Halloween Whoopie Pies have become my absolute favorite fall tradition, bringing a delightful mix of spooky fun and delicious flavor to my kitchen. I remember the first time I tried making them years ago; the anticipation of that fluffy orange filling sandwiched between soft, dark chocolate cakes was almost unbearable! The aroma of cocoa and spices filled my home, a scent that instantly signals crisp autumn days and festive gatherings. These aren’t just any cookies; they’re a special treat that makes any occasion feel more magical. If you’re looking for an easy pumpkin molasses cookies recipe that’s sure to impress, you’ve come to the right place. Let’s get baking!
Why You’ll Love These Halloween Whoopie Pies
Get ready to fall in love with these incredibly fun and delicious treats. They’re perfect for any autumn celebration!
- Irresistibly Soft Cakes: The cocoa cakes are wonderfully tender and moist, making them a delight to bite into.
- Vibrant Orange Filling: A creamy, sweet marshmallow fluff filling, tinted a festive orange, is the star of the show.
- Perfectly Spiced Flavor: They offer a delightful hint of spice that complements the rich chocolate, making them some of the best pumpkin molasses cookies you’ll ever taste.
- Festive Halloween Fun: The dark cakes and bright filling create a spooky, eye-catching look that’s perfect for parties.
- Easy to Make: Even if you’re new to baking, these are surprisingly simple to whip up.
- Crowd-Pleaser: Kids and adults alike adore these, making them a guaranteed hit at any gathering.
- A Taste of Autumn: They capture the essence of the season, reminding me of why these are the best pumpkin molasses cookies for fall.
Ingredients for Spooky Halloween Whoopie Pies
Gather these key pumpkin molasses cookie ingredients to create your spooky treats. These components work together to ensure both the cakes and the filling are perfectly textured and flavorful.
- 2 cups all-purpose flour – the base for our tender cakes
- 1/2 cup unsweetened cocoa powder – for that deep, rich chocolate flavor
- 1 teaspoon baking soda – helps the cakes rise beautifully
- 1/2 teaspoon baking powder – for extra lift and tenderness
- 1/2 teaspoon fine salt – balances the sweetness
- 1/2 cup unsalted butter, softened – essential for creaming and texture
- 1 cup brown sugar – adds moisture and a lovely caramel note
- 1 large egg – binds everything together
- 1 teaspoon vanilla extract – enhances all the flavors
- 1 cup buttermilk, room temperature – crucial for moist cakes
- Optional: black gel food coloring – for that extra spooky Halloween look
- Filling:
- 1 cup unsalted butter, softened – the base for our creamy filling
- 2 cups powdered sugar – for sweetness and a smooth texture
- 1 teaspoon vanilla extract – adds a hint of warmth
- 1 jar (7 oz) Marshmallow Fluff – creates that signature light and airy filling
- Orange gel food coloring – to give our filling a festive glow
- Nonpareils or sanding sugar, orange/red – for decorating the edges
How to Make Halloween Whoopie Pies
These festive treats are surprisingly straightforward to assemble. Follow these steps, and you’ll have spooky delights ready in no time!
- Step 1: Preheat your oven to 350°F (175°C). Line two baking sheets with parchment paper. This simple step prevents sticking and ensures your cakes bake evenly.
- Step 2: In a medium bowl, whisk together the 2 cups all-purpose flour, 1/2 cup unsweetened cocoa powder, 1 teaspoon baking soda, 1/2 teaspoon baking powder, and 1/2 teaspoon fine salt. This dry mixture forms the base of our tender cakes, and whisking ensures all the leavening agents are evenly distributed.
- Step 3: In a separate large bowl, cream together the 1/2 cup unsalted butter, softened and 1 cup brown sugar until the mixture is light and fluffy. I love seeing how this transforms from grainy sugar to a smooth, creamy base. Beat in the 1 large egg and 1 teaspoon vanilla extract until everything is well combined and silky.
- Step 4: Now for the wet and dry ingredients! Add about a third of the dry ingredients to the butter mixture, followed by half of the 1 cup buttermilk, room temperature. Repeat this process, alternating between dry and wet ingredients, ending with the dry. Mix until just combined – overmixing can lead to tough cakes. If you’re going for that spooky look, now is the time to add a few drops of black gel food coloring and mix until the batter is a deep, dark color reminiscent of pumpkin molasses cookie dough.
- Step 5: Drop evenly sized mounds of batter onto the prepared baking sheets using a cookie scoop or two spoons. Aim for about 24 mounds, spaced about 2 inches apart. This is where you’ll see the magic start to happen, as the batter transforms into beautiful cakes.

- Step 6: Bake for about 16 minutes. You’ll know they’re ready when the edges are set and the centers spring back lightly when touched. Rotating your pans halfway through baking helps ensure even browning, a crucial step for any great cookie recipe.
- Step 7: Let the cakes cool on the baking sheets for a few minutes before carefully transferring them to wire racks. It’s important to let them cool completely to prevent the filling from melting and to avoid sticky tops. This waiting period is tough, but so worth it!
- Step 8: While the cakes cool, let’s make the filling. Beat the 1 cup unsalted butter, softened with the 2 cups powdered sugar until it’s pale and fluffy. Beat in the 1 teaspoon vanilla extract and the entire jar of Marshmallow Fluff until smooth. Tint this glorious mixture with orange gel food coloring until you achieve a vibrant, Halloween-ready shade. This is how you make pumpkin molasses cookies truly special.
- Step 9: Once the cakes are completely cool, pipe or spread a generous amount of the orange filling onto the flat side of 12 cakes. Top with the remaining 12 cakes to create perfect sandwiches. Gently press down to spread the filling to the edges – this makes for a beautiful presentation.
- Step 10: For that extra festive touch, roll the edges of each sandwich in the orange and red nonpareils or sanding sugar. This adds a delightful crunch and a pop of color.
- Step 11: Chill the assembled whoopie pies for about 30 minutes. This helps the filling set, making them easier to handle and giving them a cleaner bite. Just before serving, let them rest at room temperature for 15–20 minutes so the cakes soften up perfectly, ensuring they are wonderfully chewy, much like the best pumpkin molasses cookies.

Pro Tips for the Best Halloween Whoopie Pies
I’ve learned a few tricks over the years to make these spooky treats absolutely perfect every time. Follow these tips for success!
- Always use room temperature buttermilk and eggs for the cakes. This ensures they incorporate smoothly and bake up tender.
- Don’t overmix the cake batter once the flour is added. Just mix until *barely* combined to keep those cakes soft and chewy.
- Cool the cakes completely before adding the filling. This is crucial to prevent a melty mess and ensure your whoopie pies hold their shape.
What’s the secret to perfectly soft Halloween Whoopie Pies?
The secret lies in the buttermilk and not overmixing the batter. Buttermilk adds moisture and tenderness, while gentle mixing prevents the development of gluten, ensuring you get wonderfully soft pumpkin molasses cookies. For more baking tips, check out these baking tips.
Can I make Halloween Whoopie Pies ahead of time?
Yes! You can bake the cake layers a day in advance and store them in an airtight container at room temperature. Prepare the filling just before assembling to maintain freshness.
How do I avoid common mistakes with Halloween Whoopie Pies?
A common pitfall is overbaking, which leads to dry cakes. Also, ensure your cakes are fully cooled before filling; otherwise, the filling will melt. If you’re wondering why are my pumpkin molasses cookies flat, it’s often due to overmixing or too much leavening. For more insights on cookie consistency, you might find this article on cookie texture helpful.
Best Ways to Serve Halloween Whoopie Pies
These delightful Halloween Whoopie Pies are fantastic on their own, but they also pair wonderfully with seasonal treats. For a truly festive spread, consider serving them alongside a warm mug of apple cider or a creamy pumpkin spice latte. They also make a perfect ending to a Halloween dinner, especially when complemented by a side of spiced roasted nuts or a simple fruit salad. You can even arrange them on a platter with other fall-themed baked goods, like pumpkin spice molasses cookies, for a dessert table that screams autumn celebration. If you’re looking for other festive baked goods, consider these gingerbread cheesecake cookies.
Nutrition Facts for Halloween Whoopie Pies
These festive treats are a delightful indulgence. Here’s a breakdown of the approximate nutritional information per serving, which is one sandwich:
- Calories: 320
- Fat: 16g
- Saturated Fat: 9g
- Protein: 3g
- Carbohydrates: 40g
- Fiber: 2g
- Sugar: 18g
- Sodium: 150mg
Nutritional values are estimates and may vary based on specific ingredients used and portion sizes.
How to Store and Reheat Halloween Whoopie Pies
Proper storage is key to keeping your homemade pumpkin molasses cookies tasting fresh and delicious. Once your Halloween Whoopie Pies have completely cooled, it’s time to think about storing them. For short-term enjoyment, place them in an airtight container. They’ll stay wonderfully fresh in the refrigerator for about 3 to 4 days. If you’re planning for a longer spooky season or want to get ahead on holiday baking, these whoopie pies freeze beautifully. Ensure they are well-wrapped in plastic wrap, then in a layer of aluminum foil, and they can be kept in the freezer for up to 3 months. To reheat, simply let them thaw in the refrigerator overnight. For a slightly softer cake, you can briefly warm them in a low oven (around 250°F or 120°C) for about 5-10 minutes, though they are also delightful served chilled or at room temperature.
Frequently Asked Questions About Halloween Whoopie Pies
What are pumpkin molasses cookies, and how do they differ from these Halloween Whoopie Pies?
What are pumpkin molasses cookies? They are typically drop cookies that feature the warm, spicy flavors of pumpkin and molasses, often with a chewy texture. Our Halloween Whoopie Pies use a dark chocolate cake base, not a pumpkin-flavored one, but they capture that same comforting, spiced essence in the filling and overall festive theme. Think of them as a spooky, sandwich-style twist on those classic fall cookie flavors. For a different take on fall flavors, try this caramel toffee crunch cake.
Can I make the cake layers and filling for Halloween Whoopie Pies separately?
Absolutely! You can bake the cake layers and store them in an airtight container at room temperature for up to two days. The filling can also be made ahead and refrigerated for up to three days. Just allow the filling to soften slightly at room temperature before assembling your whoopie pies for the best texture.
Why are my pumpkin molasses cookies (or whoopie pie cakes) flat?
If your cakes are coming out flat, it could be a few things. Make sure your baking soda and baking powder are fresh and active. Also, avoid overmixing the batter after adding the dry ingredients, as this can deflate the leavening agents. Ensure your oven is preheated to the correct temperature; an oven that’s too cool can also lead to flatter cookies. For more on baking science, you can explore resources on baking ingredients.
What are some other fun variations for Halloween Whoopie Pies?
Beyond the classic orange filling, you could try a cream cheese filling for a tangy twist, or even a chocolate buttercream for double the chocolate richness. For a more intense spice, consider adding a pinch of cinnamon and ginger to the cake batter, bringing them closer to spiced pumpkin molasses cookies. You could also experiment with different sprinkles or edible glitter for an extra spooky sparkle! If you enjoy creative baking, you might like these biscoff stuffed cookies.
Variations of Halloween Whoopie Pies You Can Try
While these spooky delights are fantastic as is, don’t be afraid to get creative! Here are a few ideas to make your Halloween Whoopie Pies even more unique.
- Dietary Adaptations: For a gluten-free version, swap the all-purpose flour for a good quality gluten-free blend. You can also experiment with vegan butter and plant-based milk in both the cake and filling for a dairy-free treat.
- Flavor Twists: Try incorporating a bit of pumpkin puree into the cake batter for a subtle flavor, making them closer to pumpkin gingerbread molasses cookies. You could also add a touch of cinnamon and ginger to the filling for an extra autumnal kick.
- Chocolate Lover’s Dream: Double down on the chocolate by using chocolate chips in the cake batter or opting for a chocolate buttercream filling instead of marshmallow fluff. For another chocolatey treat, check out this decadent chocolate bread.
- Spiced Cake Delight: For a more intense spice profile, add a teaspoon of pumpkin pie spice to the cake batter. This will give them a flavor reminiscent of molasses pumpkin cookies, perfect for any fall gathering.

Halloween Whoopie Pies: Amazing Spooky Treats
- Total Time: 45-60 minutes
- Yield: 12 sandwiches (24 cakes) 1x
- Diet: Vegetarian
Description
Halloween Whoopie Pies feature soft cocoa cakes filled with vibrant orange marshmallow fluff, perfect for festive parties and bake sales.
Ingredients
- Cakes:
- 2 cups all-purpose flour
- 1/2 cup unsweetened cocoa powder
- 1 teaspoon baking soda
- 1/2 teaspoon baking powder
- 1/2 teaspoon fine salt
- 1/2 cup unsalted butter, softened
- 1 cup brown sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 1 cup buttermilk, room temperature
- Optional: black gel food coloring
- Filling:
- 1 cup unsalted butter, softened
- 2 cups powdered sugar
- 1 teaspoon vanilla extract
- 1 jar (7 oz) Marshmallow Fluff
- Orange gel food coloring
- Nonpareils or sanding sugar, orange/red
Instructions
- Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
- Whisk together flour, cocoa powder, baking soda, baking powder, and salt in a bowl.
- Cream softened butter and brown sugar in a separate bowl until light and fluffy. Beat in the egg and vanilla extract until smooth.
- Add dry ingredients to the butter mixture in thirds, alternating with the buttermilk, beginning and ending with the dry ingredients. Mix until just combined and silky. Add black gel coloring if desired.
- Drop 24 evenly sized mounds of batter onto prepared baking sheets using a cookie scoop or spoon, spacing about 2 inches apart.
- Bake for about 16 minutes, rotating pans halfway through for even browning. Cakes should spring back lightly when touched.
- Cool cakes completely on baking sheets for a few minutes, then transfer to wire racks to finish cooling to prevent sticky tops.
- To make the filling, beat softened butter and powdered sugar until pale. Add vanilla extract and Marshmallow Fluff, beating until smooth and well combined. Tint the filling orange with gel coloring.
- Pipe a generous amount of filling onto the flat side of 12 cakes. Top with the remaining 12 cakes to form sandwiches. Press gently to spread filling to the edges.
- Roll the edges of each sandwich in nonpareils to coat the filling rim.
- Chill the assembled whoopie pies for about 30 minutes to set the filling. Remove from refrigerator and let rest at room temperature for 15–20 minutes before serving to soften the cakes slightly.
Notes
- Chill assembled pies briefly to set filling for neater, cleaner bites.
- Ensure cakes are completely cooled before sealing to avoid sticky tops in storage.
- For a gob-style filling, substitute a cooked milk-and-flour frosting if preferred.
- Nutrition values are approximate and will vary.
- Prep Time: 20 minutes
- Cook Time: 16 minutes
- Category: Dessert
- Method: Baked
- Cuisine: American
Nutrition
- Serving Size: 1 sandwich
- Calories: 320
- Sugar: 18 g
- Sodium: 150 mg
- Fat: 16 g
- Saturated Fat: 9 g
- Unsaturated Fat: 6 g
- Trans Fat: 0 g
- Carbohydrates: 40 g
- Fiber: 2 g
- Protein: 3 g
- Cholesterol: 50 mg
