Step 1 of 19
Cinnamon Roll Cookies
Place the butter and granulated sugar into a large bowl. Using a hand mixer, cream together the butter and sugar on medium speed for 1 minute, or until combined.
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Step 2 of 19
Cinnamon Roll Cookies
Add the egg and vanilla extract and continue to beat until light and fluffy, 30 seconds to one minute.
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Step 3 of 19
Cinnamon Roll Cookies
Turn the mixer to low and add the flour, baking soda, and salt to the bowl. Beat the mixture until all ingredients are combined, about 1 minute.
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Step 4 of 19
Cinnamon Roll Cookies
Lay a sheet of plastic wrap on the counter and turn the cookie dough onto it. Flatten into a round disc and cover completely with plastic wrap. Refrigerate the cookie dough for 30 minutes.
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Step 5 of 19
Cinnamon Roll Cookies
While the cookie dough chills, prepare the cinnamon sugar filling. In a medium bowl, whisk together the brown sugar, cinnamon, salt, and melted butter until thoroughly combined. Set aside.
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Step 6 of 19
Cinnamon Roll Cookies
Remove the chilled cookie dough from the refrigerator. Generously dust a clean work surface with flour.
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Step 7 of 19
Cinnamon Roll Cookies
Unwrap the cookie dough and place on the work surface. Using a rolling pin, roll the dough into a rectangle approximately 14x9 inches, and 1/4-inch thickness.
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Step 8 of 19
Cinnamon Roll Cookies
Spread an even layer of cinnamon sugar filling oven the rectangle of cookie dough.
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Step 9 of 19
Cinnamon Roll Cookies
Working gently, tightly roll the cookie dough lengthwise, into a 14 inch log. Cover the log with plastic wrap, and refrigerate for 1 hour.
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Step 10 of 19
Cinnamon Roll Cookies
Line two baking sheets with silicone baking mats or parchment paper. Set aside.
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Step 11 of 19
Cinnamon Roll Cookies
Preheat the oven to 350°F.
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Step 12 of 19
Cinnamon Roll Cookies
Remove the log of cookie dough from the refrigerator. Using a very sharp knife, slice the log into 1/2-inch thick cookies. Place the slices onto the baking sheets roughly 1 1/2 inches apart.
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Step 13 of 19
Cinnamon Roll Cookies
Bake the cookies until the bottom edges are lightly browned, 11-12 minutes.
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Step 14 of 19
Cinnamon Roll Cookies
Check to see that cookies are done. Remove from oven or add time as needed.
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Step 15 of 19
Cinnamon Roll Cookies
Allow the cookies to cool for 5 minutes on the sheets, then transfer them to cooling racks to cool completely before icing.
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Step 16 of 19
Cinnamon Roll Cookies
To make the glaze, place the powdered sugar and salt in a medium bowl.
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Step 17 of 19
Cinnamon Roll Cookies
Add the vanilla and milk. Whisk slowly to combine. If the icing is too thick, add another 1/2 to 1 tsp. of milk.
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Step 18 of 19
Cinnamon Roll Cookies
Use a spoon to drizzle thin strands of icing across each cookie. Allow to set for 10-15 minutes.
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Step 19 of 19
Cinnamon Roll Cookies
Serve. Leftover cookies may be stored in an airtight container at room temperature for 3 days, or 5 days in the refrigerator.