Chocolate-Filled Hats Chocolate-Filled Hats

Chocolate-Filled Hats | Food styling by Claire Stubbs | Prop styling by Alanna Davey Image by: Yvonne Duivenvoorden

Called hamantaschen, or Haman's ears, these cookies are traditionally made for the Jewish holiday Purim. We've added a chocolate twist, substituting it for the usual fruit topping.

  • Prep time 35 minutes
  • Total time 3 hours & 30 minutes
  • Credits : Canadian Living: Holiday Baking 2015



In large bowl, beat butter with sugar until fluffy; beat in 1 of the eggs and the vanilla. In separate bowl, whisk together flour, baking powder and salt; stir into butter mixture in 2 additions just until combined. Divide dough in half; shape into discs. Wrap in plastic wrap; refrigerate until firm, about 1 hour.

Let dough stand at room temperature until soft enough to roll out, about 15 minutes. Between waxed paper or on lightly floured work surface, roll out dough to 1/8-inch (3 mm) thickness. Using 2 1/2-inch (6 cm) round cookie cutter, cut into rounds, rerolling scraps. Arrange, 1 inch (2.5 cm) apart, on parchment paper–lined rimless baking sheets. In small bowl, whisk remaining egg with 1 tbsp water; lightly brush over edges. Place 1 tsp of the chocolate chips in centre of each. Fold up 3 sides to make 3 corners; pinch corners to seal, leaving small opening in centre. Brush with egg wash. Refrigerate until firm, about 30 minutes.

Bake, 1 sheet at a time, in 350°F (180°C) oven just until bottoms and edges are golden, 12 to 15 minutes. Let cool on pans for 2 minutes; transfer directly to racks to cool completely.

Drizzle chocolate over cookies. Let stand until set, about 1 hour. (Make-ahead: Layer between waxed paper in airtight container; store for up to 3 days.)

Makes about 45 cookies.


Nutritional facts per cookie: about

  • Fibre 1 g
  • Sodium 25 mg
  • Sugars 9 g
  • Protein 1 g
  • Calories 92.0
  • Total fat 5 g
  • Potassium 36 mg
  • Cholesterol 14 mg
  • Saturated fat 3 g
  • Total carbohydrate 13 g


  • Iron 4.0
  • Folate 4.0
  • Calcium 1.0
  • Vitamin A 2.0
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Baking & Desserts

Chocolate-Filled Hats