Working with one piece of dough at a time, roll each to a ¼” thickness and cut out circles using a 3" cutter. Place circles on prepared baking sheet.
Gather trimmings, re-roll and cut more circles.
Brush the edges of the circles with water and place ½ teaspoon of cannoli filling in the centre.
Fold the dough into a triangle shape and pinch the corners and edges firmly together. Brush the dough with egg wash.
Place the tray of folded Hamantaschen in the fridge for 30 minutes to chill before baking.
Bake until golden brown, about 15 minutes.
Transfer to a wire rack to cool completely.
When cooled, place cookies back on two baking sheets lined with parchment paper.
Melt ½ cup of chocolate chips in 20 second increments in the microwave until completely melted.
Cool slightly and transfer to a disposable pastry or ziploc bag.
Snip a very small opening in the corner and drizzle the chocolate over the hamantaschen. Let set in the refrigerator.
Dust with confectioners’ sugar just before serving.
This recipe makes about 3-4 dozen. Inspired by MyJewishLearning.