking soda, and mix for one minute until fully incorporated.
  • Refrigerate for 30 minutes
  • Once chilled, roll dough out into a 1/4 inch thick rectangle on a lightly floured sheet of wax paper.


  • Combine all filling ingredients until well incorporated.


  • Spread filling evenly across the dough like you would a cinnamon roll.
  • Using the wax paper to aid you, roll the dough up into a tight log. The tighter you can make it the better.
  • Freeze for 20-30 minutes.
  • Preheat oven to 350°.
  • Line two baking sheets with parchment paper and set aside.
  • Cut dough into 1/2 inch slices and place flat on baking sheet, two inches apart.
  • Bake for 8-10 minutes or until edges are slightly golden.
  • Let cool completely.


  • Combine glaze ingredients until well mixed.
  • Once cookies have cooled completely, drizzle however much or little you desire. Enjoy!

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