As the air turns crisp and leaves begin to swirl in golden hues, I can't help but get a little nostalgic for the comforts of fall. One of my favorite ways to celebrate this season is with Soft Pumpkin Whoopie Pies—a delightful twist on the classic cake sandwiches that perfectly captures the essence of autumn. Not only are these treats incredibly quick to whip up, but they also make for a show-stopping dessert that will impress everyone at your next gathering. Filled with a creamy maple filling nestled between tender, spiced pumpkin cookies, each bite is like a warm hug from the inside out. Are you ready to embrace the flavors of the season and create something truly unforgettable? Let’s dive in!

Why Are Pumpkin Whoopie Pies Irresistible?
Comforting, Cozy Flavors: The spiced pumpkin cookies evoke autumn nostalgia, making every bite feel like a warm hug.
Quick and Easy: Perfect for busy bakers, these whoopie pies come together in under an hour, letting you enjoy a homemade treat without the hassle.
Crowd-Pleasing Delight: With their soft texture and rich flavors, they’re bound to impress at gatherings—enjoy them with hot cider for the ultimate fall experience!
Versatile Options: Feel free to customize the filling—try adding spices or even a light whipped coconut cream for a twist that suits your taste.
Make-Ahead Friendly: They store well in the fridge and can be frozen, making them perfect for preparing in advance for holiday festivities or simply satisfying your sweet tooth whenever the mood strikes!
Pumpkin Whoopie Pie Ingredients
For the Cookies
• All-Purpose Flour – Provides structure; can substitute with gluten-free flour blend for a gluten-free version.
• Salt – Enhances flavor; no substitutions needed.
• Baking Soda & Baking Powder – Leavening agents for a fluffy texture; ensure they’re fresh for best results.
• Pumpkin Pie Spice – Adds warm, cozy flavor; can substitute with individual spices like cinnamon, nutmeg, and ginger.
• Granulated Sugar – Sweetness and texture; no substitutions; use for proper sweetness.
• Dark Brown Sugar – Adds moisture and depth; light brown sugar can be used in a pinch.
• Vegetable Oil – Keeps cookies moist; can substitute with melted coconut oil or unsweetened applesauce for a lighter version.
• Pumpkin Puree – Provides flavor and moisture; freshly roasted and pureed pumpkin can be used; drain any excess moisture.
• Eggs – Bind ingredients and add richness; no substitutes if eggs are required.
• Vanilla Extract – Enhances overall flavor; use pure vanilla for best results.
For the Cream Cheese Filling
• Unsalted Butter – Base of the cream cheese filling; necessary for flavor; can use vegan margarine for a dairy-free option.
• Cream Cheese – Provides creaminess and tang in the filling; substitute with a vegan cream cheese for dairy-free.
• Confectioners’ Sugar – Sweetness for filling; no substitutes; needed for proper icing texture.
• Maple Syrup – Amplifies sweetness with a distinct flavor; honey can be used as an alternative but alters the final taste.
Step‑by‑Step Instructions for Pumpkin Whoopie Pie
Step 1: Preheat and Prepare
Start by preheating your oven to 350°F (175°C). Line two baking sheets with parchment paper or silicone mats to ensure the Pumpkin Whoopie Pies do not stick. This preparation is key to achieving perfectly shaped cookies that will bake evenly, creating that delightful soft texture everyone loves.
Step 2: Mix Dry Ingredients
In a large mixing bowl, whisk together 2 cups of all-purpose flour, 1 teaspoon of salt, 1 teaspoon of baking soda, 1 teaspoon of baking powder, and 2 teaspoons of pumpkin pie spice. This mixture will create the base for your cookie dough, providing both structure and flavor. Make sure the dry ingredients are well combined to ensure even seasoning throughout the Pumpkin Whoopie Pies.
Step 3: Blend Wet Ingredients
In a separate bowl, combine 1 cup of granulated sugar, 1 cup of dark brown sugar, and ½ cup of vegetable oil. Mix these ingredients until thoroughly blended. Next, add in 1 cup of pumpkin puree, 2 large eggs, and 1 teaspoon of vanilla extract, stirring until the mixture is smooth and creamy. This step builds the moistness that characterizes delicious Pumpkin Whoopie Pies.
Step 4: Combine Mixtures
Gradually add the dry ingredient mixture into the wet mixture, gently folding them together using a spatula. Avoid overmixing to prevent tough cookies; stop when the dough is just combined. The resulting dough should be thick and slightly sticky, embodying the rich flavors of fall, perfect for your Pumpkin Whoopie Pies.
Step 5: Portion the Dough
Using a cookie scoop or tablespoon, drop 1.5 to 2 tablespoons of dough onto the prepared baking sheets, ensuring they are spaced about 2 inches apart. This spacing allows the cookies to spread during baking without merging into one another. Aim for a uniform size, so the whoopie pies will match perfectly when assembled.
Step 6: Bake the Cookies
Place the baking sheets in your preheated oven and bake for 10-12 minutes. They are done when a toothpick inserted into the center comes out clean and the edges are slightly firm. Allow the Pumpkin Whoopie Pies to cool on the baking sheets for about 10 minutes before transferring them to wire racks to cool completely.
Step 7: Make the Filling
While the cookies cool, prepare the creamy filling. In a mixing bowl, beat together ½ cup of unsalted butter and 8 oz of cream cheese until the mixture is smooth and fully combined. Slowly add in 2 cups of confectioners’ sugar, 2 tablespoons of maple syrup, and 1 teaspoon of vanilla extract, mixing until creamy and luscious for your Pumpkin Whoopie Pies.
Step 8: Assemble the Whoopie Pies
Once the cookies are cool, flip half of them flat side up. Generously spread a dollop of the maple cream cheese filling onto each of these cookies. Place another cookie, flat side down, on top to create a sandwich. This step makes your Pumpkin Whoopie Pies wonderfully indulgent with that creamy surprise hidden inside.
Step 9: Chill and Serve
To enhance the flavors, refrigerate the assembled Pumpkin Whoopie Pies for at least 1 hour before serving. This allows the filling to set and meld the flavors beautifully. When ready, serve these delightful treats chilled or at room temperature, ready to impress friends and family alike with their seasonal charm!

Expert Tips for Pumpkin Whoopie Pies
-
Fresh Ingredients Matter: Ensure your baking soda and baking powder are fresh; old leavening agents can lead to flat whoopie pies and disappoint your palate.
-
Prevent Tough Cookies: Be gentle when mixing the dough—overmixing can create tough Pumpkin Whoopie Pies instead of the tender texture we crave.
-
Chill the Filling: If the cream cheese filling feels too soft, chill it briefly before spreading. This makes it easier to assemble without oozing out.
-
Uniform Sizes: Use a cookie scoop for portioning the dough—this will ensure evenly sized cookies that match perfectly for each Pumpkin Whoopie Pie.
-
Cool Completely: Allow cookies to cool entirely on wire racks before filling. This prevents sogginess, ensuring your delightful treat stays as nice as it looks!
What to Serve with Pumpkin Whoopie Pies
Pairing your delightful Pumpkin Whoopie Pies with the right accompaniments will elevate your fall dessert experience to new heights.
-
Warm Apple Cider: The sweet and spiced notes of warm apple cider complement the whoopie pies beautifully, enhancing their cozy flavors.
-
Vanilla Ice Cream: A scoop of creamy vanilla ice cream creates a delightful contrast, adding a cool and creamy element that pairs perfectly with the soft cookies.
-
Salted Caramel Sauce: Drizzling salted caramel over these whoopie pies adds a luxurious touch, introducing a savory sweetness that balances the filling.
-
Chai Tea: The fragrant spices of chai tea harmonize with the flavors of the pumpkin cookies, making for a warm and comforting drink pairing.
-
Gingerbread Cookies: For a seasonal treat pairing, gingerbread cookies offer a wonderful spicey flavor that aligns nicely with the whoopie pies.
-
Pecan Pie Bars: Savor a sweet bite alongside your whoopie pies. The nutty richness of pecan pie bars offers a delightful textural contrast.
-
Maple Pecan Muffins: Complement the maple cream filling with soft, fluffy muffins studded with crunchy pecans, creating a sweet medley of textures.
-
Spiked Hot Chocolate: For an indulgent treat, serve your whoopie pies with a cup of spiked hot chocolate, wrapped in the warmth of fall flavors.
-
Pumpkin Spice Latte: Lean into the season with a cozy pumpkin spice latte that resonates with the flavors of the whoopie pie, creating a delightful taste connection.
Pumpkin Whoopie Pie Variations
Get creative with your Pumpkin Whoopie Pies and enjoy new flavors and textures that suit everyone's palate!
- Gluten-Free: Substitute all-purpose flour with a gluten-free flour blend to enjoy these treats while accommodating dietary needs.
- Dairy-Free: Use vegan margarine and a plant-based cream cheese for a delicious option that everyone can savor.
- Maple-Cinnamon Twist: Add a teaspoon of ground cinnamon to your filling for an extra layer of warmth and spice.
- Sweet Potato Alternative: Swap pumpkin puree with sweet potato puree for a slightly sweeter and unique take on this beloved recipe.
- Mini Bites: For bite-sized joys, use a teaspoon to portion out smaller cookies, creating delightful mini whoopie pies perfect for sharing.
- Nutty Addition: Fold in chopped walnuts or pecans into the cookie batter for a delightful crunch that contrasts beautifully with the creamy filling.
- Spicy Kick: Stir in a pinch of cayenne pepper into the cookie dough for a subtle heat that balances the sweetness of the filling.
- Chocolate Drizzle: After assembling the pies, drizzle melted chocolate over the tops for a decadent finishing touch that adds both flavor and elegance.
Feel free to explore these delicious adaptations, and enjoy every bite of your delightful Pumpkin Whoopie Pies!
How to Store and Freeze Pumpkin Whoopie Pies
Fridge: Store your Pumpkin Whoopie Pies in an airtight container in the refrigerator for up to 3 days to maintain their freshness and moisture.
Freezer: For longer storage, freeze the whoopie pies in a single layer on a baking sheet, then transfer to an airtight container or freezer bag. They can be frozen for up to 3 months.
Thawing: Thaw frozen Pumpkin Whoopie Pies in the refrigerator overnight before serving for the best texture and flavor recovery.
Reheating: If desired, warm them slightly in the microwave for about 10-15 seconds before enjoying, just to soften the filling again!
Make Ahead Options
These Pumpkin Whoopie Pies are perfect for busy home cooks looking to save time! You can prepare the cookie dough and refrigerate it for up to 24 hours before baking to maintain freshness. Alternatively, bake the cookies in advance and store them in an airtight container for up to 3 days at room temperature or freeze them for up to 3 months. For the filling, mix it ahead of time and refrigerate; just remember to let it sit at room temperature for about 20 minutes before spreading to ensure it's easy to work with. When ready to serve, simply assemble the whoopie pies and refrigerate them for at least 1 hour for enhanced flavors. Enjoy these delightful treats without the last-minute rush!

Pumpkin Whoopie Pie Recipe FAQs
How do I select the perfect pumpkin puree?
Absolutely! When choosing pumpkin puree, opt for 100% canned pumpkin for convenience or make your own by using fresh pumpkins. Look for deep, vibrant color without any dark spots or visible liquid for the best flavor and consistency. If using fresh pumpkins, roast them until tender, then puree and drain any excess moisture to achieve the ideal texture.
What’s the best way to store Pumpkin Whoopie Pies?
Store your Pumpkin Whoopie Pies in an airtight container in the refrigerator for up to 3 days. This will keep them fresh and moist. If you want to make them ahead, they freeze beautifully—just place them in a single layer on a baking sheet to freeze, then transfer to an airtight container or freezer bag for up to 3 months!
Can I freeze Pumpkin Whoopie Pies?
Yes! To freeze, first, freeze your whoopie pies in a single layer on a baking sheet to prevent them from sticking together. Once frozen, transfer them to an airtight container or freezer bag. When you're ready to enjoy, thaw them in the refrigerator overnight. They’ll taste just as fresh as the day you made them!
What should I do if my cookies turn out too flat?
If your Pumpkin Whoopie Pies spread too much and come out flat, it could be due to a few factors. Ensure your baking soda and baking powder are fresh, as expired leavening agents won't provide the rise needed for fluffiness. Also, be cautious not to overmix the dough, as this can also impact their structure. If you find that the dough is too wet, try refrigerating it for about 30 minutes before baking.
Are there any dietary considerations with these cookies?
Yes! For those with dietary restrictions, you can easily adapt this recipe. Substitute the cream cheese with vegan cream cheese and the butter with a plant-based margarine for a dairy-free option. Additionally, if anyone in your home has gluten sensitivities, use a gluten-free flour blend in place of all-purpose flour. While this recipe is vegetarian, remember to check your sugar’s processing if you want it to be fully vegetarian or vegan compliant.
Can I add other flavors to the cream filling?
Very! Feel free to customize the cream filling by adding a pinch of cinnamon or nutmeg for an extra kick, or even experiment with using whipped coconut cream for a lighter, dairy-free version. Each adjustment can make for a delightful twist on the classic Pumpkin Whoopie Pie!

Indulgent Pumpkin Whoopie Pie Recipe for Cozy Fall Days
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C). Line two baking sheets with parchment paper.
- In a large mixing bowl, whisk together the dry ingredients (flour, salt, baking soda, baking powder, pumpkin pie spice).
- In a separate bowl, blend the wet ingredients (granulated sugar, brown sugar, vegetable oil, pumpkin puree, eggs, and vanilla extract) until smooth.
- Gradually add the dry mixture to the wet mixture, folding gently until just combined.
- Drop 1.5 to 2 tablespoons of dough onto the prepared baking sheets, spaced 2 inches apart.
- Bake for 10-12 minutes until a toothpick comes out clean. Let cool on baking sheets for 10 minutes then transfer to wire racks.
- For the filling, beat together butter and cream cheese, then add confectioners' sugar, maple syrup, and vanilla until creamy.
- Once cookies are cool, spread filling on half and sandwich with another cookie.
- Refrigerate assembled pies for at least 1 hour before serving.





Leave a Reply