As I pulled these cinnamon rolls out of the oven, the air filled with a warm, nostalgic blend of sweet cinnamon and rich chocolate. But these aren’t just any cinnamon rolls; they’re Gooey Cinnamon Rolls with Oreos, giving a delightful twist to this classic brunch favorite. The beauty of this recipe is in its simplicity—perfect for a weekend breakfast yet indulgent enough to satisfy your most decadent cravings. With minimal prep time and an irresistible creamy glaze, this treat will have you ditching store-bought rolls for good. Why settle for ordinary when you can elevate your mornings with this scrumptious delight? What’s your favorite way to enjoy cinnamon rolls—warm and gooey, or drizzled lavishly in glaze?

Why Are These Cinnamon Rolls Irresistible?
Indulgent flavors await you with every bite of these cinnamon rolls! Enjoy a rich, gooey center filled with crushed Oreos, creating a delightful blend of classic and contemporary treats. Simplicity reigns supreme, making this recipe perfect for novice bakers and seasoned chefs alike. Pair them with a cup of coffee or warm milk for an exquisite breakfast experience. For more delicious homemade ideas, check out our Cider Cinnamon Rolls or Pumpkin Cinnamon Roll Muffins. You’ll find these gooey cinnamon rolls become a cherished addition to your brunch table!
Cinnamon Rolls with Oreos Ingredients
For the Dough
• Whole Milk – Provides moisture and activates yeast; use almond milk for a dairy-free option.
• Active Dry Yeast – Leavens dough to create fluffy rolls; ensure it’s fresh for best results.
• Granulated Sugar – Activates the yeast and sweetens the dough; can substitute with coconut sugar.
• Unsalted Butter – Adds richness and flavor; can replace with margarine for dairy-free.
• Large Eggs – Binds ingredients together and enriches dough texture; substitute with flax eggs for vegan.
• All-Purpose Flour – Gives structure to the rolls; use gluten-free flour for a gluten-free option.
• Kosher Salt – Enhances flavor and balances sweetness; regular salt can be used.
For the Filling
• Dark Brown Sugar – Adds depth and moisture to the filling; light brown sugar can substitute.
• Ground Cinnamon – Gives the characteristic flavor of cinnamon rolls; no substitutes necessary.
• Dutch Process Cocoa Powder – Enhances chocolate flavor in the filling; can substitute with regular cocoa powder.
• Crushed Oreos – Adds cookie flavor to the filling and glaze; use any chocolate sandwich cookie as an alternative.
For the Glaze
• Cream Cheese – Forms the base for the glaze; use vegan cream cheese for a plant-based option.
• Powdered Sugar – Sweetens the glaze; use a sugar substitute for a low-sugar version.
• Vanilla Extract – Enhances flavors in the glaze; use pure extract for best taste.
• Heavy Whipping Cream – Creates a moist base for the rolls during baking; use coconut cream for a dairy-free alternative.
Now you’re all set to gather these ingredients and whip up a batch of delightful Cinnamon Rolls with Oreos that will bring happiness to your kitchen!
Step‑by‑Step Instructions for Cinnamon Rolls with Oreos
Step 1: Activate Yeast
Warm 1 cup of whole milk to about 110°F, just warm enough to activate the yeast without killing it. In a small bowl, sprinkle 2 ¼ teaspoons of active dry yeast and 2 tablespoons of granulated sugar over the milk. Allow it to sit for about 10 minutes until it becomes foamy and bubbly, signaling that your yeast is ready for the dough.
Step 2: Make Dough
In a large mixing bowl, whisk together 4 cups of all-purpose flour, 1 teaspoon of kosher salt, and an additional ¼ cup of granulated sugar. Add the foamy yeast mixture, ¼ cup of melted unsalted butter, and 2 large eggs to the dry ingredients. Mix until combined, then knead the dough on a floured surface for about 5 minutes until it’s smooth and elastic.
Step 3: First Rise
Shape the dough into a ball and place it in a greased bowl. Cover the bowl with a clean kitchen towel, and set it in a warm spot in your kitchen. Let it rise for about 1 hour, or until it has doubled in size, giving you fluffy and soft cinnamon rolls.
Step 4: Prepare Filling
While the dough is rising, prepare your filling. In a medium bowl, mix together ½ cup of softened butter, ½ cup of dark brown sugar, 2 tablespoons of ground cinnamon, and 2 tablespoons of Dutch process cocoa powder until it’s a smooth paste. This rich filling will give your Cinnamon Rolls with Oreos a decadent chocolate twist.
Step 5: Roll Out Dough
Once the dough has risen, punch it down gently to release the air. Sprinkle flour on your countertop and roll out the dough into a rectangle approximately 14×18 inches and about ¼-inch thick. This will create the perfect canvas for your luscious filling and Oreo topping.
Step 6: Add Filling
Spread the prepared filling evenly across the rolled-out dough, leaving a small border around the edges. Next, sprinkle 1 cup of crushed Oreos evenly on top of the filling, ensuring that every bite will be infused with that delicious cookie flavor.
Step 7: Cut and Shape
Starting from the long side of the rectangle, carefully roll the dough tightly into a log shape. Slice the log into 12 equal strips, each about 1.5 inches thick. Place each roll into a greased 9×13 inch pan, cut side up, creating a beautiful spiral of gooey goodness.
Step 8: Second Rise
Cover the pan with a clean kitchen towel and let the rolls rise again for about 30-45 minutes in a warm area until they are plump and nearly touching each other. This second rise will help make your Cinnamon Rolls with Oreos extra tender and fluffy.
Step 9: Bake
Preheat your oven to 375°F. Once the rolls have risen, pour 1 cup of heavy whipping cream over them evenly, which will help keep them moist as they bake. Slide the pan into the oven and bake for 20-22 minutes, or until the rolls are golden brown and the cream has absorbed into the dough.
Step 10: Prepare Glaze
While the rolls are baking, whip up your glaze. In a mixing bowl, combine 4 ounces of softened cream cheese, ¼ cup of softened unsalted butter, 1 cup of powdered sugar, and 1 teaspoon of vanilla extract. Beat until smooth and creamy, then fold in ½ cup of crushed Oreos for that delightful cookie crunch.
Step 11: Finish Rolls
Once the Cinnamon Rolls with Oreos are out of the oven, let them cool for about 5-10 minutes. Drizzle the prepared cream cheese glaze generously over the warm rolls. If desired, sprinkle additional crushed Oreos on top for an extra touch of sweetness and texture before serving.

Expert Tips for Cinnamon Rolls with Oreos
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Fresh Yeast Matters: Always check the expiration date on your active dry yeast for optimal rising; stale yeast can result in dense rolls.
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Control the Temperature: When activating your yeast, use a thermometer to ensure the milk is at 110°F; too hot can kill the yeast, leading to flat rolls.
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Don’t Over-Knead: Knead the dough just until smooth and elastic; over-kneading can make it tough, ruining the gooeyness of your cinnamon rolls.
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Even Filling Distribution: Spread the filling evenly across the rolled dough for consistent flavor in every bite of your Cinnamon Rolls with Oreos.
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Bake Until Just Right: Keep an eye on the rolls while baking; they should be golden brown but slightly soft in the center for that perfect gooey texture.
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Glaze While Warm: Drizzle the glaze over the rolls while they’re still warm to allow it to melt slightly into the rolls, enhancing the deliciousness!
Make Ahead Options
These Cinnamon Rolls with Oreos are perfect for meal prep enthusiasts seeking a delicious morning treat! You can prepare the dough up to 24 hours ahead of time. After completing the first rise, tightly cover the dough and refrigerate it. When you’re ready to bake, allow it to come to room temperature for about 30 minutes, then proceed with the second rise. Additionally, you can mix the filling and glaze up to 3 days in advance and store them in airtight containers in the fridge. Just as delicious, these prepped components save you time on busy mornings. Finally, when it’s time to bake, don’t forget to pour the heavy cream over the rolls for that gooey, heavenly texture!
Cinnamon Rolls with Oreos Variations
Feel free to get creative with your Cinnamon Rolls; each twist can lead you to unexpected delight!
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Nutty Addition: Stir in chopped pecans or walnuts into the filling for a crunchy surprise.
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Chocolate-Chip Loaded: Add chocolate chips alongside crushed Oreos for an extra chocolatey explosion of flavor.
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Caramel Drizzle: Drizzle with warm caramel sauce after glazing for an irresistible sweet contrast.
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Mix & Match Cookies: Substitute Oreos with your favorite chocolate sandwich cookie, like Mint or Peanut Butter varieties, for a unique flair.
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Fruit Fusion: Incorporate dried fruits such as cranberries or cherries in the filling for a tart flavor balance.
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Spice It Up: Experiment with a pinch of cayenne or chili powder in your glaze for a surprising heat twist.
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Savory Twist: Swap a portion of the sugar in the dough for a savory herb-infused mixture, then fill with cheese, garlic, and crushed Oreos for a sweet-savory treat.
These variations can turn your Cinnamon Rolls with Oreos into something uniquely yours! If you adore cinnamon rolls, you might also enjoy our delightful Breakfast Rolls Packed or the decadent Cinnamon Roll Cupcakes. Enjoy the magic of homemade goodness!
What to Serve with Gooey Cinnamon Rolls with Oreos
Indulging in these sweet treats creates a perfect opportunity to elevate your breakfast into a feast for the senses.
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Fresh Fruit Salad: A light, refreshing mix of seasonal fruits can balance the rich sweetness of the cinnamon rolls. Try adding some citrus for a zesty kick!
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Coffee: A steaming cup of freshly brewed coffee brings out the warm, comforting spices, creating an ideal pairing for your morning indulgence.
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Whipped Cream: A fluffy dollop of homemade whipped cream adds a luscious, creamy texture that complements the gooey interior perfectly.
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Chocolate Milk: For a playful twist, serve these rolls alongside a glass of chocolate milk for a delicious fusion of flavors that kids and adults will love.
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Maple Syrup: Drizzle a touch of maple syrup over the rolls for added sweetness and a nostalgic flavor reminiscent of pancakes, enhancing the overall experience.
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Hash Browns: Crispy, golden hash browns provide a savory contrast that balances the sweetness of the rolls, creating a satisfying brunch spread.
These pairings create an unforgettable dining experience and elevate your Cinnamon Rolls with Oreos from a simple treat to a delightful breakfast affair!
How to Store and Freeze Cinnamon Rolls with Oreos
Room Temperature: Keep leftover cinnamon rolls in an airtight container for 1-2 days at room temperature to maintain their gooey texture.
Fridge: Store in the fridge for up to 5 days in a sealed container. Reheat rolls in the microwave for about 15-20 seconds for best results.
Freezer: For longer storage, freeze cinnamon rolls for up to 2 months. Wrap each roll tightly in plastic wrap and then in foil to prevent freezer burn.
Reheating: To enjoy, thaw overnight in the fridge and reheat in the microwave or oven until warm and gooey.

Cinnamon Rolls with Oreos Recipe FAQs
How do I select the best ingredients for Cinnamon Rolls with Oreos?
Absolutely! For the best results, choose whole milk that’s fresh and slightly warm for activating yeast. Look for active dry yeast that’s within its expiration date to ensure it works effectively. Try to select soft, unsalted butter for optimal flavor and texture, and pick Oreos that are fresh with no dark spots (indicating staleness) for the filling and topping.
What is the best way to store leftover Cinnamon Rolls with Oreos?
I recommend storing leftover cinnamon rolls in an airtight container at room temperature for 1-2 days to keep their gooey texture intact. If you live in a warm environment, you can refrigerate them for up to 5 days. Always warm them lightly in the microwave for 15-20 seconds before serving to revive their softness!
Can I freeze Cinnamon Rolls with Oreos?
Yes! To freeze, wrap each cooked roll tightly in plastic wrap, then in aluminum foil to prevent freezer burn. They can be frozen for up to 2 months. When you’re ready to enjoy them, thaw overnight in the refrigerator, then reheat in the microwave or oven until warm and gooey. Trust me, it’s worth the wait!
What should I do if my cinnamon rolls don’t rise?
Very common! If your rolls don’t rise, check the yeast. It should be fresh and activated properly (foamy and bubbly after sitting with warm milk and sugar for 10 minutes). If that’s not the problem, ensure your dough was kept in a warm place for the first rise; a cold kitchen can hinder the rising process. If it still doesn’t rise, simply give it more time—sometimes they just need a little extra love!
Are these cinnamon rolls safe for pets or those with allergies?
While humans can indulge in these treats, it’s crucial to keep them away from pets, especially those with chocolate-filled Oreos, as chocolate can be toxic to dogs and cats. Additionally, if anyone in your home has allergies, ensure that your dairy, egg, and flour substitutes (like vegan options or gluten-free flour) are safe for their specific dietary restrictions. Enjoy your delicious baking, but make sure it’s safe for everyone!
How long do these cinnamon rolls last after baking?
Leftover Cinnamon Rolls with Oreos can last up to 5 days when stored properly in the fridge. If you want to keep them longer, I encourage you to freeze them for up to 2 months. Just remember the key is to keep them airtight to maintain that delicious gooeyness upon reheating!

Cinnamon Rolls with Oreos: Indulge in This Gooey Delight
Ingredients
Equipment
Method
- Warm 1 cup of whole milk to about 110°F, sprinkle 2 ¼ teaspoons of active dry yeast and 2 tablespoons of granulated sugar over the milk. Let it sit for 10 minutes until foamy.
- In a large mixing bowl, whisk together 4 cups of all-purpose flour, 1 teaspoon of kosher salt, and ¼ cup of granulated sugar. Add the yeast mixture, ¼ cup melted unsalted butter, and 2 large eggs. Mix and knead until smooth.
- Shape the dough into a ball, place it in a greased bowl. Cover and let it rise for about 1 hour, or until doubled in size.
- Mix together ½ cup of softened butter, ½ cup of dark brown sugar, 2 tablespoons of ground cinnamon, and 2 tablespoons of cocoa powder to form a smooth paste.
- Roll out the dough into a rectangle of 14x18 inches and ¼ inch thick on a floured surface.
- Spread the filling evenly across the dough, leaving a small border. Sprinkle 1 cup of crushed Oreos on top.
- Roll the dough tightly into a log shape and slice into 12 equal strips. Place them in a greased 9x13 inch pan, cut side up.
- Cover the pan with a towel and let the rolls rise for again for 30-45 minutes.
- Preheat your oven to 375°F. Pour 1 cup of heavy whipping cream over the rolls and bake for 20-22 minutes until golden.
- Combine 4 ounces of softened cream cheese, ¼ cup softened unsalted butter, 1 cup powdered sugar, and 1 teaspoon vanilla. Beat until smooth and fold in ½ cup crushed Oreos.
- After baking, let the rolls cool for about 5-10 minutes and drizzle the glaze over while warm.

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