Tasty Cookie Filled Sweet Rolls

Featured in: Indulge in Heavenly Sweet Treats

These cookie-packed rolls turn ordinary store-bought cinnamon buns into an amazing breakfast or sweet treat without much work. By unwinding Pillsbury Grands rolls, sprinkling crushed Oreos inside, and rolling them back up, you'll make flavor-packed pastries that cook up tender and gooey. The key to their amazing softness is adding heavy cream before baking, while mixing cream cheese into the icing gives them the perfect sweet finish.
Lily chef cooking Cookingwithmee blog.
Updated on Tue, 01 Apr 2025 19:39:02 GMT
A plate with two donuts with Oreo cookies on top. Pin it
A plate with two donuts with Oreo cookies on top. | cookingwithmee.com

Whip up these mouthwatering Pillsbury Oreo cinnamon rolls with barely any effort! These fluffy, sticky delights bring together the homey goodness of cinnamon rolls with the tempting flavor of Oreo cookies. Using just three key components plus a simple cream cheese topping, these cookies and cream spirals will quickly become your favorite treat for lazy morning breakfasts or fancy after-dinner sweets.

I took these to a friend's Sunday morning get-together last week, and they were gobbled up faster than anything else 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-count package for best results
  • Oreo Cookies: Standard ones work great, but try different flavors if you want
  • Heavy Cream: This magic touch makes store-bought rolls taste totally homemade
  • Cream Cheese: Not required but makes the included frosting way better

Step-by-Step Cooking Guide

  1. Get Ready: Turn your oven to 350°F and coat an 8 or 9-inch baking dish with cooking spray. This helps your rolls come out clean after baking.
  2. Open the Rolls: Pop the can of cinnamon rolls and save the frosting for later. Carefully flatten each roll on parchment paper, keeping the cinnamon side facing up.
  3. Add Cookie Magic: Scatter broken Oreo pieces all over the cinnamon coating on each flat strip. The cookies add amazing chocolate flavor that works so well with the spices.
  4. Roll Them Back Up: Slowly roll each strip back into its spiral shape, trying to keep the Oreo bits inside. Don't worry if some fall out—just push them back in.
  5. Put in Dish: Set the rolls in your greased baking dish with tiny gaps between them. They'll need some room to grow while baking.
  6. Pour Cream Around: Drizzle heavy cream over and between the rolls. This sneaky trick turns ordinary packaged rolls into something that tastes totally homemade by creating an incredibly soft texture.
  7. Bake Them Up: Cook in your hot oven for 20-25 minutes until they turn golden on top. Your kitchen will smell amazing with hints of cinnamon and chocolate.
  8. Make Better Frosting: While they're baking, mix the included frosting packet with soft cream cheese until smooth. This creates a much tastier topping than just using the original frosting.
  9. Cover While Hot: Spread your cream cheese mixture over the rolls right when they come out of the oven. The heat helps the frosting melt into all the little spaces.
  10. Finish with Style: Toss some extra Oreo crumbs on top for more cookie flavor and a pretty look.
A white bowl filled with a variety of pastries. Pin it
A white bowl filled with a variety of pastries. | cookingwithmee.com

I figured out these tricks after making this treat multiple times, especially when my first batch turned out too dry because I didn't use heavy cream. Now I always let them sit for 5 minutes before digging in.

Tasty Twists to Experiment With

You can switch up these Oreo cinnamon rolls so many ways! Go for different Oreo flavors like mint, golden Oreos, or whatever's in season like pumpkin spice. For birthday fun, use Birthday Cake Oreos and throw some colorful sprinkles on the frosting. During Christmas, try peppermint Oreos with crushed candy canes sprinkled on top.

A white bowl filled with pastries. Pin it
A white bowl filled with pastries. | cookingwithmee.com

Secrets for Ultra-Soft Centers

Getting that perfect gooey middle depends on the heavy cream and watching your baking time. If your oven gets really hot, look at the rolls around 18 minutes so they don't burn. Want them even more decadent? Mix a spoon of melted butter into your cream cheese frosting. Let them cool just 3-5 minutes after baking before adding frosting for the best texture.

Fun Cooking Activity with Children

Kids love helping make these treats! They can smash the Oreos, unroll the dough, scatter the cookie pieces, and spread the frosting. It's a great way to make kitchen memories without messing with hard recipes. My niece and nephew can't wait to make these during their weekend stays, and they beam with pride when sharing what they've created.

Prep Ahead and Leftover Ideas

You can set up these rolls the evening before by doing everything except adding the cream. Next morning, just pour the cream over and bake. Got leftovers? Keep them in a sealed container in your fridge for up to 4 days. Warm single rolls in the microwave for 15-20 seconds to make them taste fresh again, or wrap them in foil and heat in a 300°F oven for 5-7 minutes.

A plate of pastries with Oreo cookies on top. Pin it
A plate of pastries with Oreo cookies on top. | cookingwithmee.com

Closing Thoughts

These Oreo cinnamon rolls have become my favorite shortcut when I want to wow people without spending forever cooking. There's something special about mixing warm cinnamon, chocolate cookie bits, and soft, fluffy dough that almost nobody can resist. And I won't tell anyone how incredibly easy they are to make.

Frequently Asked Questions

→ Will homemade dough work for this recipe?
Definitely, but we made this recipe for speed using pre-packaged rolls.
→ Why pour heavy cream on them?
It adds moisture and makes the rolls super soft and gooey inside.
→ Can I prep these the night before?
Sure, get everything ready but don't bake them, stick them in the fridge, and cook in the morning.
→ Can I swap Oreos for different cookies?
Absolutely, try using chocolate chip, Biscoff, or any crunchy cookie you like.
→ How long do extras stay good?
They'll last 2 days in a sealed container on your counter or up to 5 days in the fridge.

Cookie Filled Sweet Rolls

Simple, fast sweet rolls packed with crushed Oreo bits and drizzled with cream cheese topping.

Prep Time
5 Minutes
Cook Time
30 Minutes
Total Time
35 Minutes
By: Lily

Category: Decadent Desserts

Difficulty: Easy

Cuisine: American

Yield: 5 Servings (5 rolls)

Dietary: Vegetarian

Ingredients

→ Cinnamon Rolls

01 1 (5-count) package Pillsbury Grands sweet rolls with cinnamon
02 ½ cup (119g) whipping cream
03 10 Oreo cookies, broken into pieces (extra for garnish)

→ Icing

04 2 tablespoons (30ml) soft cream cheese at room temp (if you want)
05 Sweet glaze packet from roll container

Instructions

Step 01

Heat your oven to 350°F. Pop open the roll container and put the icing packet aside for later.

Step 02

Lay out some parchment and unwind each roll into a strip, making sure the sweet cinnamon side faces upward.

Step 03

Scatter crushed Oreo bits across the cinnamon coating.

Step 04

Gently roll each strip back into a spiral, keeping the cookie pieces tucked inside.

Step 05

Put the rolls in an 8 or 9-inch pan with a little room between each one.

Step 06

Splash the whipping cream all over and around the rolls.

Step 07

Let them bake for 20-25 minutes until they turn nice and golden on top.

Step 08

Stir together the saved icing and soft cream cheese until it's all blended.

Step 09

Smear the icing mix on the hot rolls, sprinkle with extra Oreo chunks, and enjoy while warm.

Notes

  1. You can skip the cream cheese if you want
  2. They taste better when they're still warm

Tools You'll Need

  • 8x8 or 9x9 baking pan
  • Parchment paper

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Has milk products
  • Has wheat ingredients

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 213
  • Total Fat: ~
  • Total Carbohydrate: ~
  • Protein: ~