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Desserts & Baking

Cherry Cinnamon Rolls with Homemade Filling

★★★★★ 4.9 (79 Kitchen Reviews)
Prep Time25 mins
Cook Time25 mins
Total Time50 mins (plus 1 hr 30 mins rising time)
Servings12 rolls
CourseDessert
Calories320 kcal
Cook Along With All 4 Visual Step-by-Step Pages & Full Recipe Card Swipe through our 4-page kitchen guide for ingredient swaps & process photos, or tap Jump to Recipe above!
Ingredient Swaps (Page 2) →

If you hopped over from our @recipestokitchen Pinterest community, welcome to my kitchen! Today I’m sharing my tested, no-fail recipe for Cherry Cinnamon Rolls with Homemade Filling—complete with ingredient swaps, visual step-by-step cues across 4 pages, and a printable recipe card below.

Cherry Cinnamon Rolls with Homemade Filling — Tested Recipe by Chef Elena Rossi
Featured Dish: Cherry Cinnamon Rolls with Homemade Filling · Tested by Chef Elena Rossi (@recipestokitchen)
📌 Pin Recipe

1. Why This Recipe Works Every Time

In my test kitchen, I’ve made countless cinnamon rolls, but these cherry-filled beauties are the ones my family begs for. The secret is a soft, enriched dough that rises to pillowy perfection, paired with a homemade cherry filling that’s bursting with bright, tart flavor—no canned goo here.

What makes this recipe work every time is the balance: the sweet dough, the tangy cherries, and just enough cinnamon to warm it all up. Whether it’s a lazy Sunday morning or a weekday treat, these rolls turn any moment into something special.

👩🍳 Chef Elena’s Test Kitchen Highlights (Page 1 of 4)

  • Foolproof Ratios: Triple-tested with everyday supermarket ingredients so it works on your very first try.
  • Balanced Flavor: Layered aromatics and proper pan temperature create rich, homemade depth without complicated steps.
  • Save for Later: Tap 📌 Pin Recipe to save this dish to your dinner or baking board.

Tap Next Page (Page 2) below for my Key Ingredients & Easy Substitutions, or scroll down to check off the full Recipe Card!

Cherry Cinnamon Rolls with Homemade Filling

👩🍳 RECIPESTO KITCHEN · OFFICIAL TESTED RECIPE CARD

Cherry Cinnamon Rolls with Homemade Filling

These cherry cinnamon rolls are soft, pillowy, and packed with a sweet-tart homemade cherry filling that pairs beautifully with warm cinnamon. Perfect for weekend brunch or a cozy afternoon snack, they're a family favorite that fills the kitchen with the most inviting aroma.

📌 Pin Recipe to Board★★★★★ 4.9 from Kitchen Testers
Prep Time25 mins
Cook Time25 mins
Total Time50 mins (plus 1 hr 30 mins rising time)
Servings12 rolls
CourseDessert
Calories320 kcal

🛒 Ingredients (Check Off As You Measure)

🍳 Step-by-Step Instructions

  1. In a small bowl, dissolve yeast in warm water with a pinch of sugar; let sit 5 minutes until frothy. In a large bowl, mix flour, sugar, and salt. Add yeast mixture, warm milk, melted butter, and egg; stir until a soft dough forms.
  2. Turn dough onto a floured surface and knead for 8-10 minutes until smooth and elastic. Place in a greased bowl, cover, and let rise in a warm spot for 1 hour, or until doubled in size.
  3. Meanwhile, make the filling: in a saucepan, combine cherries, sugar, cornstarch, lemon juice, and cinnamon. Cook over medium heat for 5-7 minutes until thickened. Let cool completely.
  4. Punch down the dough and roll it into a 12×18-inch rectangle. Spread the cooled cherry filling evenly over the dough. Roll tightly from the long side, then slice into 12 equal pieces. Place rolls in a greased 9×13-inch baking dish.
  5. Cover and let rise again for 30 minutes. Preheat oven to 375°F. Bake for 22-25 minutes until golden brown. Whisk glaze ingredients and drizzle over warm rolls before serving.

👩🍳 Chef Elena’s Kitchen Notes & Storage

For the fluffiest rolls, make sure your milk and water are warm but not hot—about 110°F—to keep the yeast happy. Store leftover rolls in an airtight container at room temperature for up to 3 days, or freeze for up to 2 months; reheat in the microwave for 20 seconds.

Pinterest Kitchen Tip: Save this recipe to your @recipestokitchen board so you can pull up the ingredient checklist at the grocery store!

Estimated Nutrition (Per Serving):

Calories: 320 kcalProtein: 6gCarbs: 52gFat: 10gFiber: 2g

Chef Elena Rossi
Recipe Developed & Tested By

Chef Elena Rossi

Ciao, I'm Elena! Trained in Florence and based in Chicago, I founded RecipesTo Kitchen (and our @recipestokitchen Pinterest community of 296,580+ monthly home cooks) to share foolproof weeknight dinners, cozy one-pot pastas, and bakery-style desserts that work on the very first try.