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 to prepare for baking.

- In a large bowl, whisk together the flour, baking soda, salt, and cinnamon until well combined. This ensures even distribution of the spices and leavening agents.

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

- Add the canned pumpkin and egg to the butter mixture and beat until smooth and well incorporated, filling the bowl with a warm, pumpkin-scented aroma.

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

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

- Bake the cookies in the preheated oven for 12-15 minutes, or until the edges turn a light golden brown and the centers are set but still soft. You might hear a gentle crackle when they are done.
- Remove the baking sheets from the oven and transfer the cookies to a wire rack to cool completely—this helps them set and prevents sogginess.
- Once cooled, gently spread a generous layer of pumpkin-flavored filling or cream between two cookies to assemble the whoopie pies, pressing lightly to sandwich them together.
- Repeat with the remaining cookies and filling, then serve these cozy pumpkin treats and enjoy their soft texture and warm spice aroma.
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