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Chocolate-Cinnamon "Babkallah"

A delicious hybrid of babka and challah bread featuring a rich, braided dough filled with chocolate, cinnamon, and brown sugar. This impressive bread combines the best of Jewish baking traditions into one spectacular loaf.

8 servings
5 hr 45 min
Published October 4, 2025

Ingredients

  • •½ cup whole milk
  • •1¼ ounces active dry yeast
  • •4 large egg yolks
  • •1 teaspoon vanilla extract
  • •½ cup unsalted butter
  • •⅓ cup granulated sugar
  • •1 teaspoon kosher salt
  • •3 cups all-purpose flour
  • •6 ounces bittersweet chocolate
  • •⅓ cup light brown sugar
  • •1½ teaspoons ground cinnamon
  • •¼ cup all-purpose flour
  • •¼ cup unsalted butter
  • •1 large egg yolk
  • •2 tablespoons granulated sugar

Cooking Instructions

  1. 1.

    Heat milk in a small saucepan until warm. Transfer to a large bowl and whisk in yeast; let sit until foamy, 5-10 minutes.

    10 min

  2. 2.

    Whisk in egg yolks, vanilla, and 1/2 cup butter. Add sugar, salt, and 3 cups flour; mix until a shaggy dough forms. Knead dough on a lightly floured surface until supple, smooth, and no longer shiny, 5-10 minutes. Transfer to a large buttered bowl. Cover and let sit in a warm place until doubled in size, 1 1/2-2 1/2 hours.

    150 min

  3. 3.

    Mix chocolate, brown sugar, and cinnamon in a small bowl. Turn out dough onto a lightly floured surface; divide into three portions. Shape each into a 12"-long rope. Roll out each rope to a 12x6" rectangle about 1/8" thick. Brush with butter and top with chocolate mixture, pressing gently. Roll up to form a log; pinch seam to seal.

    20 min

  4. 4.

    Place logs, seam side down, side by side on a parchment-lined baking sheet. Pinch logs together at one end; braid, then pinch ends together and tuck under. Cover loosely and let sit in a warm place until 1 1/2 times larger, 1-2 hours.

    120 min

  5. 5.

    Preheat oven to 350°. Beat egg yolk with 1 tablespoon water in a small bowl. Brush dough with egg wash; sprinkle with granulated sugar. Bake until top is golden brown and "Babkallah" sounds hollow when bottom is tapped, 35-45 minutes. Let cool on a wire rack.

    45 min

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