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Gingerbread Pumpkin Pie Hamantashen
Gingerbread Hamantashen With Pumpkin Pie Filling
Prep Time
15 mins
Cook Time
2 hrs
Resting Time
1 hr
Total Time
30 mins
 

A little something different than your average jelly filled hamantashen. The darker colored dough with the bright orange filling gives these some great visual appeal and the the warm flavor profile of the ginger and cinnamon really makes them pop in the flavor department.

Course: Dessert, Snack
Cuisine: Holiday, Jewish
Keyword: Hamantashen
Servings: 36 Pieces
Author: Daniel Peikes
Ingredients
Dough
  • 5 Cups Flour
  • 1 Cup Dark Brown Sugar
  • 4 Large Eggs
  • 1/2 Cup Vegetable Oil
  • 1 Cup Molasses
  • 2 tbsp Ground Ginger
  • 1 tbsp Ground Clove
  • 2 tbsp Cinnamon
  • 2 tbsp Nutmeg
  • 2 tsp Baking Powder
  • 1/2 tsp Salt
  • 1 tsp Vanilla Extract
  • 1/4 cup Water
Filling
  • 1 Large Butternut Squash
  • 1/4 tbsp Real Maple Syrup Not pancake syrup
  • 1 tbsp Salt
  • 1 tbsp Ground Ginger
  • 1 tbsp Nutmeg
  • 1 tbsp Cinnamon
Special Equipment
  • 3" Round Pastry Ring or Cookie Cutter
  • Stand Mixer With whisk and dough hook attachments
  • Cookie Sheet
  • Parchment Paper
  • Aluminum Foil
Instructions
Dough
  1. Using your stand mixer with the whisk attached beat together the eggs, vanilla, molasses, oil, and brown sugar until thoroughly combined

  2. Switch to the dough hook and add the flour, salt, baking powder, ginger, cinnamon, nutmeg and clove. Mix on low until the dough starts to come together. It should look like small pebbles at this point.

  3. Slowly start adding the water a little bit at a time until the dough starts to come together. It should take about a 1/4 cup but you may need a little more or less. Once it comes together, stop adding water and let it mix a little longer until it forms a smooth ball.

  4. Wrap in plastic and rest in the refrigerator for at least an hour.

Filling
  1. Preheat your oven to 350°F. Using a heavy serrated knife cut the squash in half the long way and scoop out the seeds. Drizzle on the maple syrup and then sprinkle on the salt, ginger, nutmeg, and cinnamon.

  2. Put the two halves back together and wrap in foil.  Bake until soft, about 90 minutes.

  3. Allow the squash to cool and the scoop out the flesh from the skin using a large metal spoon. Using a fork or a potato masher, mash until you achieve the desired consistency.  If the mixture seems a bit wet feel free to drain out some of the liquid.

Final Assembly and Baking
  1. Roll out your dough about 1/4" thick and cut 3" rounds. Place a 1 teaspoon of your filling in the middle and fold the edges up in to a triangle.

  2. Place the hamantashen on a parchment paper lined baking sheet. Bake until they start to brown on the edges, about 10 minutes. Allow the hamantashen to cool and serve or wrap and freeze.