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The Best Soft & Easy Pumpkin Whoopie Pies

A hand holding a delicious, homemade Pumpkin Whoopie Pie at a fun fall party.

A festive, fall-inspired recipe for ‘Whoopie Pumpkin Pies.’ This dessert features soft, cake-like chocolate cookies that are sandwiched together with a sweet and tangy pumpkin cream cheese filling. The rich chocolate cookies are made with a buttermilk batter, and the filling is a simple, no-cook blend of cream cheese, butter, pumpkin puree, and cinnamon. The finished whoopie pies are a perfect handheld treat.

Ingredients

Scale
  • For the Cookies:
  • 1 stick (8 tablespoons) unsalted butter, at room temperature
  • 1 1/4 cups granulated sugar
  • 1 large egg
  • 1 cup buttermilk, at room temperature
  • 1 teaspoon pure vanilla extract
  • 1 3/4 cups all-purpose flour
  • 3/4 cup unsweetened cocoa powder
  • 1 1/2 teaspoons baking soda
  • 1/2 teaspoon baking powder
  • Pinch of kosher salt
  • For the Filling:
  • 4 ounces cream cheese, at room temperature
  • 4 tablespoons unsalted butter, at room temperature
  • 2/3 cup confectioners’ sugar
  • 1/4 cup canned pure pumpkin
  • 1/4 teaspoon ground cinnamon
  • Pinch of kosher salt

Instructions

  1. Make the Cookies: Preheat the oven to 400°F. Line baking sheets with parchment paper.
  2. Using a stand mixer, beat the butter and granulated sugar until light and fluffy. Beat in the egg, then the buttermilk and vanilla.
  3. In a separate bowl, whisk the flour, cocoa powder, baking soda, baking powder, and salt.
  4. Gradually add the dry ingredients to the wet ingredients, mixing on low speed until just combined.
  5. Drop scoops of batter, about 2 tablespoons each, onto the prepared baking sheets, spacing them about 3 inches apart. You should have 24 cookies total.
  6. Bake for about 8 minutes, until the edges are set but the cookies are still soft. Let the cookies cool for 2 minutes on the baking sheets before transferring them to a wire rack to cool completely.
  7. Make the Filling: In a small bowl, beat the cream cheese and butter with a mixer until smooth. Slowly beat in the confectioners’ sugar until smooth.
  8. Add the pumpkin, cinnamon, and salt and beat until the filling is smooth and combined.
  9. Assemble the Whoopie Pies: Spread a heaping tablespoon of the filling on the flat side of one cookie and sandwich it with another cookie. Repeat with the remaining cookies and filling.

Notes

  • Using room temperature ingredients for both the cookie batter and the filling is important for achieving a smooth, well-incorporated final product.
  • The cookies should be soft and cake-like, not crisp. Be careful not to overbake them.
  • Ensure the cookies are completely cool before filling them to prevent the cream cheese filling from melting.

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