Gingerbread Whoopie Pies

These cookies are not a pie, and these pies aren't even cookies! They're really little cakes. Despite their confusing name, they are delicious and fun to make.

• Preparation Time: 30 mins
• Cooking Time: 12 mins
• Total Time: 42 mins
• Calories: 423 Calories

Ingredients

• ½ cup white sugar
• 1 teaspoon vanilla extract
• ⅓ cup vegetable oil
• 1 teaspoon ground cinnamon
• ¾ teaspoon salt
• 1 egg, beaten
• 1 ¼ teaspoons baking soda
• 2 ½ cups confectioners' sugar
• ⅓ cup boiling water
• 1 (8 ounce) package cream cheese, room temperature
• ½ cup dark molasses
• ¼ cup butter, room temperature
• 10 ounces all-purpose flour
• 2 ½ teaspoons ground ginger, or more to taste
• Filling:
• 2 teaspoons heavy whipping cream, or as needed

Recipe Instructions

Step 1

Preheat oven to 350 degrees F (175 degrees C). Line a baking sheet with parchment paper or a silicone baking mat.

Step 2

Combine flour, white sugar, molasses, ginger, baking soda, cinnamon, and salt together in a large bowl. Mix in vegetable oil and egg until combined. Pour in boiling water and whisk until smooth.

Step 3

Drop dough in balls onto prepared baking sheet, about 1 inch apart, using a 1-ounce cookie scoop.

Step 4

Bake in the preheated oven until puffed and golden, about 12 minutes. Allow to cool on the pan for about 5 minutes before transferring onto a rack to cool completely.

Step 5

Beat confectioners' sugar, cream cheese, butter, cream, and vanilla extract in the bowl of a stand mixer on low until combined. Increase speed to high and beat until light and fluffy.

Step 6

Spread about 2 teaspoons of filling onto the bottom of a cookie; top with another similarly sized cookie. Repeat with remaining cookies. Chill for 30 minutes.