My Hamantaschen Challah were inspired by A Taste of Challah by Tamar Ansh, a funny little cookbook that includes these ridiculous, massively huge recipes for challah that are big enough to fulfill the mitzvah of taking challah. Tamar makes little Hamantaschen sized rolls but filled with garlic and onion mixture. I just wasn't crazy about that idea, even though I am a fan of savory breads. But something about Purim just screams sweetness to me!
Use any recipe of challah you like (woo hoo!). I used the halved version of my challah recipe, using 2 eggs instead of just 1. Chop one apple (I used Gala) in small pieces, about 1/4 inch squares. Mix with a sprinkle of sugar, sprinkle of nutmeg, and about a 1/2 teaspoon of cinnamon. Just imagine apple pie filling.
Pull off small balls of challah. Flatten with your fingers. Fill with a heaping teaspoon of the filling and pinch shut like a regular hamantaschen.
Now, here's the important part. FLIP THE HAMANTASCHEN and place on a parchment-papered cookie sheet. Allow rise for about a half hour. Top with an egg wash. Bake at 350 for about a half hour.
I love these rolls so much. They're so darling. You think you have a little triangle-shaped roll and then you turn it over, and it's a hamantaschen!