Oreo-Stuffed Cinnamon Rolls Recipe

The Dreamiest Oreo-Stuffed Cinnamon Rolls Recipe Ever

Baking these delightful oreo-stuffed cinnamon rolls promises a sweet adventure that will make your taste buds dance with excitement.

Soft, pillowy dough embraces a hidden chocolate cookie surprise in every delectable bite.

Crisp edges give way to a gooey center where classic treats meet innovative pastry magic.

Comfort and indulgence blend perfectly in this playful dessert that breaks all traditional baking rules.

Each roll tells a story of unexpected flavor combinations that spark pure joy.

Warm from the oven, these treats invite you to experience a moment of pure culinary bliss.

Prepare to fall in love with a dessert that transforms an ordinary morning into something extraordinary.

Oreo-Stuffed Cinnamon Rolls Q&A

  • How do I know if my yeast is active?

Look for foam and bubbles in the milk mixture after 5-7 minutes. If it doesn’t become frothy, your yeast might be old or inactive, and you’ll need fresh yeast.

  • Can I make the dough ahead of time?

Yes! Prepare the dough, cover it, and refrigerate overnight. Let it come to room temperature and rise before rolling and filling the next day.

  • What if my dough isn't rising properly?

Ensure your environment is warm (around 80-85°F) and draft-free. A slightly warm oven or sunny spot can help activate yeast and encourage proper rising.

What’s To Love About Oreo-Stuffed Cinnamon Rolls

  • Crush Cookie Excitement: Transform ordinary cinnamon rolls into a playful dessert adventure with unexpected Oreo cookie surprises nestled inside each soft, swirled bite.
  • Quick Family Crowd-Pleaser: Perfect for weekend mornings or spontaneous gatherings, these rolls combine beloved chocolate cookies with classic cinnamon roll comfort that delights both kids and adults.
  • Beginner Baker Friendly: Minimal technical skills required, with straightforward steps that guide even novice bakers through creating a decadent treat that looks impressively complicated but comes together with simple techniques.
  • Customizable Dessert Magic: Easily adapt the recipe by switching cookie types or adjusting glaze sweetness, making it a flexible canvas for personal baking creativity and flavor exploration.

Ingredients For Oreo-Stuffed Cinnamon Rolls

For the Dough Base:
  • Flour: The foundational ingredient that provides structure and texture to the rolls.
  • Milk: Adds moisture and helps activate the yeast for a soft, tender dough.
  • Yeast: A living ingredient that makes the dough rise and creates a light, airy texture.
  • Sugar: Provides sweetness and helps activate the yeast's fermentation process.
  • Salt: Enhances the overall flavor and balances the sweetness of the rolls.
For the Binding Ingredients:
  • Butter: Softens the dough and adds rich, creamy flavor to the rolls.
  • Egg: Binds the ingredients together and contributes to the dough's structure.
For the Filling and Flavor Enhancers:
  • Brown Sugar, Ground Cinnamon: Creates a sweet and spicy layer that adds depth and warmth to the rolls.
  • Whole Oreo Cookies: Provides a delightful chocolate surprise within each roll.
For the Glaze:
  • Cream Cheese, Powdered Sugar, Milk, Vanilla: Combines to create a smooth, sweet topping that complements the rolls.
  • Crushed Oreo Cookies: Adds a decorative and crunchy finish to the glaze.

Easy Guide To Oreo-Stuffed Cinnamon Rolls

Step 1: Awaken The Yeast

Warm milk gently and sprinkle sugar, letting the yeast become bubbly and vibrant for 5-7 minutes until it looks alive and frothy.

Step 2: Create Flour Foundation

  • Flour
  • Sugar
  • Salt

Mix dry ingredients in a spacious mixing bowl, preparing a welcoming base for the upcoming magic.

Step 3: Knead Magical Dough

  • Softened butter
  • Egg
  • Activated yeast

Combine all ingredients into the flour mixture, kneading thoroughly until the dough transforms into a smooth, elastic texture that feels silky and soft.

Step 4: Let Dough Rise

Cover the dough and place in a warm spot, allowing it to double in size and develop deep, rich flavors for about an hour.

Step 5: Roll Out Delicious Canvas

Stretch the dough into a large rectangular shape, creating a thin, even surface ready for delectable toppings.

Step 6: Spread Cinnamon Wonderland

  • Softened butter
  • Brown sugar
  • Ground cinnamon

Generously coat the dough with butter, then sprinkle brown sugar and cinnamon across the entire surface.

Step 7: Strategically Place Oreo Surprises

Distribute whole Oreo cookies evenly across the dough, ensuring each future roll gets a chocolate-filled center.

Step 8: Create Delightful Roll

Tightly roll the dough into a log, carefully encasing the Oreo cookies within the cinnamon-sugar layers.

Step 9: Slice Into Perfect Portions

Cut the log into 12 equal rounds, positioning them in a prepared baking dish with room to expand.

Step 10: Final Rise

Let the rolls sit at room temperature for 30 minutes, becoming puffy and promising.

Step 11: Bake To Golden Perfection

Bake in a preheated 375°F oven for 20-25 minutes until the rolls turn beautifully golden brown with crispy edges.

Step 12: Whip Decadent Glaze

  • Cream cheese
  • Powdered sugar
  • Milk
  • Vanilla

Blend ingredients into a smooth, luxurious cream cheese glaze.

Step 13: Finish With Dramatic Flair

Drizzle the creamy glaze over warm rolls and sprinkle crushed Oreo cookies for a stunning final touch.

Insider Tricks For Oreo-Stuffed Cinnamon Rolls

  • Activate Yeast Perfectly: Warm milk to just the right temperature and add a pinch of sugar to help yeast bloom quickly and create a frothy, active mixture.
  • Knead Dough with Care: Work the dough gently but thoroughly, ensuring it becomes smooth and elastic without overworking, which can make rolls tough.
  • Manage Rising Conditions: Place dough in a warm, draft-free spot like a turned-off oven with a pan of hot water to help it rise evenly and develop rich flavors.
  • Place Oreos Strategically: Distribute cookies evenly across the dough to guarantee each roll gets a delightful chocolate cookie surprise in every bite.
  • Glaze with Finesse: Drizzle cream cheese frosting while rolls are still warm, allowing it to melt slightly and create a decadent, irresistible topping.

Tasty Twists On Oreo-Stuffed Cinnamon Rolls

  • Gluten-Free Oreo Cinnamon Rolls: Replace wheat flour with a gluten-free blend, ensuring the same soft texture while accommodating celiac needs.
  • Vegan Chocolate Cookie Rolls: Swap dairy milk with almond milk, use plant-based butter, replace egg with flax egg, and select vegan Oreo-style cookies to create a completely dairy-free version.
  • Low-Sugar Alternative: Substitute brown sugar with monk fruit sweetener, use sugar-free cookies, and reduce overall sweetness while maintaining rich flavor profile for diabetic-friendly option.
  • Nutty Chocolate Variation: Incorporate chopped almonds or pecans between cookie layers, adding extra crunch and nutritional complexity to the traditional cinnamon roll recipe.

What Goes Best With Oreo-Stuffed Cinnamon Rolls

  • Brew Rich Coffee: Select a medium-dark roast with chocolate undertones that will enhance the Oreo's deep cocoa notes and complement the sweet cinnamon warmth.
  • Serve Creamy Milk Beverage: Pour cold whole milk or chocolate milk to balance the rolls' rich texture and provide a cooling contrast against the warm, spiced pastry.
  • Create Dessert Wine Match: Opt for a sweet port or moscato with caramel and vanilla hints that mirror the rolls' decadent profile and harmonize with chocolate and cinnamon flavors.
  • Offer Vanilla Milkshake: Blend creamy vanilla ice cream with a splash of milk to create a smooth, cold companion that cuts through the rolls' intense sweetness and adds refreshing contrast.

Best Storage Tips For Oreo-Stuffed Cinnamon Rolls

  • Seal cooled Oreo cinnamon rolls in an airtight container, keeping them fresh for 3-4 days. Wrap individually in plastic wrap for better preservation.
  • Carefully place rolls in a freezer-safe container or zip-lock bag, ensuring they're completely cooled. Freeze up to 2 months for future enjoyment.
  • Keep rolls loosely covered with plastic wrap at room temperature for 1-2 days, maintaining their soft texture and delightful flavor.
  • Warm rolls in microwave for 15-20 seconds for quick revival. Alternatively, reheat in oven at 300°F for 5-7 minutes to restore original freshness and restore crispy edges.
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Oreo-Stuffed Cinnamon Rolls Recipe

Oreo-Stuffed Cinnamon Rolls Recipe


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4.8 from 39 reviews

  • Total Time: 1 hour 55 minutes
  • Yield: 12 1x

Description

Delectable Oreo-Stuffed Cinnamon Rolls merge classic bakery comfort with playful chocolate cookie indulgence. Sweet spirals of dough cradle crushed Oreos, creating a dessert that surprises and delights with each warm, gooey bite you’ll savor.


Ingredients

Scale

Dough Ingredients:

  • 3 cups all-purpose flour
  • 1 packet active dry yeast
  • 1/4 cup granulated sugar
  • 1/2 tsp salt
  • 1/2 cup milk
  • 1/4 cup unsalted butter
  • 1 large egg

Filling and Stuffing Ingredients:

  • 1/2 cup brown sugar
  • 2 tbsp ground cinnamon
  • 12 Oreo cookies
  • 1/4 cup softened butter

Topping Ingredients:

  • 1 cup powdered sugar
  • 2 tbsp cream cheese
  • 2 tbsp milk
  • 1 tsp vanilla extract
  • 2 crushed Oreo cookies (for garnish)

Instructions

  1. Activate the yeast by warming milk and dissolving it with a pinch of sugar, allowing it to become frothy and alive for about 5-7 minutes.
  2. In a large mixing bowl, combine flour, remaining sugar, and salt, creating a welcoming landscape for the yeast mixture.
  3. Integrate the softened butter, egg, and activated yeast into the dry ingredients, kneading until a smooth, elastic dough forms with a silky texture.
  4. Cover the dough and let it rise in a warm environment for approximately 1 hour, allowing it to double in volume and develop rich flavor complexity.
  5. Roll out the dough into a generous rectangular shape, creating a thin, even canvas for the cinnamon-sugar landscape.
  6. Spread softened butter across the dough’s surface, then generously sprinkle brown sugar and ground cinnamon to create a fragrant, sweet foundation.
  7. Strategically place whole Oreo cookies across the dough, spacing them evenly to ensure each roll receives a decadent chocolate surprise.
  8. Carefully roll the dough into a tight log, encasing the Oreo cookies within the cinnamon-sugar embrace.
  9. Slice the log into 12 uniform rounds, placing them in a prepared baking dish with enough space for expansion.
  10. Allow the rolls to proof for an additional 30 minutes at room temperature, letting them become puffy and promising.
  11. Bake in a preheated 375°F oven for 20-25 minutes, until the rolls transform into golden-brown masterpieces with crisp edges.
  12. While cooling, whip together cream cheese, powdered sugar, milk, and vanilla to create a luxurious glaze.
  13. Drizzle the creamy topping over warm rolls, then sprinkle crushed Oreo cookies for a final dramatic flourish.

Notes

  • Activate yeast precisely by ensuring milk temperature is warm (110-115°F), preventing yeast from dying or remaining inactive.
  • Maintain consistent dough moisture by adding flour gradually, adjusting texture to achieve smooth, elastic consistency without becoming dry or sticky.
  • Choose room temperature ingredients like butter and eggs to guarantee even mixing and optimal dough development, enhancing overall roll texture.
  • Prepare gluten-free variation by substituting all-purpose flour with a blend of gluten-free flour, adding xanthan gum for improved structural integrity.
  • Prep Time: 20 minutes
  • Cook Time: 25 minutes
  • Category: Breakfast, Snacks, Desserts
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 12
  • Calories: 315
  • Sugar: 20 g
  • Sodium: 180 mg
  • Fat: 12 g
  • Saturated Fat: 7 g
  • Unsaturated Fat: 4 g
  • Trans Fat: 0 g
  • Carbohydrates: 45 g
  • Fiber: 1 g
  • Protein: 4 g
  • Cholesterol: 30 mg
James Hambly

James Hambly

Founder & Recipe Creator

Expertise

Recipe Development, Culinary Education, Farm-to-Table Cooking, Southern Cuisine

Education

Asheville-Buncombe Technical Community College
Certificate in Culinary Arts
Focus: Hands-on training in professional cooking techniques, emphasizing farm-to-table practices and Southern cuisine.

The Chef’s Academy
Associate Degree in Culinary Arts
Focus: Comprehensive culinary education covering global cuisines, kitchen management, and food safety.​


James grew up surrounded by the smells of cast-iron skillets and slow-cooked Southern meals in Asheville, North Carolina.
He sharpened his skills with a Certificate in Culinary Arts from Asheville-Buncombe Technical Community College, and later leveled up with an Associate Degree from The Chef’s Academy.
James’s philosophy is simple: the best meals don’t need fancy tricks, just fresh ingredients, a hot pan, and a little bit of heart. His favorite days are spent testing one-pan wonders, chasing bold flavors, and creating recipes that feel easy, even on a busy night.

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