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Homemade Cinnamon Roll Cookies – Soft & Delicious

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Delicious Homemade Cinnamon Roll Cookies are soft, buttery sugar cookies filled with cinnamon sugar and topped with a cream cheese icing. 

Ingredients

Scale

Cookie Recipe

  • 1 1/2 sticks unsalted butter, softened
  • 3/4 cup granulated sugar
  • 1/4 cup powdered sugar
  • 2 large eggs
  • 1/2 teaspoon vanilla
  • 2 1/2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon salt

Cinnamon Sugar Filling

  • 4 tablespoons butter softened
  • 1/2 cup brown sugar
  • 1 teaspoon cinnamon

Cream Cheese Glaze

  • 2 tablespoons cream cheese softened
  • 2 tablespoons butter softened
  • 1 cup powdered sugar
  • 1/2 teaspoon vanilla
  • 12 tablespoons milk (+ more, if needed)

Instructions

Cookie Recipe

  • In a large mixing bowl, cream together the softened butter, granulated sugar, and powdered sugar until creamy. Add in baking powder, salt, and flour half cup at a time and mix until the dough is smooth and soft.
  • Flatten the cookie dough into a disk, wrap tightly with plastic wrap, and refrigerate for a minimum of 1 hour.

Filling

  • For the cinnamon roll filling, combine brown sugar and cinnamon in a small bowl.
  • Separate the chilled dough into two equal halves and roll each disk out 1/4 inch thick and about 15″ x 4″ in length and width (although it doesn’t have to be perfect).
  • Spread 2 tablespoons of softened butter on each dough log and sprinkle with 1/2 of the brown sugar cinnamon mixture, gently pressing it into the dough.
  • Beginning with one long edge, roll the dough into a tight log slowly, being careful to avoid cracks in the dough. If that happens, smooth it out and continue rolling tightly.
  • Next, use a sharp knife or pizza cutter and slice the dough into 1 inch pieces (about 15 cookies per log).
  • Place cinnamon roll cookies 2 inches apart on a parchment lined baking sheet and bake in the oven at 350 degrees for 9-11 minutes. Your cookies will still be pale in color, but they will continue cooking on the baking sheet while cooling.

Transfer cookies to a wire rack to cool completely before glazing.

Cream Cheese Glaze:

  • Combine the softened cream cheese and powdered sugar in a bowl with an electric mixer until thick and smooth.
  • Add the vanilla and milk until the glaze is a drizzle consistency.
  • Use a piping bag to drizzle lines on each cookie.

Notes

  • Store leftover cookies in an airtight container in the refrigerator.