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Chocolate Cinnamon Rolls

A Sweet Memory That Inspired These Chocolate Cinnamon Rolls

I still remember the cozy winter mornings when my grandmother would bake cinnamon rolls, filling the house with that irresistible aroma of warm spices and sugar.

One day, I decided to take her classic recipe to another level by adding rich cocoa and a velvety glaze. The result? These indulgent chocolate cinnamon rolls that make every bite taste like a hug. If you’ve been craving something warm, sweet, and utterly comforting, this recipe is your perfect weekend baking project.

Discover more delightful dessert ideas in our cookies and bars collection that perfectly complement these chocolate brownie cookies.

What Makes Chocolate Cinnamon Rolls So Special?

The magic of combining chocolate and cinnamon

Chocolate and cinnamon might not seem like a common pair, but when combined, they create a unique balance of warmth and richness. The slight bitterness of cocoa elevates the sweetness of the cinnamon filling, turning every bite of chocolate cinnamon rolls into a melt-in-your-mouth experience. Unlike store-bought rolls that can feel dry and flat, this recipe uses real butter, dark cocoa, and brown sugar for a gooey, bakery-style texture.

Why homemade chocolate cinnamon rolls are better

Homemade chocolate cinnamon rolls offer a depth of flavor and softness that pre-packaged ones can’t match. By preparing the dough from scratch and letting it rise properly, you ensure the rolls are fluffy yet rich. Plus, you have total control over the quality of the ingredients — from organic milk to pure vanilla extract. Baking them at home also gives you the chance to customize your rolls with extra chocolate drizzle, a splash of cream cheese frosting, or even caramel glaze.

If you enjoy gooey, campfire-inspired flavors, don’t miss trying the best s’mores cookies for a sweet twist on a classic treat.

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Chocolate Cinnamon Rolls

Chocolate Cinnamon Rolls

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These homemade chocolate cinnamon rolls are soft, fluffy, and filled with a rich chocolate-cinnamon swirl. Topped with a velvety chocolate glaze, they’re the ultimate indulgence for breakfast, brunch, or dessert.

  • Total Time: 2 hours 55 minutes
  • Yield: 12 rolls

Ingredients

Scale

For the Dough

  • 1 cup (240 g) whole milk, warmed to 100–110°F

  • 2 ¼ teaspoons (1 packet) active dry yeast

  • ½ cup (90 g) brown sugar

  • 1 whole egg + 1 egg yolk

  • 1 tablespoon vanilla extract

  • 4 cups (480 g) all-purpose flour

  • ½ cup (50 g) dark cocoa powder, sifted

  • 1 teaspoon instant coffee (optional)

  • 1 teaspoon kosher salt

  • 2 ounces (½ stick) butter, softened

For the Filling

  • 2 ounces (½ stick) butter, softened

  • 2 tablespoons dark cocoa powder

  • 2 teaspoons ground cinnamon

  • ½ cup (90 g) dark brown sugar

  • 1 teaspoon vanilla extract

  • 1 teaspoon instant coffee (optional)

For the Glaze

  • 1 cup (130 g) powdered sugar, sifted

  • ¼ cup (25 g) cocoa powder, sifted

  • 1 teaspoon vanilla extract

  • About 4 tablespoons cream or milk (adjust to desired consistency)

Instructions

  • Activate the yeast: Warm the milk to 100–110°F. Pour into a mixing bowl and sprinkle the yeast over the top. Let sit for 5–10 minutes until foamy.

  • Mix wet ingredients: Add brown sugar, egg, egg yolk, and vanilla extract. Stir to combine.

  • Make the dough: Add flour, sifted cocoa powder, instant coffee, salt, and softened butter. Knead with a dough hook on speed 2 for 6–7 minutes, scraping the bowl as needed, until the dough forms. It should be soft and slightly sticky. If too wet, add a tablespoon of flour at a time.

  • First rise: Cover the bowl with plastic wrap or a damp towel and let the dough rise in a warm spot for 60–90 minutes or until doubled in size.

  • Prepare filling: Mix softened butter, cocoa powder, cinnamon, dark brown sugar, vanilla, and instant coffee into a smooth paste.

  • Shape the rolls: Turn the dough out onto a cocoa-dusted surface. Roll it into a large rectangle (about 14×18 inches). Spread the filling evenly. Roll the dough tightly into a log and cut into 12 equal pieces.

  • Second rise: Arrange rolls in a greased 9×13-inch baking dish. Cover and let rise for another 60–90 minutes until puffy.

  • Bake: Preheat oven to 350°F (175°C). Bake rolls for 30–35 minutes until they’re golden and cooked through.

  • Make glaze: Whisk powdered sugar, cocoa powder, vanilla, and cream until smooth. Drizzle over warm rolls.

Notes

  • Ensure the milk is not hotter than 110°F; otherwise, it can kill the yeast.

  • For an extra-rich flavor, mix melted dark chocolate into the glaze.

  • These rolls can be frozen (unbaked or baked) for up to 2 months.

  • Author: Evelyn
  • Prep Time: 20 minutes
  • Additional Rise Time: 2 hours
  • Cook Time: 35 minutes
  • Category: Dessert, Breakfast
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Key Ingredients for Perfect Chocolate Cinnamon Rolls

Dough essentials and why quality matters

The foundation of unforgettable chocolate cinnamon rolls is the dough. It’s soft, slightly chewy, and packed with flavor. Using warm whole milk (around 100-110°F) activates the yeast perfectly, ensuring a fluffy texture. Brown sugar not only sweetens the dough but also adds a caramel-like depth. Adding dark cocoa powder and a hint of instant coffee (optional) intensifies the chocolate flavor, creating a rich, bakery-style base.

Dough Ingredients:

  • 1 cup (240 grams) whole milk, warmed to 100-110°F
  • 2 ¼ teaspoons (1 packet) active dry yeast
  • ½ cup (90 grams) brown sugar
  • 1 whole egg + 1 egg yolk
  • 1 tablespoon vanilla extract
  • 4 cups (480 grams) all-purpose flour
  • ½ cup (50 grams) dark cocoa powder, sifted
  • 1 teaspoon instant coffee (optional)
  • 1 teaspoon kosher salt
  • 2 ounces (½ stick) butter, softened

Looking for fruity desserts? Check out the pineapple upside-down cookies for a tropical-inspired bite.

Rich fillings that enhance flavor

What makes these chocolate cinnamon rolls truly special is the dark and decadent filling. Combining butter, cocoa powder, cinnamon, and dark brown sugar creates a gooey, melt-in-your-mouth swirl in every roll. Vanilla extract rounds out the filling with a sweet aroma, while instant coffee (optional) adds a subtle depth that balances the sweetness.

Filling Ingredients:

  • 2 ounces (½ stick) butter, softened
  • 2 tablespoons dark cocoa powder
  • 2 teaspoons ground cinnamon
  • ½ cup (90 grams) dark brown sugar
  • 1 teaspoon vanilla extract
  • 1 teaspoon instant coffee (optional)

To finish, the rolls are topped with a smooth, rich glaze that takes them over the top.

Glaze Ingredients:

  • 1 cup (130 grams) powdered sugar, sifted
  • ¼ cup (25 grams) cocoa powder, sifted
  • 1 teaspoon vanilla extract
  • About 4 tablespoons cream or milk (adjust to create a silky, spreadable consistency)

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Step-by-Step Instructions for Chocolate Cinnamon Rolls

Chocolate Cinnamon Rolls

Preparing the dough correctly

To create the perfect base, start by blooming the yeast in warm milk for 5–10 minutes until it becomes frothy. Mix in the brown sugar, egg, egg yolk, and vanilla. Gradually add flour, cocoa powder, instant coffee, salt, and softened butter. Use a dough hook at medium speed for about 6–7 minutes. The dough should be soft and slightly sticky. If it’s too wet, sprinkle in a little extra flour. Cover the dough and let it rise in a warm place for 60–90 minutes until it doubles in size.

Rolling, filling, and shaping the rolls

Once the dough is ready, dust a surface with cocoa powder and roll it into a large rectangle. Spread the filling evenly over the surface, ensuring every inch is coated. Roll the dough tightly into a log and slice it into 12 even pieces. Arrange them in a greased 9×13 baking dish and let them rise for another 60–90 minutes. When the rolls are puffy and leave a slight indentation when poked, they’re ready to bake at 350°F for 30–35 minutes. Glaze them while still warm for that perfect glossy finish.

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Baking Tips for Soft and Fluffy Chocolate Cinnamon Rolls

Rising time and temperature control

One of the secrets to perfect chocolate cinnamon rolls is allowing the dough to rise long enough to develop a soft, airy texture. After mixing, cover the dough and place it in a warm, draft-free spot for 60–90 minutes. A proper rise doubles the dough’s size and creates a lighter crumb. If your kitchen is cool, you can place the bowl near a warm oven (not inside) to help the yeast thrive. Always remember — patience is key when baking chocolate cinnamon rolls.

How to achieve the perfect glaze

A silky glaze is what makes chocolate cinnamon rolls irresistible. Start with sifted powdered sugar and cocoa to avoid lumps, and slowly whisk in cream or milk until you achieve a smooth, pourable consistency. The trick is to drizzle the glaze over warm rolls, letting it melt slightly into the swirls. You can also add a splash of vanilla or even a pinch of salt to balance the sweetness. For those who love richer flavors, try adding a tablespoon of melted dark chocolate to the glaze for a bakery-style finish.

Variations of Chocolate Cinnamon Rolls

Adding nuts, caramel, or fruits

Want to level up your chocolate cinnamon rolls? Add chopped pecans, almonds, or walnuts for a nutty crunch. Caramel drizzle or a cream cheese frosting can also create a decadent twist. For a fruity surprise, scatter raspberries or strawberries in the filling — the tartness pairs beautifully with the rich chocolate flavor.

Dairy-free and vegan alternatives

Yes, chocolate cinnamon rolls can be made vegan-friendly. Swap out regular milk for almond or oat milk, and use dairy-free butter and chocolate. For an egg-free version, replace eggs with a flaxseed mixture (1 tablespoon ground flaxseed + 3 tablespoons water). You’ll still get that soft, fluffy texture without compromising taste.

If you love citrusy treats, try the coconut key lime crinkle cookies for a refreshing twist.

Healthier Twists for Chocolate Cinnamon Rolls

Using whole-grain flours and less sugar

You don’t have to give up chocolate cinnamon rolls when looking for healthier options. By substituting part of the all-purpose flour with whole-wheat flour, you add extra fiber while maintaining a soft, chewy texture. Cutting down on sugar by using natural sweeteners like honey or coconut sugar also creates a lighter, less processed treat. For an added health boost, opt for unsweetened cocoa powder, which is packed with antioxidants.

Dark chocolate benefits

Using dark chocolate or high-quality cocoa can make your chocolate cinnamon rolls not only richer but also healthier. Dark chocolate is known to have antioxidants and can positively affect mood and energy. According to Wikipedia’s page on dark chocolate, it is also a source of minerals like iron and magnesium. You can even mix finely chopped dark chocolate into the filling for added depth of flavor. To learn more about cinnamon’s potential health benefits, you can check Wikipedia’s cinnamon page.

Storage and Serving Ideas

How to keep them fresh longer

Freshly baked chocolate cinnamon rolls are best enjoyed warm, but they can be stored for days if properly sealed. Keep them in an airtight container at room temperature for up to 3 days. For longer storage, wrap them individually in plastic and freeze for up to 2 months. When reheating, pop them in the oven at 300°F for 8–10 minutes to revive their soft, gooey texture.

Best ways to reheat chocolate cinnamon rolls

To get that just-baked taste, reheat chocolate cinnamon rolls in the oven rather than the microwave. Cover them with foil to prevent the glaze from overcooking and bake at a low temperature until warmed through. For a quick fix, 15–20 seconds in the microwave works, but a light drizzle of cream or milk over the top before heating keeps them from drying out.

For a unique summer dessert, the tasty peach cobbler cookies are a must-try.

FAQs About Chocolate Cinnamon Rolls

Is chocolate icing good on cinnamon rolls?

Absolutely! Chocolate icing enhances the rich flavors of chocolate cinnamon rolls, making each bite indulgent and decadent. The smooth chocolate glaze blends perfectly with the cinnamon filling, creating a dessert that feels like it’s straight from a high-end bakery. If you want an extra layer of flavor, drizzle a little dark chocolate ganache on top for a more luxurious finish.

Are cinnamon rolls soft or hard?

Traditional cinnamon rolls, including chocolate cinnamon rolls, are meant to be soft, fluffy, and slightly gooey in the center. If your rolls turn out hard, it could be due to overbaking or not letting the dough rise properly. Always allow enough resting and rising time, and bake just until they’re golden and set.

How long can cinnamon rolls sit out?

Freshly baked chocolate cinnamon rolls can sit at room temperature for about 2 days if kept in an airtight container. After that, it’s best to refrigerate or freeze them to maintain freshness. If you’re making them ahead for a party or brunch, prepare them the night before and store them covered in a cool, dry place.

What is an interesting fact about cinnamon rolls?

Did you know that cinnamon rolls are believed to have originated in Sweden, where they’re called “kanelbullar”? Adding chocolate to this classic pastry creates a modern twist that elevates its flavor profile. These chocolate cinnamon rolls are a testament to how traditional recipes can evolve while still maintaining their warm, comforting charm.

Conclusion and Final Thoughts

Why you should bake chocolate cinnamon rolls this weekend

Whether you’re baking for family, friends, or just for yourself, chocolate cinnamon rolls are the perfect comfort food. They combine the cozy sweetness of cinnamon with the rich, bold taste of chocolate — an unbeatable duo. Imagine pulling warm rolls from the oven, the smell filling your kitchen, and the first gooey bite melting in your mouth. That’s why this recipe deserves a spot in your weekend plans.

Inspiring a family baking tradition

Baking chocolate cinnamon rolls can become more than just making dessert — it’s a memory-making experience. Invite your kids or loved ones to help roll the dough or spread the filling. The joy of baking these rolls together creates stories you’ll remember every time you make them.

Want the full printable recipe? Check out our step-by-step guide for Chocolate Brownie Cookies to bake the fudgiest cookies every time.

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