The first chill of autumn filled my senses as I wandered through a local market, many stalls shimmering with vibrant pumpkins. It was there that I stumbled upon a delightful idea: Pumpkin Whoopie Pies, a perfect fusion of cozy flavors and nostalgic fall vibes. These scrumptious treats are not only irresistibly soft and filled with a creamy maple icing, but they’re also a breeze to whip up—making them an ideal dessert for casual gatherings or when a sweet craving strikes after a long day. Trust me, these whoopie pies are sure to bring a smile to the faces of family and friends. Are you ready to embrace the essence of fall with me and create this delightful dessert?

Why Are Pumpkin Whoopie Pies Irresistible?
Fall Flavors: These Pumpkin Whoopie Pies capture the essence of autumn, offering spiced pumpkin goodness paired with a rich maple filling.
Quick and Easy: With simple ingredients and easy steps, you'll whip these up in no time, perfect for beginner bakers and busy chefs alike.
Versatile Treats: Customize them by experimenting with spices or fillings—try different variations like a chocolate version or adding nuts for crunch!
Crowd-Pleasing Dessert: Bring these to your next gathering, and watch them disappear as loved ones savor each delightful bite. For more ways to enjoy fall flavors, check out our favorite fall treats.
Perfect for Any Occasion: Whether for Halloween, Thanksgiving, or just a cozy evening at home, these whoopie pies make every moment sweeter!
Pumpkin Whoopie Pie Ingredients
• Here’s everything you need to whip up these delectable treats!
For the Cookies
- All-Purpose Flour – Structures the cookies; substitute with gluten-free flour for a gluten-free version.
- Salt – Enhances flavors; no substitution needed.
- Baking Soda – Helps the cookies rise; ensure it's fresh for best results.
- Baking Powder – Provides additional leavening; can be omitted if using self-rising flour.
- Pumpkin Pie Spice – Adds warm autumn flavor; can substitute with cinnamon and nutmeg if unavailable.
- Granulated Sugar – Sweetens the cookies; brown sugar can be used for added moisture.
- Dark Brown Sugar – Provides depth and moisture; light brown sugar may be substituted.
- Vegetable Oil – Ensures tenderness; can substitute with melted coconut oil or applesauce for a lighter version.
- Chilled Pumpkin Puree – Essential for flavor and texture; fresh roasted pumpkin puree works well too.
- Eggs – Binds ingredients and adds richness; use a flax egg for a vegan option.
- Vanilla Extract – Enhances overall flavor; almond extract can be an alternative.
For the Creamy Filling
- Unsalted Butter – Base for the filling; use vegan butter for dairy-free options.
- Cream Cheese – Provides creaminess to the filling; substitute with vegan cream cheese for a dairy-free version.
- Confectioners’ Sugar – Sweetens the filling; you can use less for a less sweet filling.
- Maple Syrup – Adds flavor and sweetness; honey or agave syrup can serve as alternatives.
Enjoy crafting your Pumpkin Whoopie Pies!
Step‑by‑Step Instructions for Irresistible Pumpkin Whoopie Pies with Creamy Maple Filling
Step 1: Preheat & Prep
Begin by preheating your oven to 350°F (175°C). While it heats, line two baking sheets with parchment paper to ensure easy removal of your cookies. This setup will create a non-stick surface, allowing your Pumpkin Whoopie Pies to bake evenly while preventing any mess!
Step 2: Mix Dry Ingredients
In a large mixing bowl, whisk together 2 cups of all-purpose flour, 1 teaspoon of baking soda, 1 teaspoon of baking powder, 1 teaspoon of salt, and 1 tablespoon of pumpkin pie spice. This combination serves as the foundation for your cookies, ensuring they rise beautifully and capture the enchanting flavors of fall.
Step 3: Combine Wet Ingredients
In a separate bowl, blend 1 cup of granulated sugar, 1 cup of dark brown sugar, and ½ cup of vegetable oil until the mixture is smooth. Next, stir in 1 cup of chilled pumpkin puree, 2 eggs, and 1 teaspoon of vanilla extract, whisking until creamy and well-combined. This rich mixture will infuse your whoopie pies with delightful pumpkin flavor.
Step 4: Combine Mixtures
Gradually add the dry ingredients to the wet mix, gently folding until just combined. Be careful not to overmix, as this will keep your Pumpkin Whoopie Pies soft and tender. Once you see no streaks of flour, you're ready to form the cookies.
Step 5: Scoop & Bake
Using a cookie scoop or spoon, drop 1.5 to 2 tablespoons of dough onto the prepared baking sheets, spacing them about 2 inches apart. Bake in your preheated oven for 10-12 minutes, or until a toothpick inserted in the center comes out clean. Let the baked cookies cool on the pan for 10 minutes before transferring them to a wire rack to cool completely.
Step 6: Make Filling
While your cookies cool, prepare the creamy filling. In a stand mixer, beat together ½ cup of unsalted butter and 8 ounces of cream cheese until smooth and creamy. Gradually add 2 cups of confectioners’ sugar, 2 tablespoons of maple syrup, and 1 teaspoon of vanilla, mixing on low until everything is combined and fluffy. This sweet mixture will provide the perfect contrast to your pumpkin cookie.
Step 7: Assemble
Once your cookies are cooled completely, take one cookie and spread or pipe the creamy maple filling onto the flat side. Top with another cookie, flat side down, pressing gently to create a sandwich. Repeat with the remaining cookies, making sure to have a delicious filling in each Pumpkin Whoopie Pie.
Step 8: Chill
For the best flavor experience, refrigerate the assembled Pumpkin Whoopie Pies for at least an hour. Chilling helps meld the flavors together while making the filling more manageable and creamy. Serve these delightful treats chilled for a perfect fall dessert that's bursting with cozy autumn flavors!

What to Serve with Irresistible Pumpkin Whoopie Pies
Pairing your Pumpkin Whoopie Pies with the right accompaniments can elevate your dessert experience to new heights. Imagine the cozy smells of autumn wafting through your home as you build a delightful meal around these treats.
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Creamy Mashed Potatoes: These smooth potatoes add a savory balance to the sweet whoopie pies, creating a comforting contrast that delights your palate.
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Fall Harvest Salad: A fresh salad with roasted squash, cranberries, and walnuts brings the flavors of autumn together, offering a refreshing bite alongside the rich dessert.
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Spiced Apple Cider: Serve a warm mug of this classic beverage to complement the pumpkin and maple flavors, enriching every bite with cozy warmth.
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Caramel Sauce Drizzle: A simple drizzle of rich caramel over the whoopie pies enhances their sweetness and adds a touch of elegance that guests will adore.
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Pumpkin Soup: Enjoy a warm bowl of pumpkin soup before diving into dessert. The silky texture and spice will harmonize beautifully with the cookies.
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Vanilla Ice Cream: A scoop of creamy ice cream adds a refreshing coolness that pairs perfectly with the soft, spiced cookies, making each bite a heavenly experience.
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Chai Tea: The aromatic spices in chai enhance the fall experience, providing a warm and comforting drink that complements the flavors in your whoopie pies.
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Pecan Pie: Rich and nutty, a thin slice of pecan pie offers a delightful crunch and contrasts the fluffy filling of the whoopie pies, creating an indulgent dessert spread.
How to Store and Freeze Pumpkin Whoopie Pies
Room Temperature: Store uneaten Pumpkin Whoopie Pies in an airtight container at room temperature for up to 1 day to keep them fresh and soft.
Fridge: Keep them in the refrigerator for up to 3 days in an airtight container, ensuring they maintain their delightful texture and flavor.
Freezer: For longer storage, freeze individual whoopie pies wrapped tightly in plastic wrap or placed in a freezer-safe bag for up to 3 months. Thaw at room temperature before serving.
Reheating: If desired, you can warm them slightly in the microwave for 10-15 seconds for a cozy treat, but be careful not to overheat!
Expert Tips for Pumpkin Whoopie Pies
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Avoid Overmixing: Gently fold the wet and dry ingredients together to keep the cookies soft and tender. Overmixing can lead to a tough texture.
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Check Freshness: Ensure your baking soda is fresh for a perfect rise in your Pumpkin Whoopie Pies. Expired baking soda will affect the lightness of your cookies.
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Chill the Filling: If your cream filling seems too loose, pop it in the refrigerator for about 30 minutes. Chilling helps firm it up for easy spreading.
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Cool Completely: Allow the cookies to cool completely before adding the filling. This prevents melting and ensures a delightful texture in your whoopie pies.
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Customize Flavors: Experiment with different spices or fillings to create unique variations of your Pumpkin Whoopie Pies. Think about adding chocolate or nuts for a fun twist!
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Storage Tips: Store any leftover whoopie pies in an airtight container in the refrigerator for up to three days to maintain their freshness.
Pumpkin Whoopie Pie Variations
Feel free to get creative and make these delightful whoopie pies your own with these fun variations!
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Gluten-Free: Use a 1:1 gluten-free flour blend instead of all-purpose flour for a delicious gluten-free treat. You'll still get that tender, cake-like texture that makes these whoopie pies so delightful.
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Dairy-Free: Substitute vegan butter and cream cheese in the filling to create a completely dairy-free version without sacrificing creaminess. If you love big flavors, don’t hesitate to try a coconut cream filling for a tropical twist!
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Chocolate Pumpkin: Add ¼ cup of cocoa powder to the cookie dough for a chocolatey spin. This rich flavor perfectly complements the warm spices of pumpkin, creating a decadent dessert that’s hard to resist.
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Nutty Crunch: Fold in a cup of chopped walnuts or pecans into the cookie batter for added texture and flavor. The nuts add a lovely crunch and a delightful contrast to the soft cookies.
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Spiced Variation: Swap out the pumpkin pie spice for your favorite fall spices, like cardamom or ginger. This small change can elevate the flavor profile and truly customize your whoopie pies.
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Maple Pecan Filling: Use maple-flavored cream cheese or add finely chopped pecans to the filling. The nutty crunch combined with the sweetness of maple syrup creates an irresistible filling!
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Seasonal Swaps: Try adding mashed bananas or applesauce instead of pumpkin puree for a delightful alternative. These swaps create a wonderfully moist pie with a different twist on fall flavors.
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Fiery Kick: Add a pinch of cayenne pepper or a splash of hot sauce to the filling for a surprising heat boost. It’s a playful contrast to the sweetness that adventurous eaters will love!
Each variation offers a unique take, perfect for celebrating the cozy flavors of fall or surprising your guests with something unexpected. And if you're in the mood for more seasonal fun, don’t miss our tips on how to embrace fall flavors!
Make Ahead Options
These Pumpkin Whoopie Pies are perfect for busy home cooks looking to save time during the week! You can prepare the cookie dough up to 24 hours in advance by covering it and refrigerating it until you're ready to bake. Alternatively, the baked cookies can be stored in an airtight container for up to 3 days at room temperature; just ensure they cool completely to maintain their soft texture. The creamy maple filling can also be made ahead and refrigerated for a few days; simply stir it before spreading. When you're ready to assemble, just grab the cookies, add the filling, and refrigerate the whoopie pies for an hour before serving to enhance their delicious flavors.

Pumpkin Whoopie Pies Recipe FAQs
What type of pumpkin should I use for the best flavor?
Absolutely! For the best flavor, opt for chilled pumpkin puree from a can, which is convenient and tastes great. However, if you're feeling adventurous, you could roast and purée your own fresh pumpkin, which adds a wonderful depth of flavor and texture. Just make sure to drain any excess moisture, or it could affect the cookie’s consistency.
How do I store Pumpkin Whoopie Pies to keep them fresh?
To keep your Pumpkin Whoopie Pies fresh, store them in an airtight container in the refrigerator for up to 3 days. This helps maintain their soft texture and flavors. You can also store them at room temperature in an airtight container for about 1 day, but I recommend refrigeration for longer-lasting freshness.
Can I freeze Pumpkin Whoopie Pies for later enjoyment?
Yes! You can freeze your Pumpkin Whoopie Pies for up to 3 months. Wrap each pie individually in plastic wrap and place them in a freezer-safe bag or container. When you’re ready to enjoy them, simply thaw at room temperature for about an hour or until soft. This makes them perfect for preparing ahead of time!
What should I do if my cream filling is too runny?
If your cream filling is too runny to spread, don’t worry! Simply refrigerate it for about 30 minutes. This will firm it up, making it easier to use. If you prefer a thicker filling in the future, you can gradually add more confectioners’ sugar to achieve your desired consistency.
Are there any dietary considerations for Pumpkin Whoopie Pies?
Certainly! These Pumpkin Whoopie Pies can be made dairy-free by substituting vegan butter and cream cheese. For a vegan option, you can use a flax egg in place of the eggs and ensure all other ingredients are plant-based. If you have nut allergies, just stick to vanilla extract rather than almond extract to keep things safe.
How should I know when my cookies are done baking?
To check for doneness, insert a toothpick in the center of a cookie. If it comes out clean or with just a few moist crumbs, they’re done! The cookies should be soft but not doughy. Additionally, the edges will look slightly crisp, and the surface may appear set and dry when ready.

Indulgent Pumpkin Whoopie Pie Recipe for Cozy Fall Evenings
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and line two baking sheets with parchment paper.
- In a large mixing bowl, whisk together the dry ingredients: flour, baking soda, baking powder, salt, and pumpkin pie spice.
- In a separate bowl, blend the sugars and oil until smooth, then stir in the pumpkin puree, eggs, and vanilla.
- Gradually add the dry ingredients to the wet mixture, folding until just combined.
- Scoop 1.5 to 2 tablespoons of dough onto the prepared sheets, spacing them 2 inches apart, and bake for 10-12 minutes.
- While cookies cool, prepare the filling by beating together butter and cream cheese, then gradually add sugar, maple syrup, and vanilla.
- Once cool, sandwich the filling between two cookies.
- For the best flavor, refrigerate the assembled pies for at least an hour.





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