Pumpkin whoopie pies are soft and fluffy cake-like cookies, filled with cream cheese frosting. A cozy fall treat perfect for Thanksgiving or coffee breaks.
Preheat oven to 350°F. Line two baking sheets with parchment paper.
In a large bowl, sift together flour, baking powder, baking soda, salt, and pumpkin pie spice.
In another large bowl, whisk pumpkin puree, oil, brown sugar, egg, and vanilla until smooth.
Fold the dry ingredients into the wet mixture until just combined. Avoid overmixing.
Drop 1 tbsp-sized rounds onto the prepared sheets, spacing about 2 inches apart.
Bake for 12–15 minutes, or until a toothpick inserted comes out clean. Cool on sheets for 5 minutes, then transfer to a wire rack to cool completely.
Beat cream cheese and butter until smooth. Gradually add powdered sugar and vanilla, mixing until thick and creamy. Chill for 15–20 minutes to firm up.
Transfer the filling to a piping bag and snip off the end, and pipe filling on the flat side of one cake, then top with another. Repeat with remaining cakes.
Chill assembled pies for 30 minutes before serving to help them hold their shape.
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Notes
For a less sweet filling, reduce powdered sugar to ½ cup. The filling will be slightly tangier but still firm.
For extra firm filling, chill it for 15–20 minutes before assembly. Adding 1–2 tbsp cornstarch can also help it hold its shape better for piping.