There’s something deeply satisfying about a cookie that looks like a cinnamon roll but behaves like a sugar cookie. This recipe meets you right at that sweet spot.
You get the buttery chew of a soft cookie. You get the swirl of brown sugar and cinnamon that curls into each bite like a whisper of Christmas morning.
And you get it all without yeast, without rising time, and without uncertainty.
You’ll learn how to build that swirl, slice the cookies without smearing it, and glaze just enough to feel polished without covering the story underneath.
Let’s make cookies that look like cinnamon rolls and taste like comfort.

Soft Cookie Dough With Enough Strength to Roll
Start by creaming softened butter with sugar. Go for light and fluffy. That texture tells you the air is in.
Add the egg, then vanilla. Let it blend fully. You want the dough to hold together, not flake apart. In a separate bowl, mix your flour, salt, and baking powder. No sifting here, just even mixing.

Combine the dry into the wet in stages. Stir just until the dough starts pulling clean from the bowl. If it clings too much, you’re overmixing. The dough should feel soft but not sticky.

This base reminds me of the dough I use for my Classic German Cinnamon Star Cookies. It holds its shape but stays tender after baking.
Divide it in half. Pat each into a flat disc, wrap it, and let it chill. This isn’t just about firmness. It gives the flour time to hydrate and the butter to settle. Makes rolling easier and cleaner.

Cinnamon Roll Filling With a Quiet Boost

Melt the butter, then stir in the brown sugar and cinnamon. You’ll want the mix thick but spreadable.
In my notebook, I made a note once: add a pinch of salt to the filling, even if it’s not listed. That note came after a batch that tasted flat. A touch of salt changed the story. That’s your nudge.

This technique works especially well if you’ve tried my Caramel Pecan Cinnamon Rolls. The principle is the same. Richness comes from small contrasts.
Let it cool slightly. Not cold, just no longer warm. Warm filling on cool dough makes sliding. That’s the enemy of the spiral.
How to Build the Swirl Without Breakage

Roll out the dough into a rectangle. I go about a quarter inch thick. Any thinner and it tears, any thicker and it bulks up the swirl.
Spread the cinnamon filling gently, leaving a clean border around the edge. That border stops the leak. Begin rolling from the long side, using two hands to guide the log tight but not squished.
Wrap the log and return it to the fridge. Cold dough slices better. That chill locks the shape.
The swirl technique here reminds me of the fun I had shaping Cookie Monster Cinnamon Rolls. This version is just more refined.
Slice and Bake With a Golden Edge
Preheat your oven and line your baking trays. Sharp knife ready? Serrated is best.
Slice about half an inch thick. Wipe the knife every two or three cuts. Those spirals are sensitive.
Space them well. These spread a little. Bake until the edges catch a hint of gold. They should stay pale on top.
Once out, give them five minutes on the tray. This helps them set without collapsing. Then cool them fully on a rack.
I’ve used a similar slicing technique with Sticky Buns. The key is always temperature control and a clean blade.
Glaze With Restraint and Rhythm

Whisk powdered sugar, milk, and vanilla into a pourable glaze. I use a spoon or a piping bag, depending on the day.
Drizzle, don’t coat. Let the glaze follow the swirl. It should feel like an accent, not a mask.
Let it set before storing. The cookies need a dry top if you plan to stack them.
That swirl with glaze reminds me of Mexican Hot Chocolate Cookies. They’re bolder, yes, but the contrast of spice and sweetness is just as satisfying.
Save This For Your Holiday Board

Go ahead and pin this to your Christmas cookie board or your weekend bake list.
And if you make them, let me know in the comments. Did you add the almond? Did you try the pinch of salt?
I’d love to hear what your kitchen smelled like and if your cat got involved.
Cinnamon Roll Cookies Recipe
Cinnamon Roll Cookies combine the soft, buttery texture of sugar cookies with the warm, spiced flavor of cinnamon rolls. The dough is rolled with a brown sugar-cinnamon filling, sliced into pinwheels, and baked until just golden. A simple vanilla glaze finishes each cookie with a sweet, smooth touch. These cookies are perfect for cozy mornings, gift boxes, or cookie trays.
Ingredients
- FOR THE COOKIE DOUGH
- 1 cup (226g) unsalted butter, softened
- 1 cup (200g) granulated sugar
- 1 large egg
- 2 teaspoons vanilla extract
- 2 ¾ cups (344g) all-purpose flour
- ½ teaspoon baking powder
- ½ teaspoon salt
- FOR THE CINNAMON FILLING
- ¼ cup (56g) unsalted butter, melted
- ½ cup (100g) light brown sugar, packed
- 1 ½ tablespoons ground cinnamon
- FOR THE GLAZE
- 1 cup (120g) powdered sugar
- 2–3 tablespoons milk (adjust for consistency)
- ½ teaspoon vanilla extract
Instructions
- MAKE THE COOKIE DOUGH: In a large bowl, cream the softened butter and granulated sugar together until light and fluffy, about 2–3 minutes. Add the egg and vanilla extract, mixing until fully combined. In a separate bowl, whisk together the flour, baking powder, and salt. Gradually add the dry mixture to the wet ingredients and mix until a soft dough forms. Divide the dough into two equal portions, shape each into a disc, wrap in plastic wrap, and chill in the refrigerator for 30 to 45 minutes.
- PREPARE THE FILLING: In a small bowl, mix the melted butter, light brown sugar, and ground cinnamon until the mixture is smooth and evenly combined. Set aside.
- ROLL AND FILL: On a lightly floured surface, roll out one chilled disc of dough into a rectangle about ¼ inch thick. Spread half of the cinnamon filling evenly over the dough, leaving a small border along the edges. Starting from the long side, roll the dough tightly into a log. Wrap the log in plastic wrap and refrigerate for 30 minutes to firm up. Repeat the process with the second disc of dough and remaining filling.
- SLICE AND BAKE: Preheat the oven to 350°F (175°C) and line baking sheets with parchment paper. Using a sharp knife, slice the chilled dough logs into ½-inch thick rounds. Place the cookies 2 inches apart on the prepared baking sheets. Bake for 10 to 12 minutes, or until the edges are just beginning to turn golden. Allow the cookies to cool on the baking sheets for 5 minutes before transferring to a wire rack to cool completely.
- GLAZE: In a bowl, whisk together the powdered sugar, milk, and vanilla extract until the glaze is smooth and pourable. Drizzle the glaze over the fully cooled cookies using a spoon or piping bag. Let the glaze set completely before serving or storing.
Notes
For cleaner slices, use a serrated knife and wipe it clean between cuts. Chilling the logs thoroughly helps maintain the spiral shape during baking. Store cookies in an airtight container at room temperature for up to 4 days. Glazed cookies can also be frozen and thawed as needed.
Nutrition Information
Yield
18Serving Size
1Amount Per Serving Calories 122Total Fat 2gSaturated Fat 1gTrans Fat 0gUnsaturated Fat 1gCholesterol 14mgSodium 99mgCarbohydrates 22gFiber 1gSugar 7gProtein 3g
