Name: Indulge in Soft and Chewy Cinnamon Roll Sugar Cookies Today
Prep time: 30 min
Cook time: 12 min
Total time: 72 min
Ingredients: 1 cup Unsalted Butter (softened); 1 cup Granulated Sugar; 1 large Egg; 1 tsp Vanilla Extract; 2 cups All-Purpose Flour; 1 tbsp Baking Powder; ½ tsp Salt (to enhance sweetness and balance flavors); ½ cup Brown Sugar; 2 tbsp Ground Cinnamon (star ingredient); 1 cup Confectioners' Sugar; 1-2 tbsp Milk (non-dairy alternative optional); ½ tsp Vanilla Extract (to enhance icing flavor)

Jump to Recipe Print Recipe

As I took a lazy afternoon stroll through a quaint bakery, the sweet, cozy smell of cinnamon wafted through the air, instantly reminding me of home. This moment inspired my recipe for Soft and Chewy Cinnamon Roll Sugar Cookies. These delightful cookies combine the comforting texture of a classic sugar cookie with the delicious swirl of cinnamon rolls, resulting in a treat that warms the heart. Not only are they perfect for satisfying those sweet cravings, but they also offer a fun twist on traditional dessert options with a creamy icing that takes them to the next level. With just 120 calories each, these guilt-free cookies invite you to indulge without hesitation. Are you ready to create a batch that fills your home with irresistible aromas? Let’s get started!

Why You’ll Crave These Cookies

Comforting Combination: Soft and chewy, these cookies combine the best of classic sugar cookies and warm cinnamon rolls, alluring both sweet and spice lovers.

Quick to Prepare: Time-saving and straightforward, you can whip up a batch in under an hour, making them perfect for unexpected guests or late-night cravings.

Irresistible Icing: Creamy icing drizzled on top adds a touch of decadence that transforms these cookies into a delightful treat.

Versatile Variations: Customize easily! Mix in nuts for crunch or swap in raisins for a chewy twist.

Crowd-Pleasing: Perfect for gatherings, these cookies are a guaranteed hit at parties, book clubs, or coffee dates—your guests will be asking for the recipe!

Pair them with a cup of coffee or tea, just like my Lemon Raspberry Cookies for an unforgettable dessert experience!

Soft and Chewy Cinnamon Roll Sugar Cookies Ingredients

For the Cookies
• All-Purpose Flour – Provides structure and chewiness; consider using a 1:1 gluten-free blend for cookies.
• Baking Powder – Acts as a leavening agent to ensure a light rise in your cookies.
• Salt – Enhances sweetness and balances flavors beautifully.
• Unsalted Butter (1 cup) – Adds richness and creates a tender crumb; use vegetable shortening for a dairy-free alternative.
• Granulated Sugar (1 cup) – Sweetens the dough and contributes to those crisp edges.
• Large Egg – Serves as a binder, providing moisture and that tender chew.
• Vanilla Extract (1 tsp) – Enhances the flavor with aromatic depth.

For the Cinnamon Filling
• Brown Sugar (½ cup) – Adds moisture and caramel notes, replicating that cinnamon roll essence.
• Ground Cinnamon (2 tbsp) – This is the star ingredient, providing the signature warm spice flavor.

For the Icing
• Confectioners’ Sugar (1 cup) – The base for the icing brings a sweet, creamy finish to your cookies.
• Milk (1–2 tbsp) – Thin the icing to your desired drizzle consistency; feel free to use non-dairy milk as a substitute.
• Vanilla Extract (½ tsp) – Elevates the flavor of the icing, making it extra delectable.

With these Soft and Chewy Cinnamon Roll Sugar Cookies ingredients in hand, you’re just a whisk and a few steps away from creating a delightful treat that will warm your heart and home!

Step‑by‑Step Instructions for Soft and Chewy Cinnamon Roll Sugar Cookies

Step 1: Preheat the Oven and Prepare Baking Sheets
Begin by preheating your oven to 350°F (175°C). While it warms up, take two baking sheets and line them with parchment paper. This will prevent the cookies from sticking and help them bake evenly. The more prepared you are now, the smoother your cookie-making process will be later!

Step 2: Whisk Dry Ingredients
In a medium bowl, combine the all-purpose flour, baking powder, and salt. Whisk them together until they are thoroughly mixed. This step is crucial as it ensures that your Soft and Chewy Cinnamon Roll Sugar Cookies will rise evenly and have a balanced flavor. Set this bowl aside as we move on to the next step.

Step 3: Cream Butter and Sugar
In a large mixing bowl, cream together the softened unsalted butter and granulated sugar using an electric mixer on medium speed for about 2-3 minutes. You want the mixture to become light and fluffy, which indicates that plenty of air has been incorporated. This will help achieve the tender texture that makes your cookies so delightful.

Step 4: Add Egg and Vanilla
Beat in one large egg and one teaspoon of vanilla extract with the creamed butter and sugar until everything is well combined. Mix on low speed for an additional minute. The mixture should appear smooth and cohesive, creating a rich base for your Soft and Chewy Cinnamon Roll Sugar Cookies.

Step 5: Incorporate Dry Ingredients
Gradually add the dry ingredient mixture into the wet ingredients, stirring gently until just combined. Be careful not to overmix, as you want to keep the cookies soft and chewy. Once the flour disappears into the dough, you’ll know it’s ready for the next flavorful addition!

Step 6: Prepare Cinnamon Filling
In a small bowl, combine the brown sugar and ground cinnamon for the filling. Mix these two ingredients together until evenly distributed. This aromatic combination will bring that enchanting cinnamon roll essence to your cookies. Set this bowl aside as we prepare to roll out the dough.

Step 7: Roll Out the Dough
Lightly flour a clean surface and roll out the cookie dough into a rectangle about ¼ inch thick. This step is essential for achieving the perfect swirl in your cookies. If the dough is too sticky, sprinkle a little more flour to help it manage better.

Step 8: Sprinkle Cinnamon Filling
Evenly sprinkle your prepared cinnamon filling over the rolled-out dough, ensuring every inch is covered. This delightful addition will create the signature cinnamon roll flavor in each bite of your Soft and Chewy Cinnamon Roll Sugar Cookies.

Step 9: Roll and Chill the Dough
Starting from the longest edge, carefully roll up the dough into a tight log. Once rolled, wrap it in plastic wrap and chill in the refrigerator for at least 30 minutes. Chilling is crucial for helping the cookies hold their shape during baking, resulting in beautifully formed rounds.

Step 10: Slice and Place on Sheets
After chilling, remove the log from the refrigerator and slice it into ¼ inch thick rounds. Place these slices onto your prepared baking sheets, leaving enough space between each one to allow for spreading. Your anticipation will build as they start taking shape!

Step 11: Bake the Cookies
Bake the cookies in your preheated oven for 10-12 minutes, or until the edges are lightly golden. This is when the delightful aroma of cinnamon rolls will fill your kitchen! Keep a close eye on them to avoid overbaking; you want them soft and chewy in the center.

Step 12: Cool on a Wire Rack
Remove the baking sheets from the oven and let the cookies cool on them for a few minutes before transferring them to a wire rack to cool completely. This step allows the cookies to set while still preserving their soft and chewy texture.

Step 13: Make the Icing
In a medium bowl, whisk together the confectioners’ sugar, milk, and vanilla extract until the mixture is smooth and creamy. Adjust the milk to achieve your desired drizzle consistency. This icing is the finishing touch that will take your Soft and Chewy Cinnamon Roll Sugar Cookies to the next level!

Step 14: Drizzle Icing Over Cookies
Once the cookies are completely cool, generously drizzle the icing over them. Let it set for a few moments, allowing the sweetness to meld beautifully with the cinnamon flavor. Now your delicious cookies are ready to be enjoyed!

Make Ahead Options

These Soft and Chewy Cinnamon Roll Sugar Cookies are perfect for meal prep, allowing you to enjoy the sweet, comforting flavors without the last-minute rush! You can prepare the cookie dough up to 24 hours in advance; simply roll it into a log, wrap it tightly, and store it in the refrigerator. The cinnamon filling can also be mixed ahead of time and stored in an airtight container, ready for when you are. When you’re ready to bake, just slice the chilled dough and bake as directed for cookies that are just as delicious and fresh as if you made them on the spot! This time-saving tip ensures you can enjoy these delightful cookies anytime with minimal effort.

Soft and Chewy Cinnamon Roll Sugar Cookies Variations

Feel free to get creative with these Soft and Chewy Cinnamon Roll Sugar Cookies and make them uniquely yours!

Gluten-Free: Use a 1:1 gluten-free flour blend instead of all-purpose flour for a delicious gluten-free option.
Vegan: Swap out the butter for coconut oil and the egg for a flax egg to make these cookies vegan-friendly.
Nutty Twist: Add chopped pecans or walnuts into the cookie dough for a delightful crunchy texture. Nuts pair perfectly with the sweet and spicy cinnamon flavors.
Raisin Replacement: For a chewy addition, consider swapping the cinnamon filling with raisins or even dried cranberries for a fruity surprise.
Pumpkin Spice: Incorporate pumpkin pie spice instead of cinnamon for a fall-inspired twist that evokes the cozy vibes of autumn.
Chocolate Chip Delight: Fold in mini chocolate chips into the dough for a delightful chocolatey surprise in each bite; they’ll complement the sweetness beautifully.
Cream Cheese Icing: Elevate your cookie icing by using cream cheese instead of confectioners’ sugar for a tangy, rich layer on top. It adds a luscious bite that tastes like a cinnamon roll!
Heat It Up: For a spicy kick, add a pinch of cayenne pepper to the cinnamon filling. It adds a surprising heat that balances with the sweetness perfectly.

Whichever variation you choose, you can create something special that resonates with your tastes! Don’t forget to enjoy these amazing treats with a lovely cup of tea or coffee, just like my delicious California Roll Cucumber for a delightful afternoon snack!

Expert Tips for Soft and Chewy Cinnamon Roll Sugar Cookies

Chill for Shape: Ensure proper chilling time for your rolled dough to cut clean slices; this prevents them from spreading too much during baking.

Watch Closely: Monitor baking closely—remove cookies when edges are golden but centers remain soft for that classic chewy texture.

Perfectly Sticky: If your dough is too sticky, gradually add more flour while mixing until it reaches a manageable consistency.

Mix Well: Don’t overmix after adding dry ingredients; mix just until incorporated to keep your cookies soft and chewy.

Icing Consistency: Adjust the milk in your icing gradually to achieve your desired drizzle consistency—it should flow easily without being too runny.

Now you’re all set to create the perfect batch of Soft and Chewy Cinnamon Roll Sugar Cookies that will delight your friends and family!

Storage Tips for Soft and Chewy Cinnamon Roll Sugar Cookies

Room Temperature: Store cookies in an airtight container at room temperature for up to 1 week to maintain their soft and chewy texture.

Fridge: If you prefer longer freshness, keep the cookies in the fridge in a sealed container for up to 2 weeks; allow them to come to room temperature before serving.

Freezer: For longer storage, freeze the cookies in a single layer on a baking sheet, then transfer to a freezer-safe bag once frozen. They can be stored for up to 3 months.

Reheating: To refresh frozen or refrigerated Soft and Chewy Cinnamon Roll Sugar Cookies, microwave them for about 10-15 seconds for a warm, just-baked feel before enjoying!

What to Serve with Soft and Chewy Cinnamon Roll Sugar Cookies

Every delightful bite of these cookies could be a part of a wonderful meal tradition filled with warmth and joy.

Creamy Mashed Potatoes: The buttery richness and smooth texture provide a comforting contrast, making every bite an indulgence.
Warm Chai Tea: This fragrant beverage with spices complements the cinnamon flavor beautifully, creating an inviting experience.
Vanilla Ice Cream: The cool, creamy sweetness melts into the soft cookie, crafting a heavenly combination that’s simply irresistible.
Fresh Fruit Salad: Bright, juicy fruits add a burst of color and freshness, balancing the sweetness of the cookies.
Coffee or Espresso: Rich and bold, coffee pairs perfectly to enhance the sweetness of the cookies while providing a satisfying pick-me-up.
Cream Cheese Frosting: A richer creamy spread elevates these cookies to new heights, reminiscent of classic cinnamon rolls. Engage in frosting your cookies for an interactive and delicious treat experience!

Soft and Chewy Cinnamon Roll Sugar Cookies Recipe FAQs

What is the best way to select ripe ingredients for my cookies?
Absolutely! For optimal flavor and texture, ensure your butter is softened to room temperature (but not melted), allowing it to cream properly with sugars for lightness. Use fresh ground cinnamon to enhance the aromatic quality of the cookies.

How do I store Soft and Chewy Cinnamon Roll Sugar Cookies?
To keep your cookies fresh, store them in an airtight container at room temperature for up to one week. This will maintain their delightful softness and chewiness. If you’re looking to extend their shelf life, consider placing them in the fridge for up to two weeks, but do let them return to room temperature before serving for the best experience.

Can I freeze Soft and Chewy Cinnamon Roll Sugar Cookies?
Absolutely! To freeze these cookies, first, lay them in a single layer on a baking sheet and place them in the freezer until solid, which usually takes about 1-2 hours. Once frozen, transfer the cookies to a freezer-safe bag or container. They can be stored in the freezer for up to 3 months. For the best results, thaw them in the refrigerator overnight before enjoying, or microwave them for 10-15 seconds to warm them up.

What should I do if my cookie dough is too sticky?
If you find your dough is too sticky to handle, don’t worry! Gradually add a little more flour, about a tablespoon at a time, and mix until the dough becomes manageable. Be careful not to overmix, as this can make the cookies tough. The key is to reach a consistency that allows for rolling without sticking excessively to your hands or the surface.

Are these cookies suitable for those with dietary allergies?
Great question! These cookies contain gluten and dairy, but there are swaps that can make them suitable for some dietary needs. You can easily substitute all-purpose flour with a 1:1 gluten-free blend. For those with dairy allergies, use vegetable shortening in place of butter and try a non-dairy milk for the icing. Always check for individual ingredient allergies before baking!