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Soft and Chewy Cinnamon Roll Cookies

These soft and chewy cookies capture the warm, sweet flavors of cinnamon rolls in every bite. A delicious cinnamon-sugar swirl and a drizzle of vanilla icing make them the perfect treat for any occasion.
Prep Time 20 minutes
Cook Time 10 minutes
Chill Time 1 hour
Total Time 1 hour 35 minutes
Course Dessert
Cuisine American
Servings 24 cookies

Equipment

  • Mixing bowls
  • Hand mixer or stand mixer
  • Rolling Pin
  • Baking sheet
  • Parchment paper
  • Sharp knife
  • Cooling rack

Ingredients
  

For the Cookie Dough:

  • - 2 ½ cups all-purpose flour
  • - ½ teaspoon baking soda
  • - ½ teaspoon salt
  • - ¾ cup unsalted butter softened
  • - ¾ cup granulated sugar
  • - ¼ cup brown sugar
  • - 1 large egg
  • - 2 teaspoons vanilla extract
  • - 2 tablespoons milk

For the Cinnamon Filling:

  • - ¼ cup unsalted butter melted
  • - ½ cup brown sugar
  • - 1 ½ teaspoons ground cinnamon

For the Icing:

  • - ¾ cup powdered sugar
  • - 1-2 tablespoons milk
  • - ½ teaspoon vanilla extract

Instructions
 

  • Prepare the Dough: In a bowl, whisk together flour, baking soda, and salt. Set aside.
  • In a large mixing bowl, beat butter, granulated sugar, and brown sugar until creamy. Add the egg, vanilla extract, and milk, mixing until smooth.
  • Gradually add the dry ingredients, mixing until a soft dough forms. Wrap the dough in plastic wrap and chill for 30 minutes.
  • Make the Filling: In a small bowl, mix melted butter, brown sugar, and cinnamon.
  • Roll and Fill: Roll out the chilled dough on a lightly floured surface into a 10x12-inch rectangle. Spread the cinnamon filling evenly over the dough.
  • Roll and Slice: Roll the dough tightly into a log, wrap in plastic wrap, and chill for another 30 minutes.
  • Bake: Preheat the oven to 350°F (175°C). Line a baking sheet with parchment paper. Slice the chilled dough into ¼-inch thick rounds and place them 2 inches apart on the baking sheet.
  • Bake for 10-12 minutes, or until the edges are lightly golden. Let cool on the baking sheet for 5 minutes before transferring to a cooling rack.
  • Make the Icing: In a small bowl, whisk powdered sugar, milk, and vanilla extract until smooth. Drizzle over cooled cookies.
  • Allow icing to set before serving. Enjoy!

Notes

- For extra softness, slightly underbake the cookies and let them finish setting on the baking sheet.
- Store in an airtight container at room temperature for up to 4 days.
- Add a pinch of nutmeg to the filling for extra warmth.
Keyword chewy cookies, Cinnamon Roll Cookies, holiday baking, soft cookies