There’s nothing quite like the warm, inviting aroma of Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling wafting through the kitchen, is there? As the first hints of autumn chill begin to creep in, I find myself craving comfort food, and these cookies perfectly blend nostalgia with ease. Imagine a buttery cookie, soft and tender, that captures the essence of cherished cinnamon rolls without the fuss of a traditional recipe.
These delightful treats are not only great for cozy weekends but are also a crowd-pleaser at holiday gatherings or afternoon tea. I still recall the first time I took a bite-my taste buds danced with joy, savoring the rich swirls of cinnamon sugar nestled within each cookie. Whether you're looking to impress guests or simply indulge your sweet tooth, these cookies effortlessly bring smiles and warmth to any occasion. Let's dive into this delicious recipe that transforms simple ingredients into a comforting snack, perfect for anyone tired of fast food and eager for homemade goodness!

Why Choose Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling?
Warmth and Comfort: Experience the heartwarming essence of cinnamon rolls in cookie form, making them a perfect comforting treat for cooler days.
Easy to Make: With straightforward steps, you'll whip these up in no time, giving you more time to enjoy them!
Crowd-Pleasing Flavor: The rich butteriness and sweet cinnamon swirls are sure to delight your family and friends at any gathering.
Versatile Treat: Pair them with your favorite beverages or serve at brunch for a sweet twist.
Make-Ahead Option: Simply freeze the dough balls for later use, ensuring fresh-baked cookies whenever you crave them! These cookies are a delicious way to elevate your baking, perfectly suited for those seeking a homemade touch.
Ingredients for Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
• Unlock the secret to these comforting treats with the right ingredients!
For the Cookie Dough
- Unsalted Butter - Use to ensure a rich, moist texture; can swap with salted butter while reducing added salt.
- Brown Sugar - Adds depth of flavor and moisture; light brown or coconut sugar can be a great substitute.
- Granulated Sugar - Helps with sweetness and cookie spread; feel free to use cane sugar if desired.
- All-Purpose Flour - This forms the structure of your cookies; a 1:1 gluten-free blend can work if it's equipped with xanthan gum.
- Baking Powder - Essential for leavening, giving your cookies the perfect rise.
- Cornstarch - Contributes to the soft texture by tenderizing the dough.
- Cinnamon - The star ingredient, bringing warm spice to both the filling and a sprinkle on top.
- Eggs - Binds the dough together and adds moisture; essential for texture.
- Salt - A pinch enhances all the flavors and balances the sweetness.
For the Cinnamon Sugar Filling
- Softened Butter - Creates a creamy base for the filling; key to rich flavor.
- Brown Sugar - Adds sweetness and caramel notes to the filling; you can use light brown for a milder flavor.
- Flour - Helps to thicken the filling, ensuring it doesn't become too runny.
- Cinnamon - Essential for that beloved cinnamon roll flavor; adjust to taste.
- Salt - Just a dash to enhance the overall sweetness and flavor depth.
These Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling are sure to become a beloved recipe in your kitchen, bringing the essence of homemade comfort food right to your table!
How to Make Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
Prepare Cinnamon Sugar Filling: In a mixing bowl, combine softened butter, brown sugar, flour, cinnamon, and a pinch of salt. Mix until smooth, then chill in the freezer for 10 minutes to firm up.
Make Cookie Dough: Cream together the unsalted butter and granulated sugar in a large bowl until light and fluffy. Add in the egg and vanilla extract, mixing until well-combined.
Combine Dry Ingredients: In another bowl, whisk together the all-purpose flour, baking powder, cornstarch, and salt. Gradually mix these dry ingredients into the wet mixture until just combined-avoid over-mixing!
Layering Dough: Divide the cookie dough in half. Spread one half into the bottom of the mixing bowl, sprinkle half of the chilled cinnamon sugar filling over it, then add the second half of the dough, followed by the remaining filling. Gently fold to create swirls.
Form Cookies: Scoop the dough into 2-tablespoon portions and roll into balls. Place them on a baking sheet and freeze for 10 minutes to firm them up for perfect baking.
Bake: Preheat your oven to 350°F (175°C). Arrange the cookie dough balls on parchment-lined baking sheets, leaving space between them. Bake for 10-12 minutes until the edges turn golden while the centers remain soft.
Cool and Garnish: Allow the cookies to cool on the baking sheet for a few minutes, then transfer them to a wire rack. Optionally, dust with powdered sugar or drizzle with a glaze before serving to enhance their sweetness!
Optional: Try to add a sprinkle of chopped nuts on top for added crunch!
Exact quantities are listed in the recipe card below.

What to Serve with Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling?
Warm your heart and home with delightful pairings alongside these enchanting cookies.
Rich Coffee: The deep flavors of a freshly brewed cup of coffee complement the sweet, buttery notes of the cookies, elevating your afternoon treat.
Spiced Chai Tea: The aromatic spices in chai enhance the cinnamon swirls, creating a cozy, soothing experience perfect for a chilly day.
Creamy Vanilla Ice Cream: A scoop of vanilla ice cream melting over the warm cookies brings a comforting contrast of temperatures and textures, enhancing each bite.
Fresh Fruit Salad: A light, refreshing mix of seasonal fruits offers a vibrant, tangy counterpart to the sweet and spicy flavor of the cookies.
Scrambled Eggs: For a brunch spread, savory scrambled eggs balance the sweetness of the cookies, turning your meal into a delightful combination of flavors.
Warm Milk with a Dash of Cinnamon: Sip on warm milk dusted with cinnamon for a comforting drink that ties beautifully to the cinnamon rolls theme.
Variations & Substitutions for Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
Don’t hesitate to get creative with your cookie-making and explore delightful twists that will surprise your taste buds!
- Gluten-Free: Use a 1:1 gluten-free flour blend to make these cookies suitable for gluten-sensitive friends. They'll still be joyfully soft!
- Dairy-Free: Substitute unsalted butter with coconut oil or a vegan butter alternative for a dairy-free version that doesn't skimp on flavor.
- Nutty Delight: Add chopped pecans or walnuts to the cookie dough for a crunchy texture that enriches the cinnamon goodness.
- Spicy Twist: Mix in some nutmeg or ginger for an exciting flavor profile that adds warmth and depth to your cookies.
- Cocoa Variation: For chocolate lovers, gently fold in cocoa powder into the batter while creating the dough for a chocolatey spin on the classic flavor.
- Frosted Option: Top warm cookies with a creamy cream cheese frosting to enhance richness and create a decadent treat everyone will adore.
- Zesty Citrus: Incorporate citrus zest (like lemon or orange) into the dough for a refreshing brightness that contrasts beautifully with the cinnamon.
- Extra Cinnamon Swirls: Increase the cinnamon in the filling for those who crave even more cinnamon flavor to envelop every bite with warmth and sweetness.
Experimenting with these variations will give your Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling a delightful new twist and keep your baking routine fun!
Make Ahead Options
These Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling are perfect for busy home cooks looking to save time! You can prepare the cookie dough and freeze it in balls up to 3 days in advance, ensuring fresh cookies whenever you need a sweet treat. To do this, shape the dough into balls and place them on a baking sheet, then freeze until solid before transferring them to an airtight container or freezer bag. When you’re ready to bake, simply arrange them on a parchment-lined baking sheet while still frozen, and bake for an additional minute or two. This method keeps the cookies just as delicious and ensures you can enjoy warm, comforting flavors with minimal effort!
Helpful Tricks for Soft Cinnamon Roll Sugar Cookies
Chill Thoroughly: Always chill the dough balls before baking; this helps maintain their shape and ensures soft centers, essential for Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling.
Soft Butter: Make sure your butter is softened but not melted; this creates the ideal texture for your cookie dough and filling.
Visual Signals: Look for golden edges and slightly soft centers when baking; this means your cookies are just about perfect!
Avoid Overmixing: Gently mix the dough to avoid tough cookies. Overworking the mixture can ruin that soft, tender texture you want.
Store Properly: Keep your cookies in an airtight container at room temperature for up to 3-4 days, preserving their freshness and comfort.
How to Store and Freeze Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
- Room Temperature: Store cookies in an airtight container at room temperature for up to 3-4 days to maintain their softness and flavor.
- Fridge: If you prefer, you can refrigerate cookies in an airtight container, which extends their freshness for about 5-7 days but may slightly alter the texture.
- Freezer: Freeze the unbaked dough balls in a single layer on a baking sheet, then transfer to a freezer bag. They can be frozen for up to 3 months.
- Reheating: To enjoy soft cookies from the freezer, bake directly from frozen, increasing the baking time by 1-2 minutes. Enjoy warm, freshly baked Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling anytime!

Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling Recipe FAQs
What type of butter should I use for the cookies?
I recommend using unsalted butter to control the salt level in your cookies, giving you a rich, buttery flavor. However, you can substitute with salted butter, just be sure to reduce the amount of added salt in the recipe.
How should I store my cookies?
Store the Soft Cinnamon Roll Sugar Cookies in an airtight container at room temperature for up to 3-4 days to maintain their softness. If you prefer a longer shelf life, you can refrigerate them for 5-7 days, though this may slightly change their texture.
Can I freeze the cookie dough?
Absolutely! To freeze the unbaked dough, scoop the portions onto a baking sheet and freeze them in a single layer. Once frozen, transfer the dough balls to a freezer bag, and they can be kept for up to 3 months. When you're ready to bake, simply pop them in the oven directly from the freezer, but add 1-2 extra minutes to the baking time.
What if my cookies turn out tough?
To achieve that tender texture, avoid overmixing the dough. Gently combine your ingredients until just mixed. Additionally, ensure that your butter is softened, not melted, as that can impact the cookie's texture, leading to tougher results.
Are these cookies suitable for people with allergies?
While these cookies are a delicious treat, they do contain common allergens, such as eggs and gluten from all-purpose flour. For those with gluten sensitivities, I suggest using a gluten-free flour blend that includes xanthan gum. Always be sure to check all ingredient labels for potential cross-contamination with allergens.
How can I make my cookies even more delicious?
For an extra flavor kick, feel free to incorporate chopped nuts, like pecans or walnuts, into the dough or use cream cheese frosting instead of powdered sugar for a richer topping. Also, trying out different spices like nutmeg or pumpkin spice can add seasonal flair to these delightful treats!

Deliciously Soft Cinnamon Roll Sugar Cookies with Swirls
Ingredients
Equipment
Method
- Prepare Cinnamon Sugar Filling: In a mixing bowl, combine softened butter, brown sugar, flour, cinnamon, and a pinch of salt. Mix until smooth, then chill in the freezer for 10 minutes to firm up.
- Make Cookie Dough: Cream together the unsalted butter and granulated sugar in a large bowl until light and fluffy. Add in the egg and vanilla extract, mixing until well-combined.
- Combine Dry Ingredients: In another bowl, whisk together the all-purpose flour, baking powder, cornstarch, and salt. Gradually mix these dry ingredients into the wet mixture until just combined—avoid over-mixing!
- Layering Dough: Divide the cookie dough in half. Spread one half into the bottom of the mixing bowl, sprinkle half of the chilled cinnamon sugar filling over it, then add the second half of the dough, followed by the remaining filling. Gently fold to create swirls.
- Form Cookies: Scoop the dough into 2-tablespoon portions and roll into balls. Place them on a baking sheet and freeze for 10 minutes to firm them up for perfect baking.
- Bake: Preheat your oven to 350°F (175°C). Arrange the cookie dough balls on parchment-lined baking sheets, leaving space between them. Bake for 10-12 minutes until the edges turn golden while the centers remain soft.
- Cool and Garnish: Allow the cookies to cool on the baking sheet for a few minutes, then transfer them to a wire rack. Optionally, dust with powdered sugar or drizzle with a glaze before serving to enhance their sweetness!

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