As I unwrapped a childhood memory today, the sweet aroma of freshly baked goods filled the air. Nothing quite compares to the nostalgic delight of Cookies and Cream Cinnamon Rolls, those fluffy rolls packed with crunchy chocolate sandwich cookies and a rich brown sugar filling. Talk about a recipe that brings joy! Not only are these rolls a fun twist on a classic, but they’re also surprisingly simple to prepare, making them a perfect crowd-pleaser. Whether you’re serving up brunch for friends or treating yourself to a homemade dessert, these delicious rolls will surely elevate your gathering. Ready to get your kitchen buzzing with nostalgia and happiness? Let’s dive into this irresistible recipe and create something truly magical!

Why are Cookies and Cream Rolls a Must-Try?
Irresistible Flavor: These Cookies and Cream Rolls combine the nostalgia of chocolate sandwich cookies with a warm, fluffy dough, making each bite a burst of delightful sweetness.
Easy to Make: The recipe is straightforward, allowing even novice bakers to whip up these delicious treats quickly.
Versatile Options: Feel free to personalize! Add extra cookies for a richer flavor or a nutty twist with peanut butter.
Perfect for Any Occasion: These rolls elevate brunch, dessert, or any gathering, guaranteed to impress friends and family alike.
Make-Ahead Friendly: Want to save time? Prepare these rolls in advance and enjoy warm, freshly baked goodness whenever you like, just like my Baked Apple Cinnamon cups!
Cookies and Cream Rolls Ingredients
For the Dough
• All-purpose flour – Provides the structure for perfect rolls; substitute with gluten-free flour if needed.
• Granulated sugar – Sweetens the dough and activates yeast; consider using coconut or brown sugar for a richer flavor.
• Active dry yeast – Essential for leavening; make sure it’s fresh for the best rise.
• Warm milk – Activates yeast for the dough; almond or oat milk can work for dairy-free options.
• Butter – Adds rich flavor and moisture; margarine is a great substitute for a vegan version.
• Egg – Binds ingredients together for a soft texture; replace with a flax egg for a vegan alternative.
• Salt – Enhances sweetness; kosher or sea salt works beautifully.
For the Filling
• Chocolate sandwich cookies – Adds nostalgic flavor and crunch; try different brands for varying tastes.
• Brown sugar – Brings added moisture and sweetness; white sugar can be used if necessary.
• Vanilla extract – Enhances flavors; almond extract can provide a unique twist.
For the Icing
• Powdered sugar – The base for a sweet glaze; consider a sugar substitute for lower sugar proposals.
• Milk – Combines with powdered sugar for a smooth icing; use any milk alternative for dairy-free needs.
Step‑by‑Step Instructions for Cookies and Cream Cinnamon Rolls
Step 1: Prepare the Dough
In a mixing bowl, combine warm milk (about 110°F) with active dry yeast and let it sit for 5-10 minutes until frothy. In a separate bowl, whisk together all-purpose flour, granulated sugar, softened butter, egg, and salt. Gradually add the yeast mixture and stir until a dough forms, guiding it into a shaggy ball.
Step 2: Knead & Rise
Turn the dough onto a floured surface and knead for about 5-7 minutes until it becomes smooth and elastic. Place the kneaded dough in a greased bowl, cover with a clean kitchen towel, and let it rise in a warm area for approximately 1 hour, or until doubled in size, creating a fluffy base for your Cookies and Cream Cinnamon Rolls.
Step 3: Prepare the Filling
While the dough rises, crush the chocolate sandwich cookies into fine crumbs and mix them in a bowl with brown sugar, softened butter, and vanilla extract until well combined. This will create a sweet, crunchy filling that will enhance the flavor of your cookies and cream rolls, inviting nostalgia with each bite.
Step 4: Roll Out Dough
After the dough has risen, punch it down gently to release air and turn it out onto a floured surface. Using a rolling pin, roll the dough out into a rectangle approximately 12×16 inches, ensuring it’s about ¼ inch thick. The wide surface will be ideal for spreading your heavenly filling evenly across the dough.
Step 5: Fill & Roll
Spread the cookie filling evenly over the rolled-out dough, leaving a small border around the edges. Starting from the longer side, tightly roll the dough into a log, ensuring that the filling stays inside as you roll. Pinch the ends to seal in the delightful filling of your Cookies and Cream Cinnamon Rolls.
Step 6: Shape Rolls
Cut the rolled log into about 12 equal slices using a sharp knife or a dental floss string for clean cuts. Arrange the slices cut-side up in a greased baking dish, ensuring they have a bit of space between each roll. Cover with a towel and let them rise again for about 30 minutes until puffy and slightly touching.
Step 7: Bake
Preheat your oven to 350°F (175°C) while the rolls undergo their second rise. Once preheated, bake the Cookies and Cream Cinnamon Rolls for 20-25 minutes, or until they are golden brown on top. Keep an eye out for a light golden hue, signaling that it’s time to take them out for a delightful treat.
Step 8: Cool & Ice
Once baked, remove the rolls from the oven and let them cool for about 5-10 minutes. Meanwhile, whisk together powdered sugar, milk, and vanilla extract in a bowl until smooth and drizzleable. Pour this sweet icing generously over your warm Cookies and Cream Cinnamon Rolls for a beautiful finish.

Storage Tips for Cookies and Cream Rolls
Room Temperature: Store your Cookies and Cream Rolls in an airtight container at room temperature for up to 2 days to maintain their softness.
Fridge: For longer freshness, keep the rolls refrigerated in an airtight container for up to 5 days. Just remember to bring them back to room temperature or warm in the microwave before serving.
Freezer: You can freeze the rolls for up to 3 months. Wrap each roll individually in plastic wrap, then place them in a freezer-safe bag. Thaw overnight in the fridge before reheating.
Reheating: To enjoy the rolls warm, reheat in the microwave for 10-15 seconds or in a preheated oven at 350°F (175°C) for about 5 minutes.
Make Ahead Options
These Cookies and Cream Rolls are perfect for busy home cooks looking to save time while still enjoying delicious homemade treats! You can prepare the dough and filling up to 24 hours in advance. Simply follow the recipe through Step 5, then cover the rolls tightly with plastic wrap and refrigerate them. To maintain their fluffy texture, allow the rolls to come to room temperature and rise for about 30 minutes before baking. If you prefer, you can also freeze the rolls after shaping them; just make sure to wrap them well. When ready to enjoy, bake directly from the freezer, adding a few extra minutes to the baking time for fresh, warm, and delightful Cookies and Cream Rolls on demand!
What to Serve with Nostalgic Cookies and Cream Rolls
Indulging in warm, fluffy rolls filled with chocolate sandwich cookies is the perfect way to create a cozy meal experience that awakens cherished memories.
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Fresh Berries: Juicy strawberries or raspberries add a pop of color and a hint of tartness that beautifully balances the sweetness of the rolls. Their vibrant sweetness brings freshness to each bite.
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Vanilla Ice Cream: A scoop of creamy, velvety vanilla ice cream on the side melts into the warm rolls, enhancing the overall dessert experience and adding an irresistible cold contrast.
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Coffee: Rich, brewed coffee not only complements the sweet flavor of the rolls but also provides an energizing boost, making this treat an indulgent brunch option.
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Chocolate Sauce: Drizzling warm chocolate sauce over the rolls peaks the chocolate lovers’ interest, turning each bite into a decadent delight that’s hard to resist.
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Whipped Cream: A dollop of lightly sweetened whipped cream adds a light and airy texture, enhancing the rolls’ richness while making the presentation irresistible.
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Milk: A glass of cold milk can never go wrong. It complements classic cookies-and-cream flavors, bringing back memories of childhood treats that everyone loves.
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Nutty Granola: Serve the rolls with a sprinkle of nutty granola for an added crunch and flavor contrast, providing delightful texture alongside the softness of the rolls.
Cookies and Cream Rolls Variations
Ready to make these Cookies and Cream Rolls your own? Let your creativity shine with these delightful twists!
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Nutty Delight: Incorporate creamy peanut butter into the filling for a fun, nutty taste that perfectly complements the chocolate.
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Vegan-Friendly: Substitute butter with margarine and replace egg with a flax egg for a delicious vegan version the whole family will love.
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Add Spices: Sprinkle cinnamon or nutmeg into the dough for a warm, comforting flavor that adds an aromatic depth reminiscent of fresh-baked treats.
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Chocolate Burst: Add an extra handful of crushed chocolate sandwich cookies to the filling for an intensely chocolaty experience in every bite.
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Fruity Fusion: Mix in some chopped strawberries or raspberries with the filling for a delightful contrast of fruity sweetness against the creamy cookies.
For even more fun recipes to widen your baking endeavors, try my delicious Baked Apple Cinnamon cups or indulge in my sweet Coconut Cream Pancakes!
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Dough Variation: Incorporate cocoa powder into the dough instead of flour for a rich, chocolatey base that will delight everyone.
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Lower Sugar Options: Substitute granulated sugar with coconut sugar for a healthier alternative that uniquely enhances the flavor profile of your cookies.
Expert Tips for Cookies and Cream Rolls
- Fresh Yeast Matters: Make sure your active dry yeast is fresh; expired yeast can lead to flat rolls that don’t rise properly.
- Dough Texture: Aim for a smooth and elastic dough. If it’s too sticky, add flour gradually until you reach the right consistency for your Cookies and Cream Rolls.
- Filling Quantity: Don’t be shy with the crushed cookies; increasing their amount in the filling will elevate the nostalgic flavor of your rolls.
- Baking Duration: Keep an eye on your rolls; baking times may vary slightly based on your oven. They’re perfect when golden brown but not overly dark.
- Cool Before Icing: Allow your rolls to cool for a few minutes before drizzling with icing. This prevents the icing from melting away and keeps that lovely, glossy finish.

Cookies and Cream Rolls Recipe FAQs
How do I select the right chocolate sandwich cookies for my filling?
Absolutely! Look for cookies that are fresh and well-known for their crunchiness, as this will add a delightful texture to the rolls. Aim for classic options like Oreos, but feel free to explore alternative brands for a unique flavor twist!
Can I store Cookies and Cream Rolls, and for how long?
Very! Keep your Cookies and Cream Rolls in an airtight container at room temperature for up to 2 days. If you need to store them longer, they can be refrigerated for up to 5 days. Just be sure to let them return to room temperature or warm them up before serving for the best experience.
What’s the best way to freeze Cookies and Cream Rolls?
Absolutely! Here’s how to freeze these delightful treats: Wrap each roll individually in plastic wrap to prevent freezer burn, then place them in a freezer-safe bag for up to 3 months. When you’re ready to enjoy them, simply thaw overnight in the fridge and reheat in the microwave for 10-15 seconds or in a preheated oven at 350°F (175°C) for about 5 minutes.
What should I do if my dough is too sticky?
No worries! If your dough turns out too sticky while mixing, gradually add small amounts of flour—about a tablespoon at a time—until the dough becomes smooth and elastic. Kneading for around 5-7 minutes should help achieve the desired consistency for your Cookies and Cream Rolls.
Are there any dietary considerations I should keep in mind?
Absolutely! For those with allergies or dietary restrictions, consider using gluten-free flour, almond or oat milk for a dairy-free version, and substituting the egg with a flax egg (1 tablespoon of ground flaxseed mixed with 3 tablespoons of water, let sit until thick). Also, ensure your chocolate sandwich cookies are free from allergens if necessary.
How can I enhance the flavor of my filling?
Very much! To elevate the cookie flavor in your filling, increase the amount of crushed chocolate sandwich cookies. You can also mix in a spoonful of peanut butter for a nutty touch or add a pinch of cinnamon for a warm spice note. Remember, the more the merrier when it comes to flavor!

Irresistible Cookies and Cream Cinnamon Rolls to Indulge In
Ingredients
Equipment
Method
- In a mixing bowl, combine warm milk with active dry yeast and let it sit for 5-10 minutes until frothy.
- In a separate bowl, whisk together all-purpose flour, granulated sugar, butter, egg, and salt. Gradually add the yeast mixture.
- Turn the dough onto a floured surface and knead for about 5-7 minutes until it becomes smooth and elastic.
- Place the kneaded dough in a greased bowl, cover with a kitchen towel, and let it rise in a warm area for about 1 hour.
- Crush the chocolate sandwich cookies into fine crumbs and mix with brown sugar, softened butter, and vanilla extract.
- After the dough has risen, punch it down gently and turn it out onto a floured surface. Roll the dough into a rectangle.
- Spread the cookie filling evenly over the rolled-out dough, then roll it tightly from the longer side.
- Cut the rolled log into about 12 equal slices and arrange them cut-side up in a greased baking dish.
- Cover with a towel and let them rise again for about 30 minutes until puffy.
- Preheat your oven to 350°F and bake for 20-25 minutes until golden brown.
- Once baked, cool for 5-10 minutes, then whisk together powdered sugar, milk, and vanilla for icing.
- Pour the icing over the warm cinnamon rolls.

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