This paleo pumpkin whoopie pie recipe is the perfect easy gluten free and sugar free dessert! The outer cookies are soft and sweet with the dynamic flavor of pumpkin and spices while the filling is rich and creamy with a hint of cinnamon.

Pumpkin Whoopie Pie Recipe by Jessica of Paleo Scaleo

Everyone who has gone Paleo has inevitably, at one point or another, lamented the loss of dessert. Over at Paleo Scaleo, I believe wholeheartedly in scaling the Paleo lifestyle to fit your everyday life. It’s the only way it’s sustainable for the long term, or at least for my long term. And let’s be honest – my long term includes dessert.

While you’ve got these whoopie pies baking in the oven, pop on over to my site and check out some of my other recipes. In addition to some decadent Paleo desserts, you can find things like Buffalo Chicken Stuffed Sweet Potatoes and Fish Tacos with Jalapeno-Lime Slaw.

I also have a free resource library that includes Paleo shopping lists, clean eating tips, at home workouts, and more that you can access directly from the site, or you can gain access to it here.

Why I love this recipe:

• This paleo pumpkin whoopie pie recipe comes together in around 30 minutes, so it looks impressive but is actually pretty easy to make!
• My favorite part about the recipe is that you add all the cookie ingredients to one bowl and mix. Once the cookies are in the oven, you can rinse the bowl and make the filling.
• The texture of these whoopie pies is so perfect. The cookies are very soft and cake like, which makes it easy to bite into them without all of the cream squeezing out of the middle.
• This is the perfect recipe for holidays or for fall or winter. The pumpkin and spice really go well with a hot cup of cider or hot cocoa by the fire!

Pumpkin Whoopie Pie Recipe Tips:

• This recipe works best with cashew butter that just consists of 100% cashews. Some grocery stores have cashew butter with added sunflower or safflower oil–avoid using these types of cashew butter because they will mess up the texture of the cookie.
• It’s best to use full-fat canned coconut milk for the sugar free filling. Lite coconut milk or the one in the carton won’t work because those are too thin. If your canned coconut milk is chunky when you open it, mix it until it’s smooth in a blender or with a hand blender before adding it to the filling mix.
• The eggs are needed for the cookies and can’t be substituted. Any major substitutions besides the ones listed on the ingredients list likely won’t work. But if you do experiment and find a good substitute for something please leave a comment and let us know how it works out!
• There are two different options for the filling to choose from. The one that is palm shortening-based is best for those who are dairy-free and don’t want to use butter. The other one uses mainly butter and sugar-free confectioners sweetener which is the better option for a low carb or sugar free recipe.
• Your cookie batter will be stickier and wetter than normal cookie batter. It’s ok – this is what will make them fluffy and “pie” like.
• Be sure to use parchment paper or a silpat on the baking sheet. Since these cookies are so soft they will stick to the sheet without parchment. Be cautious when removing the cookies from the parchment to avoid any breaking.
• Shape the cookie batter as the diameter that you want it on the cookie sheet. It will rise a bit, but it wont widen or become a perfect circle if it’s not shaped that way before baking. You want to make sure the cookies are shaped evenly so the cookies fit together well with the cream in the middle.
• The cookies will rise in the oven and be puffy when they come out. Allow them to cool completely before removing from the cookie sheet.
• You can store any leftovers at room temperature for a day or two, or store them in the fridge for up to a week. If stored in the fridge, just be sure to bring to room temp before eating – otherwise your cream filling will be solid.
• I was able to make 16 good-sized cookies from the batter (which makes 8 whoopie pies). The amount of cookies may vary depending on your brand of ingredients. Be sure to make an even amount of cookies– 12-16 cookies is best. You want to avoid making the cookies too large because they will require too much frosting in the middle.

How to Make these Paleo Pumpkin Whoopie Pies:

Pre-heat the oven to 350°. Combine all of the cookie ingredients into a mixing bowl.

Use a stand mixer, hand blender or electric mixer to combine the ingredients.

Place 12-16 heaps of the batter onto a baking sheet lines with parchment paper or a silpat (they can stick so this is important). Shape the cookies evenly in the size you want them so they match for the whoopie pies.

Bake for about 15-18 minutes until cookies are puffy but still soft. Let cool completely before removing from the parchment.

To make the sugar free filling, start by combining the butter and coconut milk in a bowl.

Use an electric beater to whip the butter and coconut milk together.

Sift the confectioners sweetener so there are no lumps, then add it slowly in small bits to the bowl while whipping with the electric beater.

Add in cinnamon and vanilla extract.

Whip until fully blended.

To assemble to cookies, put a heaping spoonful of the filling onto the underside of one cookie.

Then place another cookie on top of the filing like a sandwich.

Eat and enjoy!

Here are some additional pumpkin recipes you may like…

• Healthy Banana Pumpkin Cookies (AIP, Paleo, Sugar Free)
• Easy Spiced Pupmkin Smoothie 
• Flourless Paleo Pumpkin Bread

This paleo pumpkin whoopie pie recipe was originally posted in October of 2016, but has been republished in October of 2018 to include improved recipe tips, photos and a video. Original recipe by Jessica Scully, photos and video by Hannah Healy.