Soft and Chewy Cinnamon Roll Sugar Cookies

Servings: 24 Total Time: 35 mins Difficulty: Beginner
A comforting twist on classic cinnamon rolls in cookie form
Soft and chewy cinnamon roll sugar cookies on a baking tray pinit

Ah, the delightful world of cookies! There’s something magical about the heavenly aroma wafting through the kitchen, transporting you back to simpler times—maybe your grandmother’s kitchen, where sweet treats were always fresh out of the oven. Today, I’m thrilled to share with you a beloved recipe that has become a staple in my home: Soft and Chewy Cinnamon Roll Sugar Cookies. They manage to capture the comforting essence of cinnamon rolls while delivering the convenience of a cookie. Trust me, you’ll want to make this recipe your go-to for a cozy gathering or a simple self-treat!

Why you’ll love this recipe

Imagine sinking your teeth into a cookie that’s as soft and chewy as a cloud, with the warm spices of cinnamon swirling around in a delicate dance on your palate. These cookies are like a hug in dessert form! The combination of butter and sugar creates a luscious sweetness, while the ground cinnamon brings that familiar, comforting warmth we all crave, especially on those chilly nights.

What’s even better? They’re deceptively easy to whip up—perfect for those moments when you need a little pick-me-up but don’t have hours to spare in the kitchen. The hints of vanilla add an extra kick that’ll make you feel like a pro baker, and let’s not overlook the fact that they’re fantastic for sharing—or not. Who could resist keeping a batch all to themselves?

Gather these ingredients

Here’s what you’ll need to create these indulgent treasures:

  • 4 tablespoons unsalted butter, softened
    This little amount of magic provides richness and that buttery goodness that makes cookies irresistible.

  • ⅓ cup packed brown sugar
    This will lend your cookies a lovely depth and moisture. It’s like the secret sauce for that slight chewiness.

  • 1½ tablespoons all-purpose flour
    A touch of flour helps in creating the perfect base for your gooey cinnamon filling.

  • 2½ teaspoons ground cinnamon
    Oh, cinnamon—this is precisely what elevates your cookies from decent to decadent! You can consider toasting the spices lightly for an extra layer of flavor.

  • A pinch of salt
    Salt, the unsung hero in baking, enhances the sweetness beautifully.

  • 1 cup unsalted butter, softened but cool
    This is your primary cookie base. Make sure it’s soft, but chilly enough to create that luscious crumb!

  • 1⅓ cups granulated sugar
    Perfect for sweetening your cookies without overwhelming other flavors. The balance is key!

  • 1¾ teaspoons pure vanilla extract
    Because what’s a cookie without that gorgeous vanilla aroma wafting around the kitchen?

  • 1 large egg + 1 large egg yolk
    Eggs add moisture and help bind your cookies beautifully, while the yolk makes them rich and tender.

  • 2¾ cups all-purpose flour
    The heart of every cookie dough. Use a good quality flour for the best results.

  • ¾ teaspoon baking powder
    This will give your cookies just the lift they need.

  • 1 teaspoon cornstarch
    A little cornstarch adds tenderness, making your cookies soft and chewy.

  • ¼ teaspoon salt
    Again, a pinch can go a long way!

Preparing Soft and Chewy Cinnamon Roll Sugar Cookies

  1. Preheat your oven to 350°F (175°C). You want it nice and cozy for your cookies.

  2. Make the filling: In a small bowl, combine the 4 tablespoons of softened unsalted butter, ⅓ cup brown sugar, 1½ tablespoons of all-purpose flour, 2½ teaspoons ground cinnamon, and a pinch of salt. Mix until it comes together into a smooth paste. Look at that gorgeous cinnamon blend! Set it aside.

  3. In a large bowl, beat together 1 cup of softened but cool unsalted butter and 1⅓ cups granulated sugar until it’s fluffy and light. Don’t rush this part; you want to incorporate air for a perfect rise.

  4. Add in 1¾ teaspoons of vanilla extract, the whole egg, and the egg yolk. Beat until just combined.

  5. In another bowl, whisk together 2¾ cups all-purpose flour, ¾ teaspoon baking powder, 1 teaspoon cornstarch, and ¼ teaspoon of salt. Gradually add this dry mixture to your butter mixture, stirring until it just comes together.

  6. Assemble the cookies: Use a cookie scoop or your hands to form small balls of cookie dough (about 1.5 tablespoons each). Then, make an indentation in the center of each ball and add a small spoonful of your cinnamon filling. Carefully wrap the dough around the filling to seal it entirely before rolling it softly back into a ball.

  7. Bake your cookies for about 10-12 minutes until they’re set around the edges but still soft in the center. They’ll firm up as they cool, so don’t worry if they look slightly underbaked!

  8. Cool them on the baking sheet for about 5 minutes and then transfer to a wire rack to cool completely.

Best way to enjoy it

These cookies are fabulous straight from the oven, but let me let you in on a little secret: they’re absolute heaven served warm alongside a glass of cold milk! You could also enjoy them with a cup of hot coffee or even tea for that perfect pairing. Want to get fancy? Drizzling a simple icing glaze or rolling them in powdered sugar can elevate these treats from everyday cookies to foodie delights.

Storage and reheating tips

If you happen to have any leftovers (which is a big if!), make sure to let your cookies cool completely before transferring them to an airtight container. They’ll keep well at room temperature for up to a week, or you can freeze the dough—just shape into balls, freeze on a baking sheet, and then transfer to a freezer-safe container. When you’re ready for a freshly-baked treat, just bake straight from frozen, adding a couple of extra minutes to the bake time.

Helpful cooking tips

To achieve that perfect chewy texture, make sure not to overmix your dough once you add in the flour. Gently fold until combined to keep it tender. And remember, every oven is different—keep an eye on your cookies for that golden edge that signals they’re done!

Creative Twists

Feeling adventurous? Consider trying different fillings like Nutella or swapping the cinnamon for pumpkin spice if you’re in the fall spirit. You could also fold in some nuts or raisins to add an extra layer of texture and flavor. The world is your oyster when it comes to customizing this recipe!

Your questions answered

  1. How long does it take to prepare?
    Preparation takes about 20 minutes, with about 12 minutes of baking time.

  2. Can I use margarine instead of butter?
    While butter provides the best flavor, margarine can work too—it may change the texture slightly, though.

  3. What can I substitute for brown sugar?
    If you don’t have brown sugar, you can use granulated sugar and add a tablespoon of molasses to mimic the flavors.

  4. Can I make them gluten-free?
    Absolutely! Just swap regular flour with a gluten-free all-purpose blend.

  5. How do I make them ahead of time?
    You can prepare the dough and refrigerate it overnight or freeze it for later baking.

Baking can be an adventure, and these Soft and Chewy Cinnamon Roll Sugar Cookies will make your kitchen feel like a warm hug from the inside out. With hints of cozy spices and delightful chewiness, you and your loved ones won’t be able to resist indulging in these treats. So, roll up those sleeves, gather your ingredients, and let your inner pastry chef shine! And when you try them, I’d love to hear about your experience or any little tweaks you made—let’s keep that joyful cooking spirit alive together!

Difficulty: Beginner Prep Time 20 mins Cook Time 12 mins Rest Time 3 mins Total Time 35 mins
Cooking Temp: 350  F Servings: 24 Estimated Cost: $ 8 Calories: 150
Best Season: Suitable throughout the year

Description

These Soft and Chewy Cinnamon Roll Sugar Cookies manage to capture the comforting essence of cinnamon rolls while delivering the convenience of a cookie. Perfect for cozy gatherings or a delightful treat any time!

Ingredients

Cookie Base

Cinnamon Filling

Instructions

Preparing the Cookies

  1. Preheat the Oven

    Preheat your oven to 350°F (175°C).
  2. Make the Filling

    In a small bowl, combine the 4 tablespoons of softened unsalted butter, ⅓ cup brown sugar, 1½ tablespoons of all-purpose flour, 2½ teaspoons ground cinnamon, and a pinch of salt. Mix until it comes together into a smooth paste. Set it aside.
  3. Mix Cookie Base

    In a large bowl, beat together 1 cup of softened but cool unsalted butter and 1⅓ cups granulated sugar until it’s fluffy and light. Then, add the 1¾ teaspoons of vanilla extract, the whole egg, and the egg yolk, and beat until just combined.
  4. Combine Dry Ingredients

    In another bowl, whisk together 2¾ cups all-purpose flour, ¾ teaspoon baking powder, 1 teaspoon cornstarch, and ¼ teaspoon of salt. Gradually add this dry mixture to your butter mixture, stirring until it just comes together.
  5. Assemble Cookies

    Use a cookie scoop or your hands to form small balls of cookie dough (about 1.5 tablespoons each). Make an indentation in the center of each ball and add a small spoonful of your cinnamon filling. Carefully wrap the dough around the filling to seal it entirely before rolling it softly back into a ball.
  6. Bake the Cookies

    Bake your cookies for about 10-12 minutes until they’re set around the edges but still soft in the center. They’ll firm up as they cool.
  7. Cool the Cookies

    Cool them on the baking sheet for about 5 minutes and then transfer to a wire rack to cool completely.

Nutrition Facts

Servings 24


Amount Per Serving
Calories 150kcal
% Daily Value *
Total Fat 8g13%
Saturated Fat 5g25%
Trans Fat 0g
Cholesterol 30mg10%
Sodium 70mg3%
Potassium 50mg2%
Total Carbohydrate 20g7%
Dietary Fiber 0g
Sugars 10g
Protein 1g2%

Vitamin A 200 IU
Vitamin C 0 mg
Calcium 10 mg
Iron 0 mg
Vitamin D 0 IU
Vitamin E 0 IU
Vitamin K 0 mcg
Thiamin 0 mg
Riboflavin 0 mg
Niacin 0 mg
Vitamin B6 0 mg
Folate 0 mcg
Vitamin B12 0 mcg
Biotin 0 mcg
Pantothenic Acid 0 mg
Phosphorus 10 mg
Iodine 0 mcg
Magnesium 0 mg
Zinc 0 mg
Selenium 0 mcg
Copper 0 mg
Manganese 0 mg
Chromium 0 mcg
Molybdenum 0 mcg
Chloride 0 mg

* Percent Daily Values are based on a 2,000 calorie diet. Your daily value may be higher or lower depending on your calorie needs.

Note

These cookies are best enjoyed fresh from the oven but can be stored in an airtight container for up to a week.
Keywords: soft cookies, chewy cookies, cinnamon roll cookies
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Frequently Asked Questions

Expand All:

Can I use margarine instead of butter?

While butter provides the best flavor, margarine can work too—it may change the texture slightly.

What can I substitute for brown sugar?

If you don’t have brown sugar, you can use granulated sugar and add a tablespoon of molasses to mimic the flavors.

Can I make them gluten-free?

Absolutely! Just swap regular flour with a gluten-free all-purpose blend.

How do I make them ahead of time?

You can prepare the dough and refrigerate it overnight or freeze it for later baking.

Irelia Novak Food and Lifestyle Blogger

Hi, I'm Irelia Novak, a passionate home cook and food blogger who loves turning simple ingredients into delicious everyday meals. I live a cozy, family-centered life and enjoy exploring new flavors, discovering fresh ideas, and sharing inspiring recipes. When I’m not in the kitchen, you’ll find me traveling, journaling, or spending quality time with the people I love.

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