Soft and Chewy Cinnamon Roll Cookies – A Cozy Twist on a Classic Treat

If you’re a fan of classic cinnamon rolls and chewy cookies, this dessert brings the best of both worlds into one irresistible bite. These Soft and Chewy Cinnamon Roll Cookies feature buttery vanilla cookie dough rolled up with a cinnamon-sugar swirl, then baked until golden with a soft, tender center. Finished with a creamy glaze drizzle, they’re everything you love about a cinnamon roll — in portable cookie form.
Perfect for holidays, brunch trays, bake sales, or whenever you’re craving a warm, nostalgic treat, these cookies are as beautiful as they are delicious.
Ingredients
Yields: 24 cookies
For the Dough:
- 3/4 cup (170g) unsalted butter, softened
- 3/4 cup (150g) brown sugar
- 1/4 cup (50g) granulated sugar
- 1 large egg
- 2 teaspoons vanilla extract
- 2 cups (250g) all-purpose flour
- 1/2 teaspoon baking soda
- 1/4 teaspoon salt
For the Cinnamon Filling:
- 2 tablespoons unsalted butter, melted
- 1/3 cup brown sugar
- 1 tablespoon ground cinnamon
For the Glaze:
- 1/2 cup powdered sugar
- 1–2 tablespoons milk
- 1/4 teaspoon vanilla extract
Preparation Time
- Prep time: 30 minutes
- Chill time: 30 minutes
- Bake time: 10–12 minutes
- Total time: About 1 hour 15 minutes
Step-by-Step Instructions
Step 1: Make the Dough
- In a large mixing bowl, cream the softened butter with brown and granulated sugar until light and fluffy.
- Beat in the egg and vanilla extract until smooth.
- In a separate bowl, whisk together the flour, baking soda, and salt.
- Gradually add the dry ingredients into the butter mixture, mixing until a soft dough forms.
Step 2: Create the Cinnamon Filling
- In a small bowl, combine melted butter, brown sugar, and cinnamon into a spreadable paste.
Step 3: Assemble the Cookies
- Divide the dough into two equal portions. Roll each into a rectangle about 1/4 inch thick between sheets of parchment paper.
- Spread half of the cinnamon filling evenly over each rectangle.
- Carefully roll each dough sheet into a log, starting from the long side. Wrap in plastic wrap and chill for 30 minutes.
Step 4: Bake
- Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
- Slice chilled dough logs into 1/2-inch rounds and place on the prepared baking sheet.
- Bake for 10–12 minutes, until edges are lightly golden.
- Let cookies cool on the pan for 5 minutes, then transfer to a wire rack.
Step 5: Glaze and Serve
- In a small bowl, whisk powdered sugar, milk, and vanilla until smooth.
- Drizzle glaze over cooled cookies and allow to set before serving.
Serving Suggestions
- Serve slightly warm with coffee or chai for a cozy treat.
- Stack and wrap in cellophane for festive edible gifts.
- Freeze baked cookies for up to 2 months — just thaw and enjoy!
Nutritional Highlights
Nutrient | Per Cookie (1 of 24) |
---|---|
Calories | 160 |
Protein | 2 grams |
Total Fat | 7 grams |
Saturated Fat | 4 grams |
Carbohydrates | 23 grams |
Sugars | 13 grams |
Fiber | 0.5 grams |
Sodium | 60 milligrams |
Nutritional Notes:
- Butter and sugar provide rich flavor and chewy texture — enjoy in moderation.
- Cinnamon offers antioxidants and blood sugar support in small amounts.
- Portion control helps balance indulgence with nutritional goals.
Tips for Best Results
- Roll the dough while still soft, but chill thoroughly before slicing to preserve the swirl shape.
- Don’t overbake — remove from oven when just set for soft, chewy centers.
- Want a cream cheese glaze? Swap milk for 1 tbsp softened cream cheese for a tangy upgrade.
Variations to Try
- Add a pinch of nutmeg or pumpkin spice for fall flavor.
- Mix mini chocolate chips into the filling for a gooey twist.
- Use maple syrup or honey in the glaze for natural sweetness.
These Soft and Chewy Cinnamon Roll Cookies are everything you want in a treat: warm spice, rich dough, a soft bite, and a touch of sweetness. Easy to make and stunning to serve, they’re perfect for cozy gatherings, festive occasions, or anytime you want a comforting homemade dessert with classic flavor.