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+ servings
Soft pumpkin spice flavored cookies with creamy buttery vanilla filling on a plate with autumn leaves in the background.

Pumpkin Spice Whoopie Pies

Indulge in a harmonious blend of rich, spiced cake-like cookies and a luscious, velvety filling, delivering a symphony of autumn flavors with every bite.
Prep Time 10 minutes
Cook Time 15 minutes
Cooling Time 1 hour
Total Time 1 hour 25 minutes
Course Desserts, Holidays and Entertaining
Cuisine American
Servings 15 servings

Ingredients
  

For the Cookie Part

  • 1 cup canned pumpkin
  • cup butter softened
  • 1 15.25 ounce box spice cake mix
  • 2 eggs
  • ½ cup milk

For the Filling

  • ½ cup butter
  • 1 (8 ounce) brick cream cheese at room temperature
  • Additional ingredients, see recipes in notes below 

Instructions
 

  • Preheat your oven to 375°F degrees. Line two cookie sheets with parchment paper or greased foil.
  • In a stand mixer or large mixing bowl with an electric mixer on medium speed, beat the pumpkin and butter until smooth.
  • Add the cake mix, eggs, and milk, then mix until well combined.
  • Chill the batter for 15 minutes to firm it up slightly.
  • Drop the batter by heaping tablespoons, leaving 3 inches of space between each cookie. Aim for a total of 30 cookies. Smooth the tops of the cookie batter with moist fingertips.
  • Bake for 15 minutes. You can do two sheets at once, just remember to rotate the pans halfway through.
  • Place the cookies on a wire rack (pretty side up!) to cool completely before assembling whoopie pies.
  • Seriously, let them cool; otherwise, it's a big mess.
  • If you plan to store them before assembling, place them in single layers in a storage container with wax paper between layers to prevent sticking. These soft cookies will stick together like glue!
  • While these cool, make the filling.

For the filling

  • Cream together 1/2 cup room temperature butter with an 8-ounce brick of softened cream cheese.
  • Mix this with the additional ingredients according to the recipe you choose. Recipes in the notes below.
  • Chill the filling for an hour to firm up before assembling.

Assembly:

  • To assemble, pipe or spoon about 2 tablespoons of filling onto the flat side of one cookie and top it with a second cookie.
  • Repeat this process 14 more times. Serve immediately or store them in the refrigerator.

Notes

Filling Recipes:
Marshmallow Pumpkin Spice: Cream together ½ cup softened butter with an 8-ounce brick of softened cream cheese until smooth. Then add 2 cups powdered sugar, about half of a 7-ounce container of marshmallow cream, 1 teaspoon vanilla, 1 teaspoon pumpkin pie spice, and a pinch of salt.
Maple Vanilla: Cream together ½ cup softened butter with an 8-ounce brick of softened cream cheese until smooth. Then add 3 cups powdered sugar, 1 teaspoon vanilla, and 3 tablespoons maple syrup.
Salted Caramel: Cream together ½ cup softened butter with an 8-ounce brick of softened cream cheese until smooth. Then add ½ teaspoon each of almond and vanilla extracts, ½ cup salted caramel sauce, and ½ teaspoon kosher salt. Gradually add 3 cups powdered sugar.
Coffee Latte: Cream together ½ cup softened butter with an 8-ounce brick of softened cream cheese until smooth. Dissolve 1 ½ teaspoons instant coffee or instant espresso granules into 1 teaspoon vanilla extract, then add to the mixture. Gradually add 3 cups powdered sugar.
Keyword Autumn, Cakes and Cupcakes, Cookies, Dessert, Great Foodie Gift, Halloween
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