Cinnamon-Walnut Stuffed Challah Bread
The ultimate sweet bread— braided challah stuffed with a swirled cinnamon-walnut filling.

My Dad always says on the ski slopes— if you’re not falling, you’re not learning.
That phrase continues to motivate me, both on and off the slopes. For example, some days I have big flops in the kitchen. Cakes don’t rise, pies don’t set, and genius ideas don’t pan out. These fails are always frustrating, but it’s a good reminder that I still have stuff to learn.
Plus, those flops make the successes so much sweeter. Pulling this beautiful loaf of cinnamon-walnut stuffed challah bread from the oven after a few failed attempts has been a highlight of my week.
I mean, look at that loaf!

This recipe is directly inspired by the chocolate “babkallah” in the holiday issue of Bon Appetit. It is a babka shaped like challah and it completely blew me away.
I imagine the chocolate variation is amazing, but I may never find out because the combination of cinnamon and walnuts in this loaf is all I could ever want. Imagine the best sticky bun, or cinnamon roll, or flavored challah you’ve ever had, and then you’re pretty close to what this is.


It needs no embellishment, enjoy slices just as they are, and at any time of day— breakfast, dessert, and everything in between.
That being said, this bread would make a killer french toast. If slices stick around that long.

baking tip:What is enriched yeast bread?
“Enriched yeast bread” or “enriched yeast dough” means that it includes added sweeteners and fats, such as butter, oil, eggs, honey and sugar. These breads are more soft, tender and sweeter than breads made with just flour, water, yeast and salt. Examples include brioche, babka, and challah breads.

Cinnamon-Walnut Stuffed Challah Bread
Ingredients
For the dough:
- ½ cup whole milk (118 ml)
- ¼ cup honey (85 grams)
- ½ cup unsalted butter (113 grams)
- 3 cups all-purpose flour (360 grams)
- 1 teaspoon salt
- ½ teaspoon ground cinnamon
- 1 envelope active-dry yeast (2 ¼ teaspoons, 7 grams)
- 2 large eggs
For the filling:
- ½ cup unsalted butter , at room temperature (113 grams)
- ¾ cup packed light or dark brown sugar (160 grams)
- 2 cups walnuts , finely chopped (226 grams)
- 1 teaspoon ground cinnamon
Instructions
To prepare the dough:
- Combine the milk, honey and butter in a small saucepan set over medium heat. Warm just until butter is melted. Remove from heat and let cool 5 minutes, or until it is between 120-130° F.
- In the bowl of a stand mixer fitted with a dough hook (you can also use a large bowl and mix by hand), combine 2 cups of the flour, the salt, cinnamon and yeast. Add the milk mixture and mix until smooth. Add the eggs one at a time, mixing after each.
- Add the remaining flour a few tablespoons at a time, letting it incorporate into the dough before adding more. When all the flour has been added, the dough should be very soft, but still clear the sides of the bowl. If necessary, add a few more tablespoons of flour. Continue to knead the dough for about 5 more minutes until it's smooth and elastic.
- Carefully place the dough in a greased bowl, cover with plastic wrap, and let rise in a warm place until doubled, about 1 hour. Gently punch down the dough to release gases and knead a few more times by hand.
To assemble the stuffed challah:
- In the bowl of a stand mixer fitted with a paddle attachment, or in a large bowl with a handheld mixer, combine the butter, brown sugar, walnuts and cinnamon and mix until smooth. Mixture should be crumbly.
- Divide the dough into 3 pieces. Working with each piece individually, place dough on a well-floured surface and roll into an approximate 12x6-inch rectangle. Sprinkle one third of the walnut mixture on top of the dough. Starting at one long end, tightly roll up the dough and carefully transfer to a sheet pan lined with parchment paper, seam side-down. Repeat with remaining 2 pieces of dough.
- When you have finished rolling up all 3 pieces of stuffed dough, braid them together on the sheet pan, tucking the ends under. Cover with greased plastic wrap and let rise in a warm place until doubled again, about 30-45 minutes.
- Meanwhile, preheat oven to 350° F. Make an egg wash with 1 large egg and a teaspoon of water and brush on the loaf. Bake until golden, about 35-40 minutes. Let cool 15 minutes before transferring from sheet pan.
- Bread is best the day it is baked, but will keep in an airtight container for a few days.
Notes
Disclosure: This post is sponsored by Diamond of California as part of a long-term culinary ambassadorship. Thank you for supporting partnerships with brands I love and believe in, which make Completely Delicious possible. All opinions are always 100% my own.
To find more great holiday recipes using nuts visit the Diamond Nuts website. You can also find them on facebook, twitter, youtube, pinterest, and instagram.
Delicious!! I’ve made this 4 or 5 times and am planning on making a double batch so I have one for each mothers day party I’m attending today.
I normally bring random things to family parties but after I brought this once, it has been requested for every gathering! I’ve never had that happen before so it’s exciting to have a signature dish! Once I used honey instead of brown sugar, which turned out well too. It usually splits during baking but it still looks super impressive and it’s a massive loaf. The taste is fantastic and although there are usually no leftovers, if you do have some they make amazing French toast!
Oboy, this is good!  I subbed raisins for half the walnuts because I’ve been craving raisin bread. Challah is my favorite bread and this one is delicious. Thank you for sharing your recipe.Â
This recipe didn’t work well for me- as in the picture, the dough wasn’t elastic enough and split in the oven. Good idea and flavor, but not the right recipe.
How can iprevent it bursting open during baking? It tastes unbelievably good, I‘ve made it so many Times its so good but I cant get it to stay closed! Help!
Question! Â Could I make this a couple of weeks in advance and freeze it? Â I know that most breads do freeze well, but I need it to be a knockout hostess gift and won’t have time to make it in the few days before we leave home. Â Thanks!
I made this recipe, as I bake challeh every Friday and everyone loved it. Made the next morning French toast with the left over. It was the best! The dough is great and I wonder if it would work well for a plain challeh as well. BTW, I made it in a bread machine. Thank you!
I’ve made this many times.  It is absolutely delicious. One problem is it’s eaten so quickly. Â
So good! And smells the house up really nice!
Mine is in the oven right now! Smells so good! Unfortunately, it appears the bread has split and the top looks quite a mess. Any clue where I went wrong?
Will update with the taste when it’s finished! 🙂
I have made this bread several times. Â It is an easy recipes to follow and the results are fantastic. Â I have shared this bread with many of my neighbors, they love it. So does my husband. Â
This recipe is identical to a recipe I received a year ago from  a grocery store.  I finally made it twice this winter & I found it to be AMAZING!!!!!  It’s like eating babka….Super!!!!  If I made it often, I would be as big as a house because it tastes SO GREAT! Â