Pumpkin Whoopie Pies: A Cozy Fall Concoction with a Twist

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

Pumpkin whoopie pies are soft, moist cookies filled with a creamy pumpkin-flavored filling, perfect for cozy fall afternoons. The cookies are made with pumpkin puree, warm spices, and a tender crumb, while the filling is smooth and flavorful. Their charming, sandwich-like appearance makes them as delightful to look at as they are to enjoy.
Prep Time 20 minutes
Cook Time 15 minutes
Total Time 35 minutes
Servings: 12
Course: Main Course
Cuisine: American
Calories: 220

Ingredients
  

  • 1 1/2 cups all-purpose flour
  • 1 tsp baking soda
  • 1/2 tsp salt
  • 1 tsp cinnamon
  • 1/2 cup unsalted butter softened
  • 1 cup brown sugar
  • 1 cup pureed pumpkin plain, not spiced
  • 1 large egg

Equipment

  • Mixing bowls
  • electric mixer or whisk
  • Cookie scoop
  • Baking sheets
  • Parchment paper
  • Wire rack

Method
 

  1. Preheat your oven to 180°C (350°F) and line two baking sheets with parchment paper to prevent sticking.
  2. In a large mixing bowl, whisk together the flour, baking soda, salt, and cinnamon until evenly combined. This creates a flavorful dry base for the cookies.
  3. In a separate bowl, beat the softened butter and brown sugar together using an electric mixer or whisk until the mixture is light, fluffy, and creamy, about 2-3 minutes. The sound should be a gentle whir, and the texture airy.
  4. Add the pureed pumpkin to the butter mixture and beat until well incorporated, then mix in the egg until the batter is smooth and slightly thickened.
  5. Gradually fold the dry ingredients into the wet mixture, stirring just until combined. The dough will be thick and sticky, resembling a soft cookie dough.
  6. Scoop tablespoon-sized portions of dough onto the prepared baking sheets, spacing them about 2 inches apart to allow for spreading. Use a cookie scoop for even size and shape.
  7. Bake the cookies in the preheated oven for 12-15 minutes, until the edges turn golden and the centers look set but still soft. You’ll hear a slight crackle when they’re ready.
  8. Remove the baking sheets from the oven and let the cookies cool on a wire rack for at least 15 minutes. This helps them set and makes handling easier.
  9. Once cooled, gently spread a generous layer of pumpkin-flavored filling between pairs of cookies to assemble the whoopie pies.
  10. Press the cookies together gently to create a sandwich, ensuring the filling reaches the edges for a perfect look.
  11. Serve the pumpkin whoopie pies at room temperature, enjoying their soft texture and warm spices with every bite.
These pumpkin whoopie pies are best enjoyed slightly chilled, with that soft, chewy cookie melting into a sweet, spiced filling. They’re a reminder that baking can be a quiet act of kindness, especially when the air turns crisp and the leaves start to fall. Feel free to tweak the spices or add a touch of ginger or nutmeg—make it your own. Nothing beats biting into one of these with a cup of tea, feeling that warm spice hit your tongue.

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