Oh, you guys, get ready because I’m about to spill the beans on cookies that are seriously just pure magic in every bite! Imagine your absolute favorite cozy cinnamon roll, but in the perfect, tender sugar cookie form, complete with that irresistible gooey cinnamon swirl right in the middle. That’s exactly what these Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling are all about. I’ve spent ages tweaking this recipe because, honestly, I wanted that nostalgic cinnamony goodness without all the fuss of rolling out actual cinnamon rolls. And let me tell you, these hit the spot every single time. They’re perfect for when you crave something sweet and comforting, like a warm hug from your kitchen. Trust me, they’ll become your go-to for holidays, bake sales, or just because you deserve a little treat!
Why You’ll Love These Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
These cookies are seriously the best of both worlds! You get that comforting, melt-in-your-mouth texture of a perfect sugar cookie, but with the incredible, warm spiced flavor of a cinnamon roll baked right inside. That swirly filling? Pure magic! Plus, they look so beautiful and festive with those cinnamon spirals peeking through. And honestly, they’re surprisingly easy to whip up. Even though they look fancy, the steps are totally manageable, especially after the dough gets a nice chill. They’re honestly perfect for any occasion, from a cozy afternoon treat to adding a little extra sparkle to your holiday cookie platters.
Gather Your Ingredients for Soft Cinnamon Roll Sugar Cookies
Alright, let’s get our ingredients ready for these amazing cookies! The secret to their incredible flavor and texture really comes down to using good quality stuff. So, for the main cookie part, you’ll need 1 cup (that’s 2 sticks!) of unsalted butter that’s been softened just right – not melted, but soft enough to make an indent with your finger. We’ll also grab 1 1/2 cups of granulated sugar, 2 large eggs, and 1 teaspoon of pure vanilla extract to make them nice and rich. For the dry stuff, we’re looking at 3 cups of all-purpose flour, 1 teaspoon of baking soda to give them a little lift, and 1/2 teaspoon of salt to balance everything out.
Now for that dreamy cinnamon swirl filling! You’ll want 1/2 cup of light brown sugar, packed down tight, and 2 tablespoons of ground cinnamon. And to make it all meld together perfectly, we’ll need 1/4 cup (which is half a stick) of unsalted butter, all melted down. Trust me, using good butter and pure vanilla makes such a difference here – it really lets those warm, cozy flavors shine through!
Step-by-Step Guide to Making Swirled Cinnamon Cookies
Okay, ready to get these beautiful cookies into the oven? It’s a little bit of a dance, but totally worth it! We’re going to go step-by-step to get that perfect swirl and amazing soft texture. Don’t worry, I’ll walk you through everything! If you’re looking for other easy baking adventures, check out this amazing banana bread recipe; it’s a family favorite!
Preparing the Cookie Dough Base
First things first, grab your biggest mixing bowl. You want to cream together that softened butter and granulated sugar until it’s super light and fluffy. This is where you get a lot of air into the dough, which helps make the cookies soft! Then, beat in your eggs, one at a time, making sure each one is fully mixed in before you add the next. Stir in that teaspoon of lovely vanilla extract. In a separate bowl, whisk together the flour, baking soda, and salt. Now, just gradually add those dry ingredients into the wet mixture. Mix until it’s *just* combined. Seriously, resist the urge to overmix here – we want tender cookies, not tough ones!
Creating the Swirled Cinnamon Filling
This is the fun part that gives us that amazing cinnamon roll flavor! In a small bowl, just mix together your packed light brown sugar and the ground cinnamon until it’s all nicely combined. This is going to be our gorgeous filling. Also, make sure you have your 1/4 cup of unsalted butter melted and ready to go. Easy peasy!
Assembling and Chilling Your Cinnamon Roll Inspired Cookies
Now comes the pretty part! Divide your cookie dough right in half, because we’re going to make two logs. On a lightly floured surface, take one half of the dough and roll it out into a rectangle. Think about 1/4 inch thick – not too thin, not too thick. Now, take about half of your melted butter and just brush it all over that rolled-out dough. Then, sprinkle about half of that cinnamon-sugar mixture evenly over the butter. Get it everywhere! The trick now is to roll it up tightly, starting from one of the long sides, like you’re making a jelly roll, to form a log. Don’t worry if it’s not perfect; it all bakes into deliciousness! Repeat all those steps with the other half of the dough, the rest of the butter, and the remaining cinnamon-sugar. Once you have your two beautiful logs, wrap them up super tight in plastic wrap. This step is SO important! You need to chill them in the fridge for at least an hour, or until they’re nice and firm. This makes them way easier to slice and stops them from spreading out like crazy in the oven.
Baking Your Soft and Chewy Cinnamon Cookies
Alright, once those dough logs are firm and chilly, it’s time to bake! Preheat your oven to 350°F (175°C). Line your baking sheets with parchment paper – this is a lifesaver for easy cleanup and keeping cookies from sticking. Take your chilled dough logs and carefully slice them into about 1/4-inch thick rounds. Place these pretty little swirls onto your prepared baking sheets, leaving about 2 inches between them because they will spread just a tiny bit. Pop them in the oven and bake for about 9 to 12 minutes. You’re looking for the edges to be lightly golden, but the centers should still look a little soft. That’s the secret to them staying soft and chewy! Let them cool on the baking sheets for about 5 minutes to firm up a bit before carefully transferring them to a wire rack to cool completely. Now, try not to eat them all at once!
Tips for the Best Soft Cinnamon Roll Sugar Cookies
Okay, so you’ve got the recipe, but let’s chat about a few little secrets to make sure these Soft Cinnamon Roll Sugar Cookies turn out absolutely spectacular every single time. It’s all about those little details!
- Butter Softness is Key: Remember how we talked about softened butter? This is HUGE. If your butter is too cold, it won’t cream properly, and if it’s too melty, your cookies will spread way too much. Aim for butter that’s pliable but still a little cool to the touch. It makes a world of difference for that perfect cookie texture!
- Don’t Overmix the Dough: Seriously, I can’t say this enough! Once you add the flour, mix *just* until it’s combined. A few little streaks of flour are totally fine. Overmixing develops the gluten too much, and that’s what leads to tough, rather than soft and chewy, cookies. We want tender!
- Chill Out! Chilling the dough logs in the fridge for at least an hour (or even longer!) is non-negotiable. It firms up the butter, making the dough easier to slice neatly without squishing. Plus, it helps prevent your beautiful swirls from spreading out too much in the oven. Patience here pays off big time!
- Watch for Those Golden Edges: When you’re baking, keep an eye on them. You want those edges to be just lightly golden brown. The centers should still look soft and maybe even a tiny bit underbaked. They’ll continue to cook a little on the hot baking sheet, and this is what guarantees that wonderfully soft and chewy finish.
- Quality Cinnamon Matters: For that authentic cinnamon roll flavor, try to use good quality ground cinnamon. It really makes a difference in that warm, spicy kick!
Ingredient Notes and Substitutions for Swirled Cinnamon Cookies
Okay, so let’s chat about these ingredients a bit! Sometimes, you might be missing something or just want to jazz things up, and I totally get that. For the main cookie dough, sticking to regular granulated sugar is best for that classic sugar cookie taste and texture. But if you’re feeling adventurous, maybe a sprinkle of brown sugar in the dough itself could add a little extra caramel note, though it might make them spread just a tad more.
Now, for that amazing cinnamon swirl, the light brown sugar is really where it’s at for that classic cinnamon roll vibe. If you only have dark brown sugar, it’ll work, but it might make the filling a bit richer and darker. And about the spices? Cinnamon is the star here, of course! But if you love that super cozy flavor, a tiny pinch of nutmeg or even a whisper of cardamom mixed in with the cinnamon could be divine. Think of pumpkin cookies like these amazing pumpkin ones – they love those warm spices too! Just remember, the less you tamper with the main dough ingredients, the more likely you are to get that perfect soft, chewy texture we’re aiming for.
Frequently Asked Questions about Cinnamon Roll Sugar Cookies
I know when you bake something new, questions pop up! Here are some things folks often ask about these Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling:
Can I make the dough for these cinnamon roll sugar cookies ahead of time?
Oh yes, totally! You can make the dough logs, wrap them up super well in plastic wrap, and keep them in the fridge for up to 3 days. This is great if you want to bake fresh cookies on demand. Just slice and bake when you’re ready! Freezing the logs works too, just thaw them in the fridge before slicing.
My swirled cinnamon cookies spread a lot. What went wrong?
Don’t you worry, it happens! Usually, spreading too much means the butter might have been too warm when you creamed it, or the dough wasn’t chilled long enough. Make sure your butter is softened, not melty, and absolutely give that dough at least an hour (or even longer!) in the fridge until it’s nice and firm before slicing and baking. That chilling step is crucial for keeping those gorgeous swirls intact!
How should I store these soft and chewy cinnamon cookies?
These cookies are best stored in an airtight container at room temperature. They’ll stay deliciously soft and chewy for about 3-5 days. If you stack them, maybe put a little parchment paper between layers to stop them from sticking, especially if you decide to add a glaze later on!
Can I skip chilling the dough for these cinnamon roll inspired cookies?
Honestly, I really don’t recommend skipping it. While it might be tempting to bake them right away, chilling the dough is what makes them bake up beautifully with those defined swirls and stop them from spreading into flat cookies. It really makes all the difference in getting that perfect soft cookie texture and pretty pattern!
Nutritional Information for Soft Cinnamon Roll Sugar Cookies
Just a friendly heads-up that this nutritional info is an estimate, okay? It can totally change depending on the brands you use and super precise measurements. But for one cookie, you’re looking at roughly 180 calories, with about 18g of sugar and 9g of fat. It gives you a good idea, but remember, homemade goodness is always worth it!
Share Your Soft Cinnamon Roll Sugar Cookies!
I just LOVE hearing from you all! If you whip up a batch of these delicious Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling, please let me know how they turned out. Drop a comment below, give the recipe a star rating, or even better, snap a pic and tag me on social media! I’d be thrilled to see your creations. Maybe they’ll join your other favorites like this pumpkin bread or this amazing apple crisp!
Print 
 Soft Cinnamon Roll Sugar Cookies with Swirled Cinnamon Filling
- Total Time: 1 hour 42 min
- Yield: 24 cookies 1x
- Diet: Vegetarian
Description
These soft, buttery sugar cookies are infused with the warm flavors of cinnamon and have a delightful cinnamon swirl filling, reminiscent of classic cinnamon rolls.
Ingredients
- 1 cup (2 sticks) unsalted butter, softened
- 1 1/2 cups granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 3 cups all-purpose flour
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- For the Filling:
- 1/2 cup packed light brown sugar
- 2 tablespoons ground cinnamon
- 1/4 cup (1/2 stick) unsalted butter, melted
Instructions
- Cream together the softened butter and granulated sugar in a large bowl until light and fluffy.
- Beat in the eggs one at a time, then stir in the vanilla extract.
- In a separate bowl, whisk together the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet ingredients, mixing until just combined. Do not overmix.
- In a small bowl, combine the brown sugar and cinnamon for the filling.
- Divide the cookie dough in half. Roll out one half of the dough on a lightly floured surface into a rectangle, about 1/4 inch thick.
- Brush the rolled-out dough with half of the melted butter. Sprinkle half of the cinnamon-sugar mixture evenly over the butter.
- Roll up the dough tightly, starting from one of the long sides, to form a log.
- Repeat steps 6-8 with the remaining dough, melted butter, and cinnamon-sugar mixture.
- Wrap both dough logs tightly in plastic wrap and refrigerate for at least 1 hour, or until firm.
- Preheat your oven to 350°F (175°C). Line baking sheets with parchment paper.
- Slice the chilled dough logs into 1/4-inch thick rounds.
- Place the cookie slices onto the prepared baking sheets, leaving about 2 inches between them.
- Bake for 9-12 minutes, or until the edges are lightly golden and the centers are still slightly soft.
- Let the cookies cool on the baking sheets for a few minutes before transferring them to a wire rack to cool completely.
Notes
- For extra flavor, you can add a simple glaze made with powdered sugar and milk.
- Ensure your butter is softened but not melted for the best cookie texture.
- Chilling the dough is crucial for easy slicing and to prevent excessive spreading during baking.
- Prep Time: 30 min
- Cook Time: 12 min
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 180
- Sugar: 18g
- Sodium: 75mg
- Fat: 9g
- Saturated Fat: 6g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 23g
- Fiber: 1g
- Protein: 2g
- Cholesterol: 30mg
 
  
 


