Hot chocolate
1 large loaf or 2 smaller loaves

Peppermint Hot Cocoa Challah

The holiday season is sort of a strange time for me. Like many American Jews, I grew up celebrating both Christmas and Hanukkah. When I decided to firmly embrace my Jewish side, I felt like I had to give up Christmas and some of the secular joys of the holiday season. To complicate matters, Christmas reminds me terribly of my mother who passed away when I was sixteen, and so while it is a connection to her, it is a bittersweet memory.

My mom really got into holidays – all holidays – whether it was Halloween, Thanksgiving or Christmas, she was ready with some tacky earrings, decorative salt shakers and surely an ugly sweater or two as well. She loved Christmas music, and from early December through New Year’s we would be subjected to a rotation of possibly the two worst Christmas albums ever made: Johnny Matthis and Amy Grant. I cringe just thinking about those CDs of hers.


Nevertheless, the season is bittersweet as I balance my desire to connect to these memories of my mother, participate in some kind of festive activities while maintaining the strong Jewish identity of my family. I admittedly tread a fine line: baking holiday cookies every year for my husband’s office, (though not in red or green or Santa shapes) listening to The Nutcracker with my daughter and combining the flavors of chocolate and peppermint in various forms to pay homage to the season. After all, should Christians really get to drink all the skinny peppermint mochas at Starbucks!?

Two years ago I started making a chocolate peppermint bundt cake that my husband and I absolutely adored. And while I have been whipping up lots of batches of peppermint hot cocoa for my little one, I wanted to take these flavors to the next level by adding them to, what else: challah.

What makes this challah so special is not only the deep dark chocolate dough, or the melty,chocolate chips inside, but also the super gooey marshmallows dotting the top. When my daughter spotted the finished product her eyes lit up and she wanted to break into the chocolaty masterpiece right away. Who am I to say no, especially when it makes for such an adorable picture. And yes, she is wearing her ballet costume because she had been practicing her Nutcracker dance moves.


It may not be overtly Christmas-y, nor is it exactly what I did with my mother. But somehow creating something new, that touches upon the joy and spirit of the holiday season, brings me comfort, connects me to my past and allows me to create new memories for my family.

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1 ½ Tbsp dry yeast

1 tsp sugar

1 ½ cups lukewarm water

4 ½-5 cups all-purpose flour

¾ cup sugar

¼ cup + 2 Tbsp Hershey’s Special Dark cocoa powder

¼ cup vegetable oil

1 tsp vanilla

½ tsp peppermint extract

2 eggs + 1 egg yolk

¼ cup semi-sweet or dark chocolate chips

½ cup chopped peppermint bark or chocolate-mint candies, plus extra

Thick sea salt



In a small bowl, place yeast, 1 tsp sugar and lukewarm water. Allow to sit around 10 minutes, until it becomes foamy on top.

In a large bowl or stand mixer fitted with the whisk attachment, mix together 1 ½ cups flour, cocoa powder, salt and sugar. After the water-yeast mixture has become foamy, add to flour mixture along with oil, vanilla and peppermint extract. Mix thoroughly.

Add another 1 cup of flour and eggs + egg yolk and mix until smooth. Switch to the dough hook attachment if you are using a stand mixer. Add chocolate chips and peppermint bark (or other mint candies).

Add another 1 ½- 2 cups of mixed flour, mixing thoroughly and then remove from bowl and place on a floured surface. Knead remaining ½ cup flour into dough, continuing to knead for around 5 minutes (or however long your hands will last).

Place dough in a greased bowl and cover with damp towel. Allow to rise at least around 3 hours, punching down at least once if possible.

Preheat oven to 350 degrees. Braid challah into desired shape. Allow challah to rise another 45-60 minutes, or until you can see the size has grown and challah seems light. This step is very important to ensure a light and fluffy challah.

In a small bowl beat 2 egg yolks with 1 tsp water. Brush egg wash liberally over challah. Sprinkle with additional chopped peppermint bark (or other mint candies) and thick sea salt.

If making one large challah, bake around 27-28 minutes; if making two smaller challahs, bake 24-26 minutes.

When you have around 7-9 minutes left of baking time, working quickly, remove challahs from oven and place marshmallows on top. Finish baking.

Note: if you place marshmallows on top the entire baking time, they will become too melted and run all over the place.

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