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Soft cinnamon roll cookies with visible cinnamon swirls, drizzled with white vanilla icing, arranged on parchment paper

Cinnamon Roll Cookies


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  • Author: Amelia
  • Total Time: 2 hours, 40 minutes
  • Yield: About 36 cookies

Description

Soft , swirled cookies rolled with cinnamon sugar and topped with sweet vanilla glaze. Perfect make-ahead treat that captures the essence of fresh cinnamon rolls in portable cookie form.


Ingredients

Cookie Dough

  • 2 ¼ cups (281 g) all-purpose flour, spooned and leveled
  • ½ teaspoon baking powder
  • ¼ teaspoon salt
  • ¾ cup (170 g) unsalted butter, softened to room temperature
  • ¾ cup (150 g) granulated sugar
  • 1 large egg, room temperature
  • 2 teaspoons pure vanilla extract

Filling

  • 2 Tablespoons (≈28 g) butter, melted and slightly cooled
  • ¼ cup (50 g) granulated sugar
  • 1 Tablespoon ground cinnamon

Icing

  • 1 cup (120 g) confectioners’ sugar (powdered sugar)
  • 3 Tablespoons (45 ml) milk
  • ½ teaspoon pure vanilla extract


Instructions

Step 1: Make the Dough

Toss your flour, baking powder, and salt into a bowl and stir it around. Beat the butter and sugar together until it stops looking like grainy mush and starts looking fluffy – takes about 2 minutes with a decent mixer, longer if you’re using the hand mixer your college roommate left behind.

Step 2: Add Wet Ingredients

Crack the egg in there and pour in the vanilla, then beat until everything looks uniform. Scrape the bowl sides unless you want surprise butter chunks in random cookies – learned that one the hard way at my son’s birthday party.

Step 3: Combine with Dry Ingredients

Pour in the flour mixture and mix on low until it just comes together – don’t go nuts here or you’ll end up with cookies that could substitute for hockey pucks. Dough should feel soft and slightly sticky, like expensive Play-Doh.

Step 4: Shape and Fill the Dough

Split the dough in half and roll each piece into a rectangle – mine look like wonky trapezoids but whatever works. Aim for roughly 9×7 inches but don’t measure unless you’re that type of person. Brush melted butter all over each rectangle like you’re painting a delicious canvas.

Step 5: Add the Cinnamon Magic

Mix the sugar and cinnamon in a small bowl, then sprinkle it everywhere like you’re seasoning the world’s flattest cinnamon roll. This is when my cat shows up because apparently cinnamon sugar smells like treats to him too.

Step 6: Roll and Chill

Roll each rectangle into a log starting from the short side, going slow so it doesn’t crack like old sidewalk cement. If it cracks anyway, just squish it back together – nobody’s grading this. Wrap in plastic wrap and refrigerate for at least 2 hours, though I usually do it overnight because I’m not dealing with soft dough at 6 AM.

Step 7: Slice and Bake

Preheat oven to 350°F and line baking sheets with parchment. Pull the logs out and slice into ½-inch rounds with your sharpest knife – I wipe it clean every few cuts because otherwise you get cinnamon sugar mush instead of clean spirals.

Step 8: Bake to Perfection

Bake for 10-11 minutes until edges are barely golden. I set my timer for 9 minutes then hover like a helicopter parent because the difference between perfect and charcoal is about 45 seconds.

Step 9: Add the Finishing Touch

Whisk powdered sugar, milk, and vanilla until smooth and drippy. Wait for the cookies to cool completely or the icing will melt into sad puddles – patience is a virtue I learned the expensive way.

Notes

Get Your Temps Right: Stick eggs in warm water for 5 minutes if you forgot to take them out early. Cold eggs make lumpy batter and nobody wants chunks.

Don’t Overmix: Once flour goes in, mix just until you can’t see white powder and then STOP. I used to think more mixing meant better cookies until I made a batch that could bounce.

Freeze Everything: Make double logs and freeze half. Future exhausted you will worship current motivated you when surprise guests show up and you need cookies in 15 minutes.

  • Prep Time: 2 hours, 20 minutes (includes chilling time)
  • Cook Time: 10 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American