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Challah Monkey Bread

Pareve

Yield
1 bundt pan (10–12 servings)
Difficulty
Beginner–Intermediate
Active Time
40 minutes
Total Time
3½–4 hours
Bracha
Mezonot

Monkey bread is pure joy — a tumble of small dough pieces coated in cinnamon sugar, baked together until they fuse into a sticky, pull-apart mountain of sweetness. Now imagine that dough is challah: richer, eggier, softer than any standard monkey bread recipe. Every piece pulls away trailing threads of golden, buttery dough and cinnamon-scented caramel.

This is the recipe that disappears before it fully cools. Bake it for a Shabbat morning treat, a Chanukah breakfast celebration, or whenever you want a showstopper that takes minimal skill. Children love helping — tearing dough into pieces, rolling them in cinnamon sugar, and piling them into the pan is the kind of baking project that creates memories.

The bundt pan is traditional but a round cake pan works too. The key is packing the pieces snugly so they bake into each other, creating that irresistible pull-apart texture. A simple caramel sauce poured over the top before baking turns the bottom (which becomes the top when inverted) into a glossy, sticky crown.

What Makes This Special

Halachic Notes

  • Kosher Classification: Pareve
  • Hafrashat Challah: Uses ~500g flour. Separate challah without a bracha at this quantity.
  • Checking Eggs: Each egg must be checked individually for blood spots before adding.
  • Pas Yisroel: Homemade baked goods fulfill Pas Yisroel when a Jewish person is involved in baking.
  • Brachot: Before eating: Mezonot (if eaten as a snack). HaMotzi if eaten as a meal bread. After: Al HaMichya or Birkat HaMazon accordingly.

Ingredients

Dough

Ingredient Grams Volume Baker’s %
Bread flour 400 g 3¼ cups 100%
Granulated sugar 50 g ¼ cup 12.5%
Fine sea salt 7 g 1¼ tsp 1.75%
Instant yeast 7 g 2¼ tsp 1.75%
Eggs 100 g (2 large) 2 large 25%
Vegetable oil 50 g 3½ tbsp 12.5%
Warm water 120 g ½ cup 30%

Cinnamon Coating

Ingredient Grams Volume Baker’s %
Granulated sugar 100 g ½ cup
Ground cinnamon 8 g 1½ tbsp

Caramel

Ingredient Grams Volume Baker’s %
Brown sugar 100 g ½ cup packed
Vegetable oil or margarine 60 g ¼ cup
Vanilla extract 5 g 1 tsp
Desired Dough Temperature: 26°C / 78°F

Step-by-Step Instructions

Step 1: Make the Dough

Mix flour, sugar, salt, yeast. Add eggs, oil, water. Knead 8–10 minutes until smooth. Cover, rise 1–1½ hours until doubled.

Step 2: Make the Caramel

Heat brown sugar, oil, and vanilla in a saucepan over medium heat, stirring until smooth and bubbly. Pour half into a greased bundt pan. Set the rest aside.

Step 3: Shape and Coat

Mix granulated sugar and cinnamon in a bowl. Tear the dough into walnut-sized pieces (about 40 pieces). Roll each piece in the cinnamon sugar and layer into the bundt pan. Drizzle remaining caramel over the top.

Step 4: Proof and Bake

Cover and proof 30–40 minutes until puffy. Preheat oven to 175°C / 350°F. Bake 30–35 minutes until golden on top and cooked through. Let cool in the pan 5 minutes, then invert onto a serving plate. The caramel will cascade down the sides.

Storage & Make-Ahead

Troubleshooting

Problem Cause Solution
Dough balls raw inside Pieces too large Keep pieces walnut-sized for even baking
Caramel burned Oven too hot or baked too long Bake at 175°C; check at 28 minutes
Stuck in pan Not enough grease Generously grease pan; caramel also helps release

Frequently Asked Questions

Can I add nuts?

Yes! Pecans or walnuts are classic. Sprinkle ½ cup chopped nuts into the caramel layer at the bottom of the pan.

Can I use a regular cake pan?

A 23 cm (9 in) round cake pan works. The bundt shape creates a more dramatic presentation but the taste is identical.

Can I make this dairy?

Replace oil with melted butter in both the caramel and coating for an even richer result. Mark it clearly as dairy.

How do I know when it is done inside?

The internal temperature should reach 85°C / 185°F. If the top is browning too fast, tent with foil and continue baking.

Pull-Apart Perfection

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