Chocolate Chip Hamentashen

Chocolate Chip Cookie Stuffed Hamantaschen

These hamantaschen are to die for, but couldn’t be simpler to put together.

Type: Dairy Prep Time: 86 minutes Level: Not mentioned

Chocolate Dough

1 large egg plus 1 large egg white (reserve yolk for assembly)

2/3 cup (150 grams) granulated sugar

3/8 cup (90 milliliters) neutral oil such as canola or vegetable

3 tablespoons (45 milliliters) milk (and maybe a splash more if the dough is particularly crumbly)

splash vanilla extract

270 grams all-purpose flour

21 grams  Gefen Dutch-Processed Cocoa Powder

9 grams (approx. 1 and 3/4 teaspoons) baking powder


chocolate chip cookie dough


1)In small bowl, sift together flower, cocoa, and baking powder. 

2)In medium bowl, whisk or beat egg, egg white, and sugar until pale and combined.  Add oil, milk, and vanilla.  Beat until smooth. Slowly add in the dry ingredients. Mix until just combined. 

3)Pat dough into a round, cover, and rest in the refrigerator for one to two hours or freezer for 30 minutes.

4)Line a baking sheet with parchment. On floured counter, roll dough to 6 millimeters (~1/4 inch) thickness. Cut into rounds with biscuit cutter. Fill each round with a dollop of chocolate chip cookie dough (as with all hamantaschen, less filling than you'd think). Shape as you would traditional hamantaschen, pinching corners together tightly. I often mix the leftover yolk with a splash of water and use it as glue to help the corners stay tight. Rest in refrigerator while you preheat the oven.

5)Heat oven to 350 degrees. Top each hamantaschen with a sprinkling of flaky sea salt. Bake for 10-12 minutes. Let cool for five minutes on baking sheet and then transfer to wire rack to cool completely.