Chocolate Chip Whoopie Pie with Chocolate Buttercream Filling
 
 
Ingredients
For the whoopie cakes
  • 2¼ cups all-purpose flour
  • ½ tsp salt
  • 4 tbsp unsalted butter, at room temperature
  • 4 tbsp vegetable shortening
  • ½ cup granulated sugar
  • ½ cup packed dark brown sugar
  • 2 large eggs
  • ½ buttermilk
  • 2 tbsp milk
  • 1 tsp baking soda
  • 1 tsp white vinegar
  • ½ tsp vanilla extract
  • 1 cup mini chocolate chips
For the Marshmallow Creme Filling
  • 1⅓ cups confectioners' sugar
  • ½ cup cocoa powder
  • 4 tbsp unsalted butter, at room temperature
  • 3 tablespoons heavy whipping creme
  • 1 tsp vanilla extract
  • ½ tsp salt
Instructions
For the Whoopie Pies
  1. Position rack in the center of the oven and preheat to 375ºF and line two baking sheets with parchment paper.
  2. Sift together (or toss together with a whisk, because I am lazy) the flour, baking powder and salt and set aside.
  3. In a large bowl of a stand mixer fitted with the paddle attachment, beat together the butter, shortening and both sugars until light and creamy, about 3 minutes.
  4. Add the egg and buttermilk and beat until combined.
  5. In a measuring cup, combine the milk, baking soda and vinegar. Add the milk mixture to the batter along with the flour mixture and beat on low until just combined.
  6. Add the vanilla and beat on medium for about 2 minutes, until completely combined.
  7. Stir in the chocolate chips until just incorporated.
  8. Drop about 1 tablespoon of batter onto cookie sheet, spacing them about 2 inches apart. Bake one sheet at a time for about 10 minutes each until they start to brown on the edges.
  9. Remove from the oven and cool for 5 minutes on the cookie sheet. Transfer cookies to a rack to cool completely.
For the Filling
  1. Beat together the confectioners' sugar, cocoa powder and butter, starting on low and increasing to medium speed until the mixture is crumbly, about 1 minute.
  2. Add the heavy cream, vanilla and salt and beat on high until smooth, about 3 minutes.
Notes
This recipe makes about 48 individual 2-inch cookies, which will make 24 complete whoopie pies. I did however, need to double the filling recipe because I wanted to fill them pretty full.
Recipe by Awesome with Sprinkles at https://www.awesomewithsprinkles.com/aint-nothing-like-making-whoopies-valentines-day/