Pumpkin Whoopie Pie with Cream Cheese Filling

Pumpkin Whoopie Pie with Cream Cheese Filling photo
prep time:
15 mins
total time:
1.5 hours
About 24 cookies
MeseidyMeseidy

The whoopie pie is originally from New England and a Pennsylvania Amish tradition. A whoopie pie is two cakey cookies with cream sandwiched in between. The Amish would make them as a treat from leftover cake batter. The legend is when children would find them in their lunchbox they would shout “whoopie”, hence the name whoopie pie.

ingredients

Whoopie Cookies
  • 3 cups all-purpose flour
  • 1 tsp salt
  • 1 tsp baking powder
  • 1 tsp baking soda
  • 2 Tbs cinnamon
  • 1 Tbs ginger
  • 1 Tbs cloves
  • 2 cups firmly packed dark brown sugar
  • 1 cup vegetable oil
  • 3 cups chilled pumpkin puree
  • 2 large eggs
  • 1 tsp pure vanilla extract
Filling
  • 3 cups confectioners’ sugar
  • 1/2 cup (1 stick) unsalted butter, softened
  • 8 ounces cream cheese, softened
  • 1 tsp pure vanilla extract

directions

Whoopie Cookies

  • 1

    Preheat the oven to 350 degrees F. Line two baking sheets with parchment paper.

  • 2

    In a large bowl, whisk together the flour, salt, baking powder, baking soda, cinnamon, ginger, and cloves, set aside.

  • 3

    In a separate bowl or mixer, whisk the brown sugar and oil together until combined. Add the chilled pumpkin puree and whisk to combine thoroughly. Add the eggs and vanilla and whisk until combined. Sprinkle the flour mixture over the pumpkin mixture and whisk until completely combined.

  • 4

    Using a medium cookie scoop with a release mechanism, drop heaping tablespoons of the dough onto the prepared baking sheets, about 1 inch apart. (If you are baking in batches, refrigerate the dough between batches.) Bake for 10 to 12 minutes, until the cookies are just starting to crack on top and a toothpick inserted into the center of a cookie comes out clean. Remove from the oven and let the cookies cool completely on the pan while you make the filling.

Filling

  • 1

    Sift powdered sugar into a medium bowl and set aside.

  • 2

    In the bowl of an electric mixer fitted with the paddle attachment, beat the butter until it is completely smooth, with no visible lumps. Add the cream cheese and beat until combined.

  • 3

    Add the confectioners’ sugar and vanilla and beat until smooth. Do not overbeat the filling, or it will lose structure. (The filling can be made 1 day ahead. Cover the bowl tightly and put it in the refrigerator. Let the filling soften at room temperature before using.)

Assemble

  • 1

    Turn half of the cooled cookies upside down (flat side facing up).

  • 2

    Using the same scoop for the cookies or a tablespoon to drop a large dollop of filling onto the flat side of the cookie. Place another cookie, flat side down, on top of the filling. Press down slightly so that the filling spreads to the edges of the cookie. Repeat until all the cookies are used. Put the whoopie pies in the refrigerator for about 30 minutes to firm up before serving.

  • 3

    The whoopie pies will keep for up to 3 days, on a parchment-lined baking sheet covered with plastic wrap, in the refrigerator.

notes

It is important to chill the pumpkin puree so that the pies keep their shape when you are scooping them out onto the baking sheet. Also if you are baking in batches keep the dough refrigerated between baking.

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