Pumpkin Whoopie Pies: A Cozy Fall Biscuit with a Surprise Filling

Pumpkin whoopie pies are a sweet nod to fall’s bounty, with their moist, tender crumb and a tangy, creamy filling. I love how they feel like a cozy blanket—warm spices, pumpkin’s earthy sweetness, and that satisfying bite. They’re not just treats; they’re a little ritual for chilly days and big gatherings.

Why these pumpkin whoopie pies keep calling me back

They’re a nostalgic reminder of childhood harvest festivals, yet refined enough for grown-up tastes. The contrast of soft cake and creamy filling never gets old. Plus, they’re endlessly adaptable—swap in maple syrup or add toasted pecans. Each batch feels like a little celebration, a warm moment in the busy season.

Breaking down the ingredients of pumpkin whoopie pies

  • Pumpkin: Rich in moisture and flavor, it keeps the cookies tender and adds natural sweetness.
  • Brown sugar: Deep, molasses-like flavor that enhances spices and keeps the texture moist.
  • Cinnamon: Warm and fragrant—don’t skimp, it really anchors the seasonal vibe.
  • Cream cheese: Tangy and smooth, balancing the sweetness and adding richness to the filling.
  • Butter: Adds richness and helps the cookies spread evenly; use unsalted for control.
  • Spices (nutmeg, ginger): A pinch of these boosts autumnal aroma, but go easy—less is more.
  • Vanilla extract: Brightens everything—don’t skip this for that extra layer of depth.

Tools of the trade for perfect pumpkin whoopie pies

  • Large mixing bowl: For combining wet ingredients.
  • Whisk or electric mixer: To blend filling ingredients until fluffy.
  • Baking sheet with parchment paper: Prevents sticking and makes cleanup easier.
  • Cookie scoop or spoon: Ensures evenly sized cookies.
  • Wire cooling rack: Helps cookies cool evenly without sogginess.

Step-by-step guide to crafting pumpkin whoopie pies

Step 1: Preheat your oven to 180°C (350°F). Line baking sheets with parchment paper.

Step 2: In a large bowl, whisk together 1 ¾ cups of flour, 1 teaspoon baking soda, 1 teaspoon cinnamon, and a pinch of salt.

Step 3: In another bowl, mash 1 cup cooked pumpkin until smooth. Mix in ½ cup brown sugar, ¼ cup melted butter, and 1 teaspoon vanilla.

Step 4: Combine wet and dry ingredients until just blended. Do not overmix, or the cookies will be tough.

Step 5: Using a spoon or cookie scoop, dollop the batter onto the prepared baking sheets, leaving space for spreading.

Step 6: Bake for 12-15 minutes, until the edges are golden and the centers are set. Cool on a wire rack.

Step 7: For the filling, beat ½ cup softened cream cheese, ¼ cup softened butter, 1 cup powdered sugar, and a splash of vanilla until fluffy.

Step 8: Once cookies are cool, spread a generous dollop of filling on the bottom of one cookie, then top with another to make a sandwich.

Cooking checkpoints and tips to perfect your pies

  • Cookies should be golden around the edges, soft but not underdone.
  • Filling should be smooth, not runny—adjust with more powdered sugar if needed.
  • Allow cookies to cool completely before filling to prevent melting.

Common pitfalls and how to fix them

  • Underbaked cookies.? Add a minute or two to baking time if cookies are pale and soft.
  • Filling is too loose.? Chill filling slightly if too runny.
  • Filling melts and falls out.? Ensure cookies are fully cooled before filling.
  • Uneven filling.? Use a sharp knife to level the top of the filling for neatness.

Pumpkin Whoopie Pies

Pumpkin whoopie pies are soft, moist cookies with a tender crumb, filled with a tangy cream cheese frosting. They showcase warm spices and pumpkin’s earthy sweetness, resulting in a cozy, festive treat perfect for fall gatherings. The contrast of the cake and creamy filling creates a delightful bite with autumnal charm.
Prep Time 20 minutes
Cook Time 15 minutes
Total Time 35 minutes
Servings: 12
Course: Main Course
Cuisine: American
Calories: 200

Ingredients
  

  • 1 ¾ cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon ground cinnamon
  • Pinch salt
  • 1 cup cooked pumpkin mashed until smooth
  • ½ cup brown sugar
  • ¼ cup unsalted butter, melted
  • 1 teaspoon vanilla extract
  • ½ cup softened cream cheese
  • ¼ cup softened unsalted butter
  • 1 cup powdered sugar

Equipment

  • Large mixing bowl
  • Whisk or electric mixer
  • Baking sheet with parchment paper
  • Cookie scoop or spoon
  • Wire cooling rack

Method
 

  1. Preheat your oven to 180°C (350°F) and line baking sheets with parchment paper to prevent sticking.
  2. In a large bowl, whisk together the flour, baking soda, cinnamon, and a pinch of salt until evenly combined. This creates your dry mixture.
  3. In another bowl, mash the cooked pumpkin until smooth, then stir in brown sugar, melted butter, and vanilla extract, mixing until the ingredients are well incorporated and the mixture is fragrant.
  4. Gradually add the dry ingredients to the pumpkin mixture, stirring gently until just combined; avoid overmixing to keep the cookies tender.
  5. Using a cookie scoop or spoon, drop dollops of batter onto the prepared baking sheets, spacing them about 2 inches apart as they will spread slightly.
  6. Bake in the preheated oven for 12-15 minutes, until the edges turn golden and the centers look set but soft. The cookies will have a tender, moist crumb.
  7. Remove the cookies from the oven and let them cool on the baking sheet for a few minutes before transferring to a wire rack to cool completely.
  8. To prepare the filling, beat together softened cream cheese, softened butter, powdered sugar, and vanilla extract in a bowl until smooth, fluffy, and creamy.
  9. Once the cookies are completely cooled, spread a generous layer of the cream cheese filling on the bottom side of one cookie, then top with another cookie to make a sandwich.
  10. Repeat with the remaining cookies and filling, then serve your pumpkin whoopie pies and enjoy their soft texture and cozy flavors.

Notes

Ensure cookies are fully cooled before filling to prevent melting. Feel free to add toasted pecans or a drizzle of caramel for extra flavor.
These pumpkin whoopie pies are a surprisingly delicate balance of moist spiced cake and luscious cream. They bridge nostalgia and a touch of seasonal magic, perfect for crisp autumn afternoons. Feel free to tweak the filling with a dash of maple syrup or a pinch of nutmeg. Enjoy the process as much as the bites—this recipe is a little messy, a little imperfect, but entirely worth it.

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