These cinnamon roll cookies are delicious and soft, bursting with warm cinnamon flavor and a delicious buttery flavor. You can easily double the recipe for more cookies. See notes.
In a small bowl, combine granulated sugar and 2 tablespoons of cinnamon for the filling. Set aside.
Cream together butter and brown sugar in a bowl using a mixer until smooth. Add the egg and vanilla, mixing until fully incorporated. With the mixer on low speed, gradually add the dry ingredients, blending just until incorporated. Be careful not to overmix. If dough is too soft, wrap in plastic wrap and chill in the refrigerator for 1 hour before shaping.
On a sheet of parchment or wax paper, trace a 10x8 inch rectangle. Pat the cookie dough into a rectangle using your hands. You can place another sheet of parchment or war paper on top to roll with a pin so the dough doesn't stick to your rolling pin. Remove the top sheet and sprinkle half of the cinnamon-sugar mixture evenly over the dough.
Roll the dough tightly into a log, starting from the long side, using the paper to assist you. Sprinkle the outside of the log with the remaining cinnamon-sugar mixture. Wrap the log in plastic wrap and chill in the refrigerator for at least three hours.
Preheat the oven to 350°F (180°C). Line two baking sheets with parchment paper.
Slice the chilled log into 15-16 cookies and place them on the prepared baking sheets. Bake for 10-13 minutes or until the edges are lightly golden and set to the touch. Allow the cookies to cool on the pan.
While the cookies cool, prepare the icing. Combine sifted powdered sugar and milk, mixing until smooth. Transfer the icing to a piping bag or a ziploc bag, and drizzle it over the cooled cookies in a zigzag pattern. Let the icing set before storing cookies.
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Notes
To make more cookies:
Double all the ingredients.
Instead of an 10x8 rectangle, roll the dough into a 9x16 rectangle, making one long log.
Chill for 3 hours before cutting and keep the sliced cookies in the refrigerator while the first tray goes into the oven if you can't fit all of them at the same time.
To make them gluten-free, substitute flour for a gluten free 1:1 flour and make sure all other ingredients are labeled gluten free, such as the powdered sugar.
Keyword Cinnamon Cookies, Cinnamon Roll Cookies, Cinnamon Rolls, Holiday Baking, Holiday Cookies, Homemade Cookies