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Cinnamon Roll Sugar Cookies

Soft, buttery sugar cookies with a swirled cinnamon-sugar filling and a luscious cream cheese glaze. These easy cookies give you all the cozy flavors of cinnamon rolls in a bite-sized treat!
Prep Time 20 minutes
Cook Time 10 minutes
Chill Time 2 hours
Total Time 2 hours 30 minutes
Servings 24 cookies
Calories 160 kcal

Ingredients
  

For the Cookie Dough:

  • 1 cup 2 sticks unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg + 1 egg yolk
  • 2 tsp vanilla extract
  • 3 cups all-purpose flour spooned & leveled
  • 1 tsp baking powder
  • ½ tsp salt

For the Cinnamon Swirl:

  • ½ cup brown sugar light or dark
  • tbsp ground cinnamon
  • 2 tbsp unsalted butter melted

For the Cream Cheese Glaze:

  • 4 oz cream cheese softened
  • ¼ cup ½ stick unsalted butter, softened
  • 1 cup powdered sugar
  • 1 tsp vanilla extract
  • 1 –2 tbsp milk as needed for consistency

Instructions
 

Make the Dough

  • Beat softened butter and sugar until light and fluffy (2–3 mins).
  • Add egg, yolk, and vanilla. Mix until smooth.
  • In another bowl, whisk flour, baking powder, and salt. Gradually add to the wet mixture. Mix until just combined.

Roll & Fill

  • Divide dough into two balls. Roll one into a 10x8-inch rectangle on a floured surface.
  • Brush with melted butter. Mix brown sugar and cinnamon, then sprinkle over the dough, leaving a ½-inch border.
  • Tightly roll into a log (like a jelly roll). Repeat with the second ball.
  • Wrap logs in plastic and chill for 1–2 hours (or freeze for 30 mins).

Slice & Bake

  • Preheat oven to 350°F (175°C). Line baking sheets with parchment.
  • Slice logs into ½-inch rounds and place 2 inches apart on baking sheets.
  • Bake for 10–12 mins until edges are golden. Let cool for 5 mins, then transfer to a rack.

Glaze & Serve

  • Beat cream cheese, butter, powdered sugar, and vanilla until smooth.
  • Add milk as needed for drizzle consistency. Drizzle over cooled cookies.
  • Enjoy with a hot drink and a cozy sweater!

Notes

Chill the Dough: Cold dough makes neater swirls.
No Cream Cheese? Substitute with a simple powdered sugar glaze.
Make Ahead: Freeze dough logs for up to 3 months.
Extra Flavor: Add a pinch of espresso powder to the cinnamon sugar!