Soft and Chewy Cinnamon Roll Sugar Cookies

Highlighted under: Baking & Desserts

These Soft and Chewy Cinnamon Roll Sugar Cookies are a delightful twist on a classic treat, combining the flavors of cinnamon rolls with the soft texture of sugar cookies.

Helena Wright

Created by

Helena Wright

Last updated on 2025-12-21T08:50:56.175Z

These cookies bring together the comforting flavors of cinnamon rolls in a delightful cookie form. Perfect for any occasion, they are sure to impress your friends and family!

Why You'll Love These Cookies

  • Soft and chewy texture that is incredibly satisfying
  • Sweet cinnamon filling reminiscent of fresh cinnamon rolls
  • Easy to make with simple ingredients you likely have at home

The Perfect Treat for Any Occasion

These Soft and Chewy Cinnamon Roll Sugar Cookies are perfect for a wide range of occasions, from holiday gatherings to casual afternoons. Their delightful combination of flavors makes them an excellent choice for dessert tables or as a sweet snack with your afternoon coffee. The aroma of cinnamon wafts through your kitchen as they bake, creating an inviting atmosphere that will have everyone eagerly anticipating a taste.

Whether you’re hosting a party, attending a potluck, or simply craving a comforting treat, these cookies will surely impress. Their unique twist on the traditional sugar cookie provides a nostalgic nod to the beloved cinnamon roll, making them a crowd-pleaser that caters to both young and old alike.

Baking Tips for Success

To achieve the soft and chewy texture that defines these cookies, be careful not to overmix the dough once you combine the wet and dry ingredients. Overmixing can lead to tougher cookies, so mix until just combined for the best results. Additionally, ensure your butter is softened but not melted, as this will create the ideal consistency for a tender cookie.

When rolling out the dough, don’t be afraid to use a bit of flour to prevent sticking. This will help you achieve a nice rectangular shape for even spreading of the cinnamon filling. Finally, allowing the cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack will help them set perfectly.

Storing and Enjoying Your Cookies

Once your Soft and Chewy Cinnamon Roll Sugar Cookies have cooled and are drizzled with icing, you might be wondering how to store them. These cookies can be kept in an airtight container at room temperature for up to a week, maintaining their delightful texture and flavor. If you want to enjoy them longer, consider freezing them individually wrapped in plastic wrap and stored in a freezer bag for up to three months.

When you're ready to enjoy a frozen cookie, simply let it thaw at room temperature for a few minutes, or pop it in the microwave for a few seconds to warm it up. This way, you can savor the soft, gooey goodness of these cookies anytime you desire!

Ingredients

Gather these ingredients to make your Soft and Chewy Cinnamon Roll Sugar Cookies:

For the Cookie Dough

  • 2 ¾ cups all-purpose flour
  • 1 teaspoon baking soda
  • ½ teaspoon baking powder
  • ½ teaspoon salt
  • 1 cup unsalted butter, softened
  • 1 ½ cups granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract

For the Cinnamon Filling

  • ½ cup brown sugar, packed
  • 1 tablespoon ground cinnamon
  • ¼ cup unsalted butter, melted

For the Icing

  • 1 cup powdered sugar
  • 2 tablespoons milk
  • ½ teaspoon vanilla extract

Make sure to have all your ingredients ready before you start baking!

Instructions

Follow these steps to create your delicious cookies:

Prepare the Dough

In a bowl, whisk together flour, baking soda, baking powder, and salt. In a separate bowl, cream together the softened butter and granulated sugar until light and fluffy. Beat in the egg and vanilla extract. Gradually add the dry ingredients to the wet ingredients and mix until just combined.

Make the Cinnamon Filling

In a small bowl, combine brown sugar and cinnamon. Stir in the melted butter until the mixture resembles a paste.

Assemble the Cookies

Preheat your oven to 350°F (175°C). Roll the cookie dough into a rectangle on a floured surface. Spread the cinnamon filling evenly over the dough. Roll the dough tightly and slice into cookies.

Bake

Place the cookies on a baking sheet lined with parchment paper and bake for 12 minutes or until the edges are lightly golden. Remove from the oven and let cool.

Add Icing

In a small bowl, mix powdered sugar, milk, and vanilla extract until smooth. Drizzle over the cooled cookies before serving.

Enjoy your Soft and Chewy Cinnamon Roll Sugar Cookies with a glass of milk!

Nutritional Information

These cookies are a treat, and while they offer the delightful flavors of cinnamon rolls, it's important to enjoy them in moderation. Each cookie contains a variety of ingredients that provide a balance of carbohydrates, fats, and sugars, contributing to their rich taste. For those mindful of their sugar intake, consider adjusting the sweetness by reducing the granulated sugar in the dough or the brown sugar in the filling slightly.

If you're looking for a healthier alternative, you can experiment with substituting some of the all-purpose flour with whole wheat flour or incorporating oats for added fiber. Just remember that these adjustments may slightly change the texture and flavor.

Customization Ideas

One of the best aspects of baking is the ability to customize recipes to suit your preferences. For these Soft and Chewy Cinnamon Roll Sugar Cookies, you might consider adding chopped nuts, such as pecans or walnuts, to the cinnamon filling for an added crunch. Alternatively, you could mix in some chocolate chips for a delightful sweet surprise in every bite.

For a unique twist, try adding a hint of nutmeg or cardamom to the cookie dough or filling to elevate the flavor profile. This can introduce a warm, spicy note that complements the cinnamon beautifully, allowing you to create a signature cookie that reflects your taste.

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Questions About Recipes

→ Can I freeze these cookies?

Yes, you can freeze the cookies before baking. Just wrap them tightly in plastic wrap and store in an airtight container.

→ How long will these cookies stay fresh?

They will stay fresh for up to a week if stored in an airtight container at room temperature.

→ Can I use a different type of sugar?

You can substitute granulated sugar with coconut sugar or brown sugar, but it may alter the texture slightly.

→ What can I use instead of butter?

You can use coconut oil or a dairy-free butter substitute for a vegan version.

Soft and Chewy Cinnamon Roll Sugar Cookies

These Soft and Chewy Cinnamon Roll Sugar Cookies are a delightful twist on a classic treat, combining the flavors of cinnamon rolls with the soft texture of sugar cookies.

Prep Time15 minutes
Cooking Duration12 minutes
Overall Time27 minutes

Created by: Helena Wright

Recipe Type: Baking & Desserts

Skill Level: Easy

Final Quantity: 24 cookies

What You'll Need

For the Cookie Dough

  1. 2 ¾ cups all-purpose flour
  2. 1 teaspoon baking soda
  3. ½ teaspoon baking powder
  4. ½ teaspoon salt
  5. 1 cup unsalted butter, softened
  6. 1 ½ cups granulated sugar
  7. 1 large egg
  8. 1 teaspoon vanilla extract

For the Cinnamon Filling

  1. ½ cup brown sugar, packed
  2. 1 tablespoon ground cinnamon
  3. ¼ cup unsalted butter, melted

For the Icing

  1. 1 cup powdered sugar
  2. 2 tablespoons milk
  3. ½ teaspoon vanilla extract

How-To Steps

Step 01

In a bowl, whisk together flour, baking soda, baking powder, and salt. In a separate bowl, cream together the softened butter and granulated sugar until light and fluffy. Beat in the egg and vanilla extract. Gradually add the dry ingredients to the wet ingredients and mix until just combined.

Step 02

In a small bowl, combine brown sugar and cinnamon. Stir in the melted butter until the mixture resembles a paste.

Step 03

Preheat your oven to 350°F (175°C). Roll the cookie dough into a rectangle on a floured surface. Spread the cinnamon filling evenly over the dough. Roll the dough tightly and slice into cookies.

Step 04

Place the cookies on a baking sheet lined with parchment paper and bake for 12 minutes or until the edges are lightly golden. Remove from the oven and let cool.

Step 05

In a small bowl, mix powdered sugar, milk, and vanilla extract until smooth. Drizzle over the cooled cookies before serving.

Nutritional Breakdown (Per Serving)

  • Calories: 150 kcal
  • Total Fat: 7g
  • Saturated Fat: 4g
  • Cholesterol: 20mg
  • Sodium: 50mg
  • Total Carbohydrates: 21g
  • Dietary Fiber: 0g
  • Sugars: 10g
  • Protein: 2g