Baking

September 19, 2021

Apple Pie Cinnamon Rolls

Cinnamon rolls with apple pie filling

I've been enjoying cinnamon rolls for Christmas morning for as long as I can remember. The tradition behind it made it something so special for me growing up that I decided to carry it on all these years later. So when I say I've tried a lot of cinnamon rolls, I've tried a lot. From the classic store bought Cinnabon, to making my own, it's been a journey to get them to come close to Cinnabon. I've tried making them healthier, with spelt flour, less sugar, grain-free (utter disaster) and vegan. No matter what, I couldn't quite nail it. So when I finally tried these, let me tell you, it was a very good day.

Why You'll Love These Apple Pie Cinnamon Rolls:

  • They're fluffy and super soft and pillowy
  • You can make them in advance
  • They freeze well
  • You get apple pie flavor and a cinnamon roll all in one.
  • They taste incredible

Baking the perfect, soft and fluffy cinnamon roll isn't necessarily hard, but coming up with that recipe is. Which is why when I went on another quest to find the perfect cinnamon roll, I did some googling. I came across a recipe from Sarah Kieffer's website (The Vanilla Bean Blog). Her cookie pan banging technique is already so well known on Instagram (and beyond) and her cinnamon rolls are also a classic recipe that is consistently rated with 5 stars. I had high hopes for her rolls and they did not disappoint.

These cinnamon rolls with apple pie filling are a result of using her recipe and combining it with chopped apples and slathering a date caramel sauce all over. Usually I'm a classic cinnamon roll kinda girl, but the apples are a very nice addition here. So if you're on the fence about using them, I'd encourage you to try this version for a change.

Cinnamon rolls with apple pie filling

Ingredients:

For the Caramel Icing:

How to Make These Cinnamon Rolls with Apple Pie Filling

Making these apple stuffed cinnamon rolls is 100% worth the effort. Yes, it takes some time to prepare these, but most of the time is hands off. Also, how often do you make cinnamon rolls from scratch?

If you're using active dry yeast, you'll need to add this to a bowl first followed by the warmed milk (between 100-110℉). This step ensures that the active dry yeast is good to go. If you're using instant yeast, you can skip this step.

Once you can see that the yeast is foamy and alive, add the honey and eggs and mix.

In a stand mixer fitted with the paddle attachment, mix the flour and salt on low to combine. With the mixer still on low, add the egg/milk mixture.

While the mixer is still running on low, add the butter one piece at a time, until all are added. Then increase the speed to medium and beat until all of the butter has been incorporated, about one minute.

Transfer the dough to a large greased bowl, and cover with plastic wrap. The dough is sticky, use a spatula to scrape it into the bowl.

Let it rise for 30 minutes.

This step of folding the dough over is part of Sarah's genius. As per Sarah, this helps to improve the structure of the dough and makes it easier to handle. Place your fingers or a spatula underneath the dough and gently pull the dough up and fold it back over itself. Turn the bowl and repeat this folding again. Continue 6 to 8 more times, until all the dough has been folded over on itself. Re-cover the bowl with plastic and let rise for 30 minutes. Repeat this series of folding 3 more times, for a rise time of 2 hours and a total of 4 foldings. If you need to see a visual on how to do this, be sure to check that out over here.

Now, tightly cover the dough once again and place in the refrigerator overnight (I left mine for two nights and it was fine).

Cinnamon rolls with apple pie filling

Time to Assemble!

Remove the dough from the bowl and place it on a large floured surface.

Knead the dough about 10 to 12 times and then cover it with some flour and a tea towel and let it come to room temperature .

Grease a 9 x 13 baking pan (this is the exact one I use).

Melt the remaining butter in a microwave safe bowl. In a separate small bowl, combine the sugar and cinnamon.

Roll the dough into a 16 by 12-inch rectangle and brush the dough with the melted butter and sprinkle the cinnamon-sugar mixture evenly over the top, pressing it lightly into the butter so it adheres.

Top with the chopped apples.

chopped apples on cinnamon rolls

Starting at a long side, roll the dough into a tight cylinder. Pinch the seam gently to seal it and position the dough seam side down. Use a sharp knife to cut the dough into 12-equal pieces. Transfer the pieces to the prepared pan. Cover the pan loosely with plastic wrap and let the dough rise until doubled, 1 to 1 1/2 hours.

This is what they look like immediately after putting them away.

cinnamon rolls before second rise

Here's what they'll look like after the second rise.

cinnamon rolls after second rise

Make the Icing:

In a large bowl, combine the icing sugar with the milk and vanilla and whisk well to combine. Add in a half batch of the caramel sauce. Set this aside. You'll use the rest of the caramel sauce on the cinnamon rolls later.

You can find the date caramel sauce over here. I use this on everything!

Bake Your Apple Cinnamon Rolls

Uncover the cinnamon rolls and place in your preheated oven to bake for 28-32 minutes, rotating halfway through. Place the pecans on a baking tray and bake on another rack for 12-15 minutes, until toasted

Transfer the baking dish to a cooling rack and let cool for five minutes, top with the pecans.

Drizzle the sauce all over. Let them cool for another 10 minutes or so.

Remove the rolls and top with the date caramel.

*drool*

Cinnamon rolls with caramel drizzle

To Make Overnight Apple Cinnamon Rolls

  • Prepare the rolls (roll out the dough, fill them, roll them up and cut them), and then put them in the prepared pan, without the rise time of 1 1/2 hours. Then cover them loosely with plastic and refrigerate for up to 18 hours.
  • When ready to bake, preheat the oven, and let the rolls sit at room temperature (with plastic wrap on) for 30-45 minutes.
  • Bake as directed.

Should I bake the Apples Ahead of Time?

No need to do this at all, they will soften in the rolls as they bake. Baking the apples ahead of time and then adding them to the rolls will also create too much liquid.

Substitutions:

Because of the nature of baking, I don't recommend many substitutions with this recipe.

  • Refined sugar free: you can swap out the icing sugar for another type of sugar and grind it up. For example, you can use coconut sugar and grind it up first to create a powder. Then use that in the recipe as the powdered sugar. This will change the colour, but because we're making it a caramel icing sugar, it shouldn't matter. Obviously, the taste will change as well.
  • Dairy-free: use a dairy-free milk such as oat or almond and try using a vegan butter (note- I haven't tested this with a vegan butter).

There you have it, the best ever cinnamon rolls with apple pie filling. If you want to try the classic cinnamon roll instead, be sure to check out Sarah's blog over here if you haven't already.

Cinnamon rolls with apple pie filling

Other Baking Recipes to Try

If you make these cinnamon rolls with apple pie filling, I'd love to hear from you. Feel free to tag me on Instagram, and/or leave a comment, rating or review below.

This post contains affiliate links, which means I may receive a small commission at no extra cost to you. I only share products and services I have personally used and love. Disclosure here.

Apple Pie Cinnamon Rolls

The fluffiest cinnamon rolls with apple pie filling and a caramel drizzle.

Prep:
30
min
cook:
30
min
total:
270
min
No items found.
Author:

Jaclyn

Ingredients

For the Cinnamon Rolls:

  • 2 1/4 tsp active dry yeast
  • 3/4 cup warmed milk (regular or non-dairy) (warmed between 100-110℉)
  • 1/4 cup honey
  • 4 eggs (room temperature)
  • 4 cups all purpose flour (568g)
  • 2 tsp kosher salt
  • 10 tbsp unsalted butter, room temperature, cut into 1" cubes (142g)
  • 1 cup pecans (raw), roughly chopped

For the Filling:

  • 2 tbsp unsalted butter
  • 1/2 cup brown sugar
  • 1 1/2 tbsp cinnamon
  • 2 cups chopped apples (skin left on is fine)

For the Caramel Icing:

Instructions
  1. If using active dry yeast, add this to a bowl first followed by the warmed milk (between 100-110℉). This step ensures that the active dry yeast is good to go. If you're using instant yeast, you can skip this step and add it with the flour and salt in step 3.
  2. Once you can see that the yeast is foamy and alive, add the honey and eggs and mix. (If using instant yeast, just whisk together the honey and eggs with the milk).
  3. Grease a large bowl for the dough. In a stand mixer fitted with the paddle attachment, mix the flour and salt on low to combine. With the mixer still on low, add the egg/milk mixture.
  4. While the mixer is still running on low, add the butter one piece at a time, until all are added. Then increase the speed to medium and beat until all of the butter has been incorporated, about one minute.
  5. Transfer the dough to a large greased bowl, and cover with plastic wrap. The dough is going to be sticky, use a spatula to scrape it into the bowl.
  6. Let it rise for 30 minutes.
  7. Place your fingers or a spatula underneath the dough and gently pull the dough up and fold it back over itself. Turn the bowl and repeat this folding again. Continue 6 to 8 more times, until all the dough has been folded over on itself. Re-cover the bowl with plastic and let rise for 30 minutes. Repeat this series of folding 3 more times, for a rise time of 2 hours and a total of 4 foldings.
  8. Tightly cover the dough once again and place in the refrigerator overnight (I left mine for two nights and it was fine).
  9. Remove the dough from the bowl and place it on a large floured surface.
  10. Knead the dough 10 to 12 times and then cover it with some flour and place a clean towel over top and let it come to room temperature. Grease a 9 x 13 baking pan.
  11. Melt the remaining two tablespoons of butter in a microwave safe bowl. In a separate small bowl, combine the sugar and cinnamon. Allow the butter to cool.
  12. Roll the dough into a 16 by 12-inch rectangle and brush the dough with the melted butter and sprinkle the cinnamon-sugar mixture evenly over the top, pressing it lightly into the butter so it adheres. Top with the chopped apples.
  13. Starting at a long side, roll the dough into a tight cylinder. Pinch the seam gently to seal it and position the dough seam side down. Use a sharp knife to cut the dough into 12-equal pieces. Transfer the rolls to the prepared pan. Cover the pan loosely with plastic wrap and let the dough rise until doubled, 1 to 1 1/2 hours.
  14. Make a batch of the date caramel sauce first. Then in a large bowl, combine the icing sugar with the milk and vanilla and whisk well to combine. Add in half of the batch of the caramel sauce and mix to combine. Set this aside. You'll use the remaining caramel sauce on the cinnamon rolls later for serving.
  15. Preheat your oven to 350℉. Uncover the cinnamon rolls and place in your preheated oven to bake for 28-32 minutes, rotating halfway through. Place the pecans on a baking tray and bake on another rack at the same time for 12-15 minutes, until toasted
  16. Transfer the baking dish to a cooling rack and let cool for five minutes, top with the pecans. Drizzle the caramel icing all over. Let them cool for another 10 minutes or so.
  17. Remove the rolls and serve with extra date caramel sauce on the side.

Let's be friends...

Comment Below

Did you love this? Let us know!

Name
Email
Message
Thanks for contributing to our community! Your comment will appear shortly.
Oops! Something went wrong while submitting the form.
apk
January 19, 2022
Thanks sharing this <a href="https://www.apkev.com/dragon-mania-legends-mod-apk/">article</a>
Susan Renee Hennings
January 12, 2022
Yes, I like it a lot. Lentils are nutritious and inexpensive.
Carole
January 2, 2022
I’m just learning about adaptogens and trying to incorporate them into my “healthy arsenal”. Thanks for the info!
MAdeleine
December 27, 2021
This is the first cinnamon roll recipe i've actually gotten to work! I let the dough rest in the fridge for 4-5 hours and then rolled and filled it, then let it rest in the fridge over night and it worked great for an early morning bake. I looked through the whole recipe and you never mention what temperature to bake at. It just says "place in your preheated oven to bake" I baked at 350. Also it would be really nice if the caramel sauce recipe was included here. All in all totally delicious, worth the effort, and I will be making this again.