Cherry Cinnamon Rolls with Homemade Filling

Total Time: 3 hrs 10 mins Difficulty: Intermediate
Cherry Cinnamon Rolls: Sweet, Soft, and Irresistibly Flavored Passion in Every Bite!
pinit

Early mornings in my kitchen feel extra special when the scent of freshly baked dough mingles with a burst of vibrant cherry sweetness. There’s a certain magic in rolling out pillowy-soft dough, layering it with a dreamy cinnamon sugar swirl, and then dotting it generously with glossy, fruit-studded cherry filling. Every inch of these Cherry Cinnamon Rolls with Homemade Filling speaks of comfort and indulgence—a warm embrace for the senses that promises a delightful start to any day. Soft, tender spirals of golden dough enclosed by ribbons of cinnamon spice become even more irresistible when accented by juicy pockets of cherries that pop with flavor in every bite.

What really makes this recipe shine is the way each element comes together: the gentle bubble of yeast working its wonders, the homely sweetness of brown sugar and cinnamon melding into butter, and the bright, tangy cherries thickened to perfection with a hint of vanilla. These rolls aren’t just pastries; they’re little rounds of joy meant to be shared with loved ones. Whether you’re craving a sweet breakfast treat or a decadent afternoon snack, these rolls rise to the occasion. As you tuck into one, the soft dough yields to bursts of cherry, and the gentle hug of glaze makes each mouthful feel like a celebration. Grab a mug of coffee, set aside some time, and let’s bake memories together—one cherry-studded swirl at a time.

KEY INGREDIENTS IN CHERRY CINNAMON ROLLS WITH HOMEMADE FILLING

Before diving into the hands-on baking fun, it’s helpful to gather all the essentials. Each ingredient has an important role, whether it’s building structure, adding flavor, or creating that beautiful, glossy finish on top of your rolls. Let’s look at what you’ll need and why it matters.

  • All-purpose flour

Provides the foundation of the dough, giving it structure and forming those soft, elastic layers. A good quality flour ensures a tender crumb.

  • Active dry yeast

Acts as the leavening agent, fermenting the dough and creating those airy, fluffy rolls. It needs a warm, sugary environment to foam up properly.

  • Whole milk

Adds richness and moisture, helping the dough develop a soft and tender texture. The fats in milk also promote a beautiful golden crust.

  • Unsalted butter

Enriches the dough and the cinnamon sugar filling with creamy flavor. Using unsalted butter lets you control the overall saltiness.

  • Granulated sugar

Feeds the yeast and adds sweetness to the dough. It also contributes to the browning of the crust for that perfect golden hue.

  • Salt

Balances flavors and strengthens the gluten network, ensuring the dough has good structure and doesn’t taste flat.

  • Large eggs

Enrich the dough with fat and protein, giving it a tender crumb and improving its ability to rise.

  • Additional flour for dusting

Prevents sticking when rolling out the dough, helping you work with silky, smooth surfaces instead of a sticky mess.

  • Fresh or frozen cherries (pitted)

Bring juicy, bright flavor to the filling. They can be cooked down to release natural sweetness and color.

  • Cornstarch

Thickens the cherry filling to the perfect consistency, ensuring it doesn’t leak out of the rolls while baking.

  • Vanilla extract

Deepens flavor in both fillings and the glaze, adding a warm, aromatic note that ties everything together.

  • Ground cinnamon

Infuses the dough and fillings with that classic warm spice, melding beautifully with brown sugar and cherries.

  • Brown sugar

Adds a molasses-like depth and moisture to the cinnamon filling, creating an irresistible caramelized swirl.

  • Powdered sugar

Forms the base of the sweet glaze, dissolving smoothly for that glossy drizzle on warm rolls.

  • Milk (for glaze)

Thins the powdered sugar just enough to create a pourable glaze, adding a creamy touch.

HOW TO MAKE CHERRY CINNAMON ROLLS WITH HOMEMADE FILLING

Ready to roll up your sleeves and bake something truly special? This recipe guides you through each step, from mixing and kneading dough to creating luscious fillings and finishing with a glossy drizzle. Follow along carefully to achieve those soft, fluffy spirals studded with cherry goodness.

1. Prepare the Dough

Warm the milk in a saucepan over low heat until it reaches a lukewarm temperature—warm enough to activate yeast, but not so hot that it kills it. Stir in granulated sugar and cubed unsalted butter until melted, then let the mixture cool slightly. Sprinkle active dry yeast on top and let it sit undisturbed for 5–10 minutes until it becomes frothy. In a large bowl, combine all-purpose flour and salt, then pour in the yeast mixture and add the eggs. Use your hands or a stand mixer to knead the mixture for 5–7 minutes, until the dough is smooth and elastic. Transfer to a greased bowl, cover with a damp cloth, and allow it to rise in a warm spot for 1–1.5 hours, until doubled in size.

2. Prepare the Cherry Filling

In a medium saucepan over medium heat, combine pitted cherries, granulated sugar, cornstarch, vanilla extract, and ground cinnamon. Stir continuously as the mixture thickens and begins to bubble—about 5–7 minutes. Once you have a thick, jam-like consistency, remove from heat and let it cool completely before using to prevent soggy dough.

3. Prepare the Cinnamon Sugar Mixture

In a small bowl, cream together softened unsalted butter with brown sugar and ground cinnamon until well combined and spreadable. This cinnamon swirl will add rich, caramelized flavor to every bite.

4. Assemble the Rolls

On a lightly floured surface, roll the risen dough into a 12×18-inch rectangle. Spread the cinnamon sugar mixture evenly over the dough, reaching all edges. Carefully dollop and gently spread the cooled cherry filling on top, being mindful not to tear the dough. Starting from one long side, tightly roll the dough into a log, then pinch the seam to seal. Use a sharp knife or dental floss to cut the log into 12–15 equal rolls.

5. Final Rise and Baking

Arrange the rolls in a greased baking dish, leaving space between each one. Cover lightly and let them proof for another 30–45 minutes until puffy. Meanwhile, preheat your oven to 350°F (175°C). Bake the rolls for 25–30 minutes until golden brown on top.

6. Prepare the Glaze

While the rolls bake, whisk together powdered sugar, milk, and vanilla extract until smooth and pourable. Adjust milk quantity to reach your desired consistency.

7. Finish

Remove the rolls from the oven and let them cool for a few minutes. Drizzle the glaze generously over the warm rolls, allowing it to seep into every crevice for maximum sweetness.

SERVING SUGGESTIONS FOR CHERRY CINNAMON ROLLS WITH HOMEMADE FILLING

Whether you’re hosting a lazy weekend brunch or simply craving a sweet pick-me-up, serving these rolls with care enhances every delightful bite. The contrast of warm dough, molten cherry pockets, and creamy glaze creates a multi-sensory experience—soft, gooey, and bursting with flavor. Before you dive in, set the scene by grabbing your favorite coffee mug or tea cup. Place a stack of freshly baked rolls on a decorative platter, inviting friends or family to gather round. Add a sprinkle of powdered sugar or a few fresh berries on top for a pop of visual appeal. Don’t rush; encourage everyone to savor the combination of tangy cherry and sweet cinnamon as they unwind together over conversation and laughter.

  • Pair with a latte or cappuccino

The rich, bold flavor of coffee complements the sweet cherry filling and cinnamon sugar perfectly. Serve the rolls on a cake stand beside a steaming cup topped with frothy milk art.

  • Add a scoop of vanilla ice cream

Turn these rolls into an indulgent dessert by placing a warm roll on a plate and topping it with creamy vanilla ice cream. Watch as the ice cream gently melts into the swirls.

  • Serve alongside fresh fruit

Balance the sweetness with a simple side of fresh berries or citrus slices. The bright acidity refreshes the palate between bites of gooey pastry.

  • Package as a thoughtful gift

Let the rolls cool slightly, then wrap a few in parchment paper and tie with a colorful ribbon. It makes a heartwarming present for neighbors, teachers, or anyone in need of a sweet surprise.

HOW TO STORE CHERRY CINNAMON ROLLS WITH HOMEMADE FILLING

Keeping your Cherry Cinnamon Rolls fresh ensures you can enjoy their soft texture and vibrant flavors even after baking. Proper storage methods help maintain moisture, prevent staleness, and preserve the luscious cherry filling. Whether you plan to eat them within a day or freeze them for later enjoyment, following these tips will guarantee that each roll remains as delightful as the moment it came out of the oven. Be mindful of temperature and humidity, and always use airtight containers or proper wrapping techniques to lock in freshness.

  • Room temperature storage

Once completely cool, place the rolls in an airtight container or wrap them tightly with plastic wrap. They’ll stay soft and tasty for up to two days without refrigeration.

  • Refrigeration

For a slightly longer shelf life, store the rolls in the fridge for up to five days. Seal them in a container or zip-top bag to prevent them from drying out. Reheat individual rolls in the microwave for 10–15 seconds before serving.

  • Freezing for future enjoyment

Freeze unglazed rolls by individually wrapping them in plastic wrap followed by aluminum foil. Store in a freezer-safe bag for up to three months. Thaw overnight in the refrigerator and then reheat in a warm oven at 325°F (160°C) for 10–15 minutes before glazing.

  • Reheating tips

To refresh stored rolls, warm them in a preheated oven at 300°F (150°C) for 5–10 minutes or microwave briefly until just heated through. Drizzle extra glaze after reheating to revive that glossy finish.

CONCLUSION

Baking Cherry Cinnamon Rolls with Homemade Filling is more than just following a recipe—it’s about creating moments of warmth, sweetness, and shared joy. From mixing and kneading the dough to waiting patiently for it to rise, each step builds anticipation for that first delightfully sticky, fruit-kissed spiral. You’ve learned how to craft a soft, enriched dough; swirl it with buttery cinnamon sugar; layer on a vibrant cherry compote; and finish with a smooth vanilla glaze. By gathering quality ingredients and following these detailed instructions, you’ll consistently achieve rolls that are tender, sweet, and bursting with flavor. Feel free to print this article and save it in your recipe binder, so you can revisit these steps whenever you’re craving a homemade treat. Below, you’ll find a FAQ section to help answer any lingering questions about techniques, substitutions, or troubleshooting.

Baking can sometimes feel daunting, but once you experience the simple pleasure of pulling a tray of these cherry-studded rolls from the oven, you’ll understand why this recipe is worth every minute. If you try it out, please let me know how it goes—leave your comments, share your photos, or ask questions if you need any guidance. Your feedback helps me continue to craft recipes that feel like friendly kitchen chats. Enjoy these rolls as a cozy breakfast, a delightful dessert, or a thoughtful gift, and may every bite bring a bit of homemade bliss to your day.

Cherry Cinnamon Rolls with Homemade Filling

Difficulty: Intermediate Prep Time 40 mins Cook Time 30 mins Rest Time 2 hrs Total Time 3 hrs 10 mins
Calories: 400

Description

Bursting with cherry goodness and a touch of cinnamon, these homemade rolls are fluffy and decadent, perfect for sharing at brunch or as a delightful dessert.

Ingredients

Instructions

  1. Prepare the Dough:
  2. - Warm the milk in a saucepan until it's lukewarm but not hot. Stir in the sugar and butter; allow the mixture to cool to a slightly warm temperature.
  3. - Combine the active dry yeast with the milk mixture. Set the yeast mixture aside for 5-10 minutes until it becomes foamy.
  4. - In a large bowl, mix together the flour and salt. Add the yeast mixture and eggs, and knead into a dough until it's smooth and elastic. This may take about 5-7 minutes.
  5. - Place the dough in a greased bowl, cover it with a damp cloth, and let it rise in a warm place until it doubles in size (about 1 to 1.5 hours).
  6. Prepare the Cherry Filling:
  7. - In a saucepan over medium heat, combine cherries, sugar, cornstarch, vanilla extract, and cinnamon. Cook until the mixture thickens and starts bubbling. Stir continuously. Once thickened, remove from heat and allow to cool completely.
  8. Prepare the Cinnamon Sugar Mixture:
  9. - In a bowl, mix the softened butter, brown sugar, and ground cinnamon until well combined.
  10. Assemble the Rolls:
  11. - Roll out the dough on a lightly floured surface into a rectangle about 12x18 inches.
  12. - Spread the cinnamon sugar mixture evenly over the rolled dough.
  13. - Gently spread the cooled cherry filling on top, being careful not to push too hard and break the dough.
  14. - Starting from one long side, tightly roll up the dough into a log. Pinch the seams to seal.
  15. - Using a sharp knife or dental floss, cut the dough into 12-15 rolls.
  16. Final Rise and Baking:
  17. - Place the rolls on a greased baking dish, leaving some space between each piece. Cover and let them rise for another 30-45 minutes until they puff up.
  18. - Preheat the oven to 350°F (175°C).
  19. - Bake for 25-30 minutes, or until the rolls are golden brown.
  20. Prepare the Glaze:
  21. - While the rolls bake, whisk together powdered sugar, milk, and vanilla extract until smooth.
  22. Finish:
  23. - Remove the rolls from the oven and allow them to cool slightly. Drizzle the glaze on top while still warm.

Note

  • Fresh cherries are preferable, but frozen cherries work well too, just ensure they are thawed and drained.
  • The dough rises better in a warm environment. Consider turning on your oven's 'proof' setting or warming your kitchen slightly.
  • For a twist, add chopped nuts like pecans or walnuts to the filling.
  • These rolls are perfect for brunch or a sweet morning treat.
  • Enjoy them within a couple of days and store any leftovers in an airtight container.
Keywords: cinnamon rolls, cherry filling, homemade, dessert, baking, brunch

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Frequently Asked Questions

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Can I use a different type of fruit for the filling instead of cherries?

Yes, you can easily substitute the cherries with other fruits such as blueberries, raspberries, or diced apples. Just adjust the sugar and cornstarch according to the sweetness and moisture of the chosen fruit. For example, apples may require a bit more sugar, while blueberries might need less.

What should I do if my dough doesn't rise properly?

If your dough doesn't rise, it might be due to the yeast being expired or the milk being too hot or cold. Ensure that the milk is lukewarm (around 110°F) when adding the yeast. Also, make sure you’re letting the dough rise in a warm environment. If needed, you can place it in a slightly warmed oven (with the oven turned off) to create a cozy atmosphere for the yeast to activate.

How can I make these cinnamon rolls ahead of time?

You can prepare the rolls up to the point of the final rise and then refrigerate them overnight. After assembling the rolls, cover them tightly in plastic wrap and place them in the fridge. In the morning, take them out, let them come to room temperature for about 30 minutes, and then proceed with the baking instructions.

Can I use pre-made cinnamon rolls dough to save time?

While using pre-made dough can save you time, it may not give you the same homemade feel and flavor as making your own dough from scratch. If you’re in a rush, consider using it, but be sure to still prepare the cherry filling and glaze to maintain the essence of this recipe.

How do I properly store leftovers of the cherry cinnamon rolls?

To store leftover cinnamon rolls, let them cool completely, then place them in an airtight container. They can be kept at room temperature for up to 2 days, or in the refrigerator for about a week. For longer storage, consider freezing them. Wrap each roll tightly in plastic wrap and then place them in a freezer-safe bag. They can be frozen for up to 2-3 months. To enjoy, simply reheat them in the oven or microwave.

Annie Delgado

Food and Lifestyle Blogger

Hi! I’m Annie Delgado, the home cook, storyteller, and flavor-lover behind CookingWithAnnie.com. Raised in a big Latin-American family where food was how we celebrated, connected, and showed love, I learned early on that cooking doesn’t have to be complicated to be meaningful.

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