Oreo-Stuffed Cinnamon Rolls

This indulgent mashup of two classic treats creates the ultimate morning or dessert indulgence. By stuffing fluffy cinnamon rolls with crushed Oreo cookies and bathing them in heavy cream before baking, you get irresistibly soft, gooey rolls with pockets of chocolate cookie surprise in every bite. The cream cheese icing takes these over the top, creating a dessert that feels special but requires minimal effort.

I first made these Oreo stuffed cinnamon rolls for my niece's birthday breakfast, and now they've become our go-to celebration morning treat. The combination of warm cinnamon and chocolate cookies creates magic that even the pickiest eaters can't resist.

Ingredients

• Pillsbury Grands cinnamon rolls: The jumbo size provides more surface area for Oreo filling and creates a more impressive finished roll
• Heavy cream: Poured over the unbaked rolls creates incredible moisture and a gooey texture that elevates store bought dough
• Cream cheese: Adds extra richness to the packaged icing for a more homemade taste
• Oreo cookies: The star ingredient that adds chocolate flavor, texture contrast, and makes these rolls unique

Step-by-Step Instructions

Preparation:

Preheat your oven to 350°F and prepare your baking dish with either parchment paper or a light coating of cooking spray. This temperature allows the rolls to rise properly while ensuring the centers cook through.

Unroll and Fill:

Carefully unwind each cinnamon roll on a clean surface, maintaining the cinnamon side facing upward. Take your time with this step to avoid tearing the dough. Distribute the Oreo crumbles evenly across the surface of each unrolled dough piece, pressing gently to help them adhere to the cinnamon sugar layer.

Roll and Arrange:

Carefully re-roll each cinnamon roll, moving slowly to keep the Oreo crumbles contained within the spirals. Place the filled rolls in your prepared baking dish with about an inch of space between them to allow for expansion during baking.

Cream Bath and Bake:

Pour the heavy cream evenly over the assembled rolls, allowing it to seep down between and underneath them. This step creates incredible moisture and helps the bottom of the rolls develop a luscious caramelized texture. Bake for 20 to 25 minutes until the tops are golden brown and the centers are fully cooked.

Prepare the Icing:

While the rolls bake, combine the packaged icing with softened cream cheese, whisking vigorously until smooth and no lumps remain. The cream cheese enriches the icing and balances the sweetness with a subtle tang.

Finishing Touches:

While the rolls are still warm, drizzle generously with the cream cheese icing mixture, allowing it to melt slightly into the crevices. Sprinkle additional Oreo crumbles on top for visual appeal and extra texture contrast.

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My family fights over the center roll every time I make these. That perfect middle piece has the ideal ratio of softness to golden edges, and somehow always seems to collect the perfect amount of icing. I've learned to rotate who gets this coveted piece to maintain family harmony.

Make Ahead Tips

These Oreo stuffed cinnamon rolls can be assembled up to 12 hours before baking. Simply prepare through the filling and rolling stage, arrange in your baking dish, cover tightly with plastic wrap, and refrigerate. When ready to bake, remove from the refrigerator, pour over the heavy cream, and allow to sit at room temperature for 30 minutes before baking as directed.

The cream cheese icing can also be prepared in advance and stored in the refrigerator. Just bring it to room temperature and stir well before using to restore its smooth consistency. This make-ahead option is perfect for holiday mornings when you want a special breakfast without the early wake up.

Creative Variations

While the classic Oreo stuffed version is incredible, this recipe provides a fantastic template for other flavor combinations. Try using Golden Oreos with a sprinkle of white chocolate chips for a vanilla lover's dream. Mint Oreos create a refreshing chocolate mint combination that tastes like dessert for breakfast.

For a fun seasonal twist, try using the limited edition Oreo flavors that are released throughout the year. Pumpkin spice Oreos make an amazing fall version, while peppermint bark Oreos create a perfect holiday morning treat.

Perfect Pairings

Balance the sweetness of these indulgent rolls with a beverage that complements rather than competes. A strong black coffee provides wonderful contrast to the sweet, creamy rolls. For kids or those who prefer non-caffeinated options, cold milk creates the classic cookies and milk pairing in a new form.

For a truly special brunch, serve these Oreo stuffed cinnamon rolls alongside fresh fruit to cut through the richness. Strawberries or raspberries work particularly well, adding a touch of tartness and making the plate more visually appealing with their bright colors against the cream cheese icing.

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Frequently Asked Questions

→ Can I use a different type of cookie instead of Oreos?

Yes, you can substitute Oreos with other cookies, such as chocolate chip cookies or graham crackers, for a unique flavor profile.

→ How can I make these rolls less rich?

Use whole milk instead of heavy cream and omit the cream cheese in the icing for a lighter option without compromising too much on flavor.

→ Can I prepare these rolls ahead of time?

Absolutely! Prepare the filled rolls and refrigerate them overnight. Bake them the next day, and top with fresh icing before serving.

→ How do I store leftover cinnamon rolls?

Store the rolls in an airtight container at room temperature for up to 2 days, or refrigerate for up to a week. Reheat briefly in the microwave before serving.

→ Can I make a larger batch for gatherings?

Yes, simply double or triple the recipe ingredients and bake in larger or multiple pans to serve a crowd.

→ What can I use instead of Pillsbury Grands cinnamon rolls?

You can use any pre-made cinnamon roll dough or make your own from scratch for a fully homemade experience.