Pumpkin whoopie pies are a little nostalgic, a little playful. I love how the pumpkin adds moisture and a subtle sweetness that’s unlike any other cookie. They’re perfect for pumpkin season, when everything feels a little more cozy and intentional. Plus, making the filling from scratch transforms these from simple cookies to a real treat.
Why These Pumpkin Whoopie Pies Are a Staple
They’re a warm hug in pastry form, perfect for chilly afternoons. Baking these feels like a ritual, a slow savoring of fall’s quiet charm. Plus, they’re endlessly customizable—more spice, less sugar, a drizzle of dark chocolate. Every batch reminds me that simple ingredients, combined with care, make the sweetest memories.
Breaking Down the Pumpkin Pie Magic
- Canned pumpkin: The star ingredient — adds moisture and a gentle sweetness. Use the plain variety, not spiced.
- Brown sugar: Gives warmth and a molasses note, balancing the spices.
- Cinnamon: The warm backbone, but feel free to add a pinch of nutmeg or ginger for depth.
- Butter: Creamy, rich, helps the filling stay smooth. Swap with coconut oil for a dairy-free version.
- Egg: Provides structure and stability to the cookie dough.
- All-purpose flour: Keeps the cookies tender but sturdy enough to hold the filling.
- Baking soda: Leavening agent that helps cookies rise just enough, giving a slight chew.
Tools of the Pumpkin Pie Trail
- Mixing bowls: To combine dry and wet ingredients separately.
- Electric mixer or whisk: To beat butter and sugar until fluffy.
- Cookie scoop: To portion dough evenly.
- Baking sheets: To hold the cookies during baking.
- Wire rack: To cool cookies evenly.
Crafting the Perfect Pumpkin Whoopie Pie
Step 1: Preheat your oven to 180°C (350°F). Line two baking sheets with parchment paper.
Step 2: In a large bowl, whisk together 1 1/2 cups of all-purpose flour, 1 tsp baking soda, 1/2 tsp salt, and 1 tsp cinnamon.
Step 3: In another bowl, beat 1/2 cup softened butter with 1 cup brown sugar until creamy. Add 1 cup pureed pumpkin and 1 large egg, mix well.
Step 4: Gradually add dry ingredients to wet, stirring just until combined. The batter will be thick but scoopable.
Step 5: Using a tablespoon or cookie scoop, dollop rounds onto prepared baking sheets, leaving space to spread.
Step 6: Bake for 12-15 minutes, edges should turn golden and a toothpick inserted in the center comes out clean.
Step 7: Cool the cookies on a wire rack for at least 15 minutes before filling.
Cooking Cues & Tips for Pumpkin Whoopie Pies
- The cookies should be golden around the edges but soft inside.
- If they spread too thin, chill the dough for 10 minutes before baking.
- The filling should be smooth and spreadable, not runny.
- Listen for a slight crackle when the cookies are done.
Troubleshooting Pumpkin Whoopie Pie Mishaps
- Dough is too wet and spread excessively.? Incorporate a little more flour if the dough is too sticky.
- Cookies spread into thin disks.? Chill dough for 10 minutes if cookies spread too much.
- Over-baked or burnt edges.? Reduce oven temperature slightly if edges brown too fast.
- Filling melts or slides off.? Let cookies cool completely before filling.

Pumpkin Whoopie Pies
Ingredients
Equipment
Method
- Preheat your oven to 180°C (350°F) and line two baking sheets with parchment paper. In a large bowl, whisk together the flour, baking soda, salt, and cinnamon until evenly combined.

- In another bowl, beat the softened butter and brown sugar together with an electric mixer until the mixture is light, fluffy, and fragrant, about 2-3 minutes.

- Add the pumpkin puree and egg to the butter mixture, beating until well incorporated and smooth. The mixture should look slightly thick and uniform.

- Gradually fold the dry ingredients into the wet mixture using a spatula or low-speed mixer, just until combined. The dough will be thick and scoopable.

- Using a cookie scoop or tablespoon, portion the dough onto the prepared baking sheets, spacing them about 2 inches apart to allow for spreading.

- Bake in the preheated oven for 12-15 minutes, until the edges are golden and the cookies feel set but still soft to the touch. A toothpick inserted in the center should come out clean.
- Remove the cookies from the oven and let them cool on the baking sheet for 5 minutes, then transfer them to a wire rack to cool completely. This helps prevent breaking and makes filling easier.
- While the cookies cool, prepare the filling by beating softened butter, powdered sugar, and cinnamon together until smooth and fluffy, about 2-3 minutes.
- Spread or pipe a generous dollop of the pumpkin filling onto the flat side of one cookie, then top with another cookie to make a sandwich. Repeat with remaining cookies and filling.
- Once assembled, let the pumpkin whoopie pies sit for about 15 minutes to allow the filling to set slightly. Serve and enjoy this cozy fall treat!
Leave a Reply