Oh my goodness, do you ever get those cravings? The ones that hit you right in the middle of the afternoon, or maybe it’s late at night when you’re supposed to be sleeping, and all you can think about is something sweet and delicious? Well, I do! And honestly, that’s how these amazing Cinnamon Roll Sugar Cookie Cups were born. It all started with a simple sugar cookie craving and a serious love for cinnamon rolls. I’ve been baking for years – you know, that feeling of pure joy when the scent of something amazing fills the kitchen? These cookie cups are my latest and greatest baking adventure!
I set out to create the easiest dessert that combines two of the best treats ever. I’ve always loved baking, especially when I get to experiment in the kitchen and bring my favorite flavors together. I have played with sugar cookies and cinnamon rolls for years, and I am so excited to finally share this recipe with you.

Why You’ll Love These Cinnamon Roll Sugar Cookie Cups
Honestly, these Cinnamon Roll Sugar Cookie Cups are a dream come true! Here’s why you’re going to fall head over heels for them, just like I did:
- Quick & Easy: Seriously, you can whip these up in about 30 minutes. Perfect for those last-minute dessert cravings!
- Flavor Explosion: Imagine soft, buttery sugar cookies infused with warm, cozy cinnamon roll goodness. Pure bliss!
- Pretty as a Picture: They’re adorable! Perfectly portioned and oh-so-cute, they’re sure to impress anyone.
- Perfect for Any Occasion: From a sweet treat for movie night to a fun addition to a brunch spread, these are always a hit.
Trust me, these are going to become a new favorite real quick!

Ingredients for the Irresistible Cinnamon Roll Sugar Cookie Cups
Alright, so here’s what you’ll need to make these crazy-good Cinnamon Roll Sugar Cookie Cups! Don’t worry, the list isn’t too long, and I bet you probably have most of it already! You’ll need one box of sugar cookie mix – whatever brand you like, I’m not picky! You’ll also need half a cup of softened unsalted butter. Grab one large egg and ¼ cup of milk. For the cinnamon roll part, you’ll need ½ cup packed brown sugar, 2 teaspoons of ground cinnamon. Finally for the frosting, you’ll need ½ cup of powdered sugar, 2 tablespoons of milk, and ½ teaspoon of vanilla extract.

Equipment Needed to Bake Your Cinnamon Roll Sugar Cookie Cups
Okay, so before we jump in, you’ll need a few kitchen essentials. Don’t worry, nothing too fancy, I promise! You’ll need a couple of mixing bowls to get started, a good set of measuring cups and spoons, and a muffin tin – and that’s pretty much it! Oh, and maybe a whisk would be handy too. You’re set!

Step-by-Step Instructions: Creating the Perfect Cinnamon Roll Sugar Cookie Cups
Alright, friends, let’s get baking! These Cinnamon Roll Sugar Cookie Cups are seriously easy, but I’ll walk you through it step-by-step so they come out perfectly every single time. Don’t worry, even if you are a beginner, you got this!
Preheat That Oven!
First things first: you gotta preheat your oven. Crank that baby up to 350°F (175°C). Seriously, don’t skip this step! It’s super important to get the cookies evenly cooked and perfect.
Mixing the Cookie Dough
Now, grab a big bowl (or several!) and dump in your sugar cookie mix. Add in the softened butter, the egg, and the milk. Get your hands in there and mix it all up. You can use a spoon or a mixer, but I usually just go with my hands – it’s the most fun! Mix until a soft dough forms.
Muffin Tin Magic
Next up, lightly grease your muffin tin with cooking spray. Then, take a bit of the dough and press it into each muffin cup. Now, here’s a little trick: make sure you press the dough up the sides a bit to form little cups. This is where the magic happens!
Cinnamon Sugar Swirl
In a separate bowl, whisk together your brown sugar, cinnamon, and cut the cold butter into pieces. This mixture is going to be so delicious! Sprinkle that cinnamon-sugar goodness generously over the cookie dough-filled cups in the muffin tin. Don’t be shy here – that’s where the cinnamon roll flavor comes from!
Baking Time!
Pop the muffin tin into the preheated oven and bake for 15-20 minutes. Keep an eye on them! You want the edges to be golden brown, and the center set. You may feel tempted too soon, but resist!
Cooling is Key
Once they’re out of the oven, let them cool in the muffin tin for about 10 minutes. Then, carefully transfer them to a wire rack to cool completely. This part is important, so you don’t burn your fingers! You really don’t want to skip this step, okay?
Frosting Finale
While those babies are cooling, it’s time to make your simple frosting. In a bowl, whisk that powdered sugar, milk, and vanilla extract until smooth. You’re aiming for that perfect drizzle-able consistency. Once the cookie cups are completely cool, drizzle them with that yummy frosting. Ta-da! Let the frosting set up a bit before enjoying.. or, you know, dive right in!
Ingredient Notes and Substitutions for Cinnamon Roll Sugar Cookie Cups
Okay, let’s chat about a few of those ingredients because, hey, sometimes you need a little swap-around action, right? You know I always try to make my recipes flexible! First off: the sugar cookie mix. Seriously, use whatever brand you love. I usually go with a classic, but don’t be afraid to experiment! If you’re gluten-free, no problem; just use a gluten-free sugar cookie mix and you’re good to go.
Cinnamon Considerations
And the cinnamon? Fresh is always best, but if you only have the stuff in the shaker, that works too! I like to use a good quality cinnamon for the best flavor. I keep a few different types in my spice rack, some from overseas and some local. Don’t be afraid to try some different brands and find what your family loves. My personal preference? Something with a bit of a kick!
If you’re not a fan of milk, or are just out, you can always substitute the milk in the dough for buttermilk or even heavy cream for a richer flavor. I’ve done it!
Tips for Success: Achieving the Best Cinnamon Roll Sugar Cookie Cups
Listen, even the best of us stumble sometimes in the kitchen! But don’t you worry, I’ve got a few tricks up my sleeve to help you make these Cinnamon Roll Sugar Cookie Cups perfect every single time. Honestly, the biggest thing is not to overbake them – I learned that the hard way, many batches ago. You want them to be set around the edges, but still soft and slightly underdone in the center. Trust me!
Want to stop your cookie cups from sticking to the muffin tin? Always grease the pan generously! You can use cooking spray, but I’m a butter kind of girl myself. Also, make sure your butter is at room temperature. Also, don’t skip the cooling time! It’s so tempting to dive right in, but letting them cool ensures they set up properly and the frosting doesn’t melt everywhere.
Make-Ahead & Freezer Tips for Your Cinnamon Roll Sugar Cookie Cups
Okay, so you want to get ahead of the game, huh? Smart move! These Cinnamon Roll Sugar Cookie Cups are perfect for making ahead of time. You can absolutely bake them, let them cool completely, then freeze them in an airtight container for up to a month. To thaw, just let them sit at room temperature for a couple of hours.
You can also freeze the unbaked cookie cups! Assemble the cookie cups in the muffin tin and freeze them until solid. Then, pop them out, and store the frozen dough cups in a freezer bag. When you’re ready to bake, just pop them in the oven (you may need to add a few minutes to the baking time). Easy peasy!
Variations to Spice Up Your Cinnamon Roll Sugar Cookie Cups
Okay, so you think these Cinnamon Roll Sugar Cookie Cups are amazing already? Well, get ready, because we can totally take them to the next level! I love to mix things up! For the cookie dough, you can try adding a handful of chocolate chips – hello, chocolate cinnamon roll goodness! Or, how about swapping out the vanilla extract in the frosting for almond or maple extract? Ooh, delicious!
And if you’re a nut-lover like me, add some chopped pecans or walnuts to the cinnamon sugar mixture! The possibilities are endless, so get creative and have fun!
Nutritional Information for Cinnamon Roll Sugar Cookie Cups
Okay, so here’s the deal: the nutritional information below is just an estimate. It can vary depending on the specific ingredients you use and the brands, you know? But, hey, it’ll give you a general idea. Just remember, these treats are delicious, and everything in moderation, right?
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Cinnamon Roll Sugar Cookie Cups
- Total Time: 40 min
- Yield: 12 servings 1x
- Diet: Vegetarian
Description
These sugar cookie cups are filled with cinnamon roll flavor.
Ingredients
- 1 box sugar cookie mix
- 1/2 cup unsalted butter, softened
- 1 large egg
- 1/4 cup milk
- 1/2 cup brown sugar
- 2 teaspoons ground cinnamon
- 1/4 cup unsalted butter, cold and cut into pieces
- 1/2 cup powdered sugar
- 2 tablespoons milk
- 1/2 teaspoon vanilla extract
Instructions
- Preheat your oven to 350°F (175°C).
- In a bowl, mix together the sugar cookie mix, softened butter, egg, and milk.
- Press the dough into a muffin tin.
- In a separate bowl, combine brown sugar and cinnamon. Cut in cold butter.
- Sprinkle the cinnamon sugar mixture over the cookie dough.
- Bake for 15-20 minutes.
- Let cool.
- Make the frosting by mixing powdered sugar, milk, and vanilla extract.
- Drizzle frosting over the cookie cups.
Notes
- You can add a pinch of salt to the cookie dough for extra flavor.
- For a richer flavor, use brown butter.
- Prep Time: 20 min
- Cook Time: 20 min
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cup
- Calories: 250
- Sugar: 25g
- Sodium: 150mg
- Fat: 12g
- Saturated Fat: 7g
- Unsaturated Fat: 4g
- Trans Fat: 0g
- Carbohydrates: 35g
- Fiber: 1g
- Protein: 3g
- Cholesterol: 30mg
Keywords: cinnamon rolls, sugar cookies, cookie cups, dessert, baking