
Canned cinnamon rolls get a cookies and cream makeover in this simple treat! These soft, gooey goodies mix the homey warmth of cinnamon buns with the addictive crunch of Oreo cookies. Using just three key ingredients plus a quick tangy topping, these Oreo-stuffed cinnamon rolls will quickly become your go-to morning treat or evening sweet fix.
When I took these to my friends' potluck brunch recently, they vanished quicker than everything else we served. Even my buddy who always says he "doesn't care for sweets" wanted to know how I made them!
Key Components and Shopping Guidance
- Pillsbury Grands Cinnamon Rolls: Grab the 5-pack can for best results
- Oreo Cookies: Standard ones work great, but try different varieties if you want
- Heavy Cream: This transforms store-bought rolls into something extra special
- Cream Cheese: Not required but really upgrades the packaged frosting
Step-by-Step Baking Guide
- Get Ready: Turn your oven to 350°F and coat an 8 or 9-inch dish with cooking spray so everything comes out easily when done.
- Open and Flatten: Pop open the cinnamon roll can and save that icing packet. Carefully unfold each roll on some parchment paper, keeping the cinnamon side facing up.
- Cookie Time: Scatter crushed Oreo bits across the cinnamon filling on each flattened strip. The chocolate cookies really complement the spicy cinnamon.
- Roll Them Up: Slowly curl each strip back into a roll shape, trying to keep most of the Oreo pieces inside. Don't worry if some fall out – just push them back in.
- Put in Dish: Set your rolls in the greased pan with tiny gaps between them. They need a bit of room to grow while baking.
- Pour Cream: Drizzle heavy cream all over and between the rolls. This trick makes packaged rolls taste totally homemade by creating an amazingly soft texture.
- Into the Oven: Bake for 20-25 minutes until they turn golden on top. Your kitchen will smell amazing with chocolate and cinnamon scents mixing together.
- Mix Better Frosting: While baking happens, blend the packaged icing with soft cream cheese until smooth. This gives you a much tastier topping than just using what came in the can.
- Top While Hot: Spread your cream cheese mixture over the rolls right after taking them out. The heat helps the icing seep into all the little spaces.
- Final Crunch: Toss some extra Oreo crumbs on top for more flavor and a pretty finish.

I figured out these tricks after making them multiple times, especially after my first batch came out too dry because I thought the cream was just extra calories. Now I always let them sit for 5 minutes before digging in - it makes all the difference.
Tasty Twists to Experiment With
These Oreo-packed rolls can change with your mood! Try them with mint Oreos, golden ones, or whatever seasonal flavors hit the shelves. When there's a birthday coming up, grab Birthday Cake Oreos and finish with colorful sprinkles on the frosting. During winter holidays, crush some peppermint Oreos and toss candy cane pieces on top for a festive touch.

Secrets for Extra Soft Centers
Getting that perfect sticky middle comes down to the cream and watching your baking time. If your oven gets extra hot, peek at them after 18 minutes so they don't burn. Want them even more decadent? Stir a spoon of melted butter into your cream cheese frosting. Let everything cool for 3-5 minutes after baking before adding the topping for the best texture.
Fun Cooking Activity with Kids
This treat is so easy kids can jump right in! Little helpers can smash the cookies, unroll the dough, sprinkle cookie bits, and spread the frosting. It's a great way to make kitchen memories without complex steps or measuring. My sister's kids always beg to make these when they stay over, and they beam with pride when everyone gobbles up their creation.
Prep Ahead and Keeping Leftovers
You can set everything up the night before except for the cream. Just add that right before baking in the morning. Any extras will stay good in a sealed container in your fridge for about 4 days. To reheat, zap single rolls in the microwave for 15-20 seconds to bring back that just-baked softness, or wrap them in foil and warm in a 300°F oven for 5-7 minutes.

Parting Thoughts
These Oreo-stuffed cinnamon rolls have become my secret weapon when I need to wow people without spending forever in the kitchen. There's something truly special about how warm cinnamon, crunchy chocolate cookies, and fluffy dough come together in one bite. Nobody needs to know they only took you minutes to put together.
Frequently Asked Questions
- → Can I swap store-bought rolls for homemade ones?
- That works too, but this method is quicker and easier with pre-made dough.
- → How does heavy cream help?
- It adds richness and moisture, giving that soft, gooey texture.
- → Are these make-ahead friendly?
- Prepare up to baking, chill overnight, then bake fresh in the morning.
- → Can I switch Oreos for other cookies?
- Definitely! Use something like chocolate chip, Biscoff, or any crunchy cookie you love.
- → Best way to store leftovers?
- In an airtight container at room temp for two days, or refrigerate for up to five days.