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+ servings

Fig Hamantaschen

4.98 from 68 votes
Prep Time 35 minutes
Cook Time 10 minutes
Refrigeration time 2 hours 15 minutes
Total Time 1 hour
Servings 40 hamantaschen
Calories 96
Consider this the Fig Newton of hamantaschen! A beautiful cookie dough with a kiss of orange encases a fig filling made with rum, orange zest and cinnamon.

Ingredients

Hamantaschen Dough:

  • 283 grams all purpose flour (2 cups plus 2 Tablespoons)
  • ¼ teaspoon baking powder
  • ¼ teaspoon ground ginger
  • ½ teaspoon cinnamon
  • teaspoon nutmeg
  • ¼ teaspoon fine sea salt or table salt
  • 1 teaspoon orange zest
  • 150 grams sugar (¾ cup)
  • 113 grams unsalted butter at room temperature (8 Tablespoons or ½ cup)
  • 1 egg, at room temperature
  • 1 egg yolk, at room temperature
  • 1 Tablespoon whole milk
  • 1 teaspoon vanilla

Fig Filling:

  • 14 ounces dried figs (stems removed and sliced in half)
  • 59 grams Rum, Grand Marnier, Orange Liqueur, orange juice or water (¼ cup)
  • 82 grams water (⅓ cup)
  • 1 teaspoon orange zest
  • 1 teaspoon cinnamon
  • ¼ teaspoon fine sea salt or table salt
  • 42 grams honey (2 Tablespoons)

Glaze:

  • 120 grams confectioners' sugar (1 cup)
  • ¼ teaspoon cinnamon
  • 2-3 Tablespoons freshly squeezed orange juice (or more as needed)

Instructions 

  • Prepare the Dough. In a bowl, whisk together the flour, baking powder, ginger, cinnamon, nutmeg and salt. Set aside.
  • In the bowl of a mixer, press the orange zest into the sugar with your fingertips to release the oils from the zest. Add the butter and cream for 2-3 minutes. Add the egg, the egg yolk, milk, and vanilla and beat until all the liquid ingredients are fully incorporated.
  • With the mixer off, pour the dry ingredients into the mixer bowl over the liquid ingredients. Turn the mixer on the lowest speed and mix just until the dry ingredients are fully incorporated. (Alternatively, you can mix the dry ingredients in by hand using a rubber spatula.) Do not overmix.
  • Place half the dough on top of a large piece of plastic wrap. Using the plastic wrap, shape the dough into a disk, pushing down on it to thin it out. Fully cover the disk of dough in the plastic wrap and place in the refrigerator for at least two hours and for as long as 24 hours. (I usually make the dough the day before I am going to bake, so I let it sit overnight in the refrigerator. If you are in a rush, you can put the dough in the freezer for 30 minutes instead of the refrigerator.) Repeat with the remaining portion of the dough. While the dough rests in the refrigerator, make the fig filling.
  • Make the Fig Filling. Into a pot add the sliced dry figs, all the liquids, the orange zest, the cinnamon, and the salt. Bring the mixture to a boil, then lower the flame as much as possible to maintain a simmer or 10-20 minutes, checking on them at the 10 minute mark and every few minutes therafter. The figs should be very soft and most of the water should have disappeared. If the figs are very dry, you may have to add 1 to 2 Tablespoons of additional water and cook for a few more minutes.
  • Once figs are cooked and very soft, move them to a food processer. Add the honey and process until smooth. Allow them to cool. For easier use, fill a pastry bag or a ziplock bag with the cooled fig filling, cutting off the tip of the pastry bag or a corner of the ziplock bag. You can then pipe the filling into the dough circles. Alternatively, you can use a spoon to fill them. The fig filling can be prepared up to a week earlier and stored in an airtight container in the refrigerator, allowing it to come to room temperature before using.
  • Shape Hamentaschen. Line 2 or 3 cookie sheets with parchment paper. Take one of the dough disks from the refrigerator and roll out in between two pieces of parchment paper that are lightly dusted in flour. Roll the dough so that it is approximately ¼ of an inch thick. If you roll it too thin, the dough will rip as you remove it from the parchment. Using a round cookie cutter (I use a 2½ inch diameter), cut as many rounds out as you can. You may need to dip your cutter into some flour to avoid it sticking to the dough. Use a metal spatula dipped in flour to release the rounds. Gather the scraps and roll that clump of dough out and cut more rounds. Keep repeating until you have used all the dough. If at any point the dough becomes too sticky or difficult to work with, cover it in plastic wrap and let it cool in the refrigerator for about 15 minutes. Try to avoid adding too much flour to the dough.
  • Fill each round with approximately 2 tsps. of the fig filling. Lightly flour your fingertips and form each circle into triangles by folding up the rounds and pinching them tightly in three corners. (If they are not sticking together, wet your fingertip and rub it on the inside where you are trying to create the point.) You want to make sure that the seams are fully closed so that they do not open while baking. Place the shaped hamantaschen on the prepared cookie sheets.
  • Place the cookie sheets with the shaped hamantaschen in the freezer for at least 15 minutes. DO NOT SKIP THIS STEP. (If you have limited freezer space, place them tightly, right next to each other, on one prepared cookie sheet or a plate. Once frozen, you can easily remove them and set them further apart on another prepared baking sheet for baking.)
  • Preheat oven to 400° F.
  • Repeat steps 7 through 9 with the remaining disk of dough.
  • Bake the frozen hamantaschen for 10-12 minutes until they are lightly brown around the bottom edges.
  • Cool completely on pan or a wire rack before glazing.
  • Make Glaze. Whisk together the confectioners' sugar and the cinnamon. Add the orange juice, 1 Tablespoon at a time, until you reach a thick, pourable consistency. Use a spoon to drizzle the glaze over the cooled hamantaschen.

Notes

  • For the figs, I have used one 16 ounce package (with the listed amount of the remaining ingredients) and had leftover filling which I used on yogurt and ice cream!
  • If making these in one day, for time management purposes, I recommend making the dough, and while the dough disks are in the refrigerator, make the fig filling. By the time the fig filling cools, the dough should be ready to roll out.
  • You can also make either or both the filling and the dough the day before and store both in the refrigerator.
  • Although I have not done this, both the dough and the fig filling should freeze well. Take them both out of the freezer and place them in the refrigerator the night before you plan on rolling, shaping and baking. They should both be defrosted by the time you roll out the dough the next day.
  • You can also roll and shape the hamanteschen and freeze them for up to 3 months. This way you can bake as many as you want right from the freezer.
  • Once baked, store at room temperature in a sealed container. They will remain fresh for at least several days.
  • Once baked, these freeze beautifully. Defrost at room temperature for 10-15 minutes.
Calories: 96kcal
Course: Dessert, Snack, Tea Time
Cuisine: Jewish
Keyword: fig, hamantaschen, Purim

Nutrition

Serving: 40g | Calories: 96kcal | Carbohydrates: 20g | Protein: 1g | Fat: 3g | Saturated Fat: 2g | Trans Fat: 1g | Cholesterol: 15mg | Sodium: 31mg | Potassium: 82mg | Fiber: 1g | Sugar: 9g | Vitamin A: 88IU | Vitamin C: 1mg | Calcium: 24mg | Iron: 1mg