For cinnamon roll and cookie lovers! These cookies combine a tender sugar cookie dough swirled with a buttery cinnamon-sugar filling and finished with a simple two-ingredient icing. They strike the perfect balance of soft and chewy with a lightly crisp edge—warm, cozy, and irresistible.

These treats are exactly what they sound like: all the flavor of a cinnamon roll transformed into a cookie. The base is a sugar-cookie–style dough that’s rolled thin, spread with melted butter and cinnamon sugar, then rolled up and sliced into pinwheels. They’re delicious plain or topped with a quick powdered sugar glaze.
The dough bakes into a tender, buttery cookie with a shortbread-like melt-in-your-mouth texture and just enough chew. The cinnamon swirl adds warmth and spice, elevating a classic vanilla cookie into something special.

Cinnamon roll cookie dough
The dough is inspired by traditional sugar cookie and shortbread recipes, resulting in a cookie that’s soft, buttery, and easily melts on the tongue. Making the dough follows the familiar creaming method: cream butter and sugar, add eggs and vanilla, then fold in dry ingredients. The dough should be chilled before rolling—divide it into two disks, wrap tightly, and refrigerate.
Shaping the dough into two disks helps it chill evenly and speeds up chilling time. It also makes rolling easier since you’ll work with one disk at a time.


Rolling out the cookie dough
Once chilled and firm, roll, fill, and shape the dough. A few practical tips make this process smoother:
- Keep the second disk cold: Leave one disk in the fridge while you work on the other so it stays easy to handle.
- Prevent cracks: If the dough is too cold it may crack. Either let it sit 10–15 minutes at room temperature or lightly knead it to soften slightly so it rolls without tearing.
- Use a lightly floured surface: Dust with flour sparingly to prevent sticking—too much flour can dry the dough.
- Keep the dough moving: Lift and rotate the dough as you roll so the bottom doesn’t stick.
- Chill if needed: If the dough softens too much while you work, return it to the fridge to firm up before continuing.




Shaping cinnamon roll cookies
After rolling the dough into a rectangle, brush with melted butter and evenly sprinkle the cinnamon-sugar. Leave a narrow, unfilled strip along one long edge—this clean strip helps the seam stick when you roll the dough. Lightly wet the strip with water, then roll the dough tightly from the filled side into a log.
Wrap the log and chill until firm so it slices cleanly and won’t spread too much in the oven. Repeat with the second disk. When chilled, slice the logs into 1/2-inch rounds, arrange on parchment-lined baking sheets with space between, chill briefly, then bake until edges are golden. Finish with a simple glaze of powdered sugar and a little milk or water if desired.


More tips
- Measure flour accurately: A kitchen scale gives the most consistent results. If using cups, spoon flour into the cup and level it off—don’t scoop directly from the bag.
- Use room-temperature ingredients: They blend more smoothly and help ensure proper texture and spread during baking.
- Chill the dough: Proper chilling keeps the dough manageable, helps hydrate the flour, and prevents excess spreading. Avoid quick-freezing methods that don’t chill evenly.
- Storing: Once completely cool, keep leftovers in an airtight container at room temperature for up to one week.

Other cinnamon roll inspired recipes
• Cinnamon Roll Cheesecake • Cinnamon Roll Gooey Butter Cake • Mini No-Bake Cinnamon Roll Cheesecakes • Mini Pie Crust Cinnamon Rolls • Small Batch Cinnamon Rolls
If you try this recipe, please leave a comment and share a photo on Instagram by tagging @eatsdelightfulblog—I love seeing your creations!
Cinnamon Roll Cookies
- Author: Mimi
- Total Time: 50 minutes + 3 hours chill
- Yield: 24 cookies
Description
These cookies feature a tender sugar cookie dough swirled with a buttery cinnamon-sugar filling and drizzled with a simple powdered sugar icing. Soft, cozy, and perfect for sharing.
Ingredients
For the cookie dough:
- 3 cups (390g) all-purpose flour, plus more for rolling
- 1 teaspoon baking powder
- ¼ teaspoon salt
- 1 cup (225g) unsalted butter, softened
- ¾ cup (150g) granulated sugar
- 2 large eggs, room temperature
- 2 teaspoons pure vanilla extract
For the cinnamon filling:
- ½ cup (100g) granulated sugar
- 2 teaspoons ground cinnamon
- ¼ cup (60g) unsalted butter, melted and cooled
For the icing (optional):
- ½ cup (65g) powdered sugar
- ½ tablespoon milk or water
Instructions
Cookie Dough:
- Whisk together flour, baking powder, and salt in a medium bowl; set aside.
- Cream butter and sugar in a large bowl with an electric mixer until light and fluffy, about 1–2 minutes.
- Add eggs one at a time, then mix in vanilla.
- Stir in the dry ingredients until a soft, uniform dough forms. It will be sticky.
- Divide dough in half, shape each into a disk, wrap in plastic, and chill until firm, about 1 hour.
Cinnamon Filling and Assembly:
- Whisk sugar and cinnamon together for the filling.
- Remove one chilled disk and place on a lightly floured surface. Let sit 10–15 minutes to soften slightly or knead briefly to make it pliable.
- Roll the dough into a roughly 7×10-inch rectangle, about ¼-inch thick. Brush with half the melted butter, leaving a ¼-inch strip along one long edge free of butter.
- Sprinkle half the cinnamon sugar over the butter, wet the exposed strip with a little water, and roll from the filled long side into a tight log. Pinch the seam to seal, wrap, and chill. Repeat with the second disk.
- Chill logs at least 2 hours or overnight until firm.
- Preheat oven to 350°F. Line baking sheets with parchment.
- Trim ends from each log and slice into ½-inch rounds. Arrange on prepared sheets about 2 inches apart. Chill briefly while oven preheats.
- Bake one sheet at a time for 15–20 minutes or until edges are golden. Cool 5 minutes on the sheet, then transfer to a wire rack to cool completely before icing.
Icing (Optional):
- Whisk powdered sugar with ½ tablespoon milk or water until smooth. Add more liquid if needed to reach desired drizzling consistency.
- Drizzle over cooled cookies and serve.
Equipment
Stand mixer (optional), two baking sheets, parchment paper, rolling pin, and a sharp knife or bench scraper for slicing.
- Prep Time: 35 minutes
- Category: Cookies
Enjoy!