Brace yourselves for bites of heaven—thesepumpkin whoopie pies with whipped cinnamon fillingare the perfectly sweet and soft, cream-filled cookie sandwiches you need this fall… and probably year-round, too.

golden top and bottom with cinnamon speckled cream filling two whoopee pies stacked on top of each other.

I’m not sure there’s abetter sweet treatthan whoopie pies. The soft bites of fluffy cookie, the creamy frosting middle, the cute sandwich look of them?! They are truly a favorite of mine, and add pumpkin and cinnamon flavors to the mix, and I am in straight-up heaven.

My husband isn’t a huge cinnamon fan, so he actually prefers these cookies solo without the filling,and they are great that way, too. (And the perfect milk dunker.) However you take them, these are sure to bring a whole lot of sweet memories to your home this fall!

Why You’ll Love This Recipe

Pumpkin whoopie pie cookies are deliciously sweet and wickedly adorable cookie sandwiches that areeasy-to-make dessertsto ring in autumn.
They also look a lot moredecadent and fancyto make than they really are. For real, all you need is a hand or stand mixer and an approachable list of ingredients (many of which you probably already have in your baking cabinet).
They come together soquickly and easily, and they’re a joy for both kids and adults to devour after dinner, or before—you can trust me on that!

Recipe Ingredients

Butter
Sugar –you’ll need both regular granulated and powdered sugars
Eggs
Pumpkin puree
Vanilla extract –I really like using vanilla bean extract
Flour
Baking powder
Baking soda
Cinnamon
Whipping cream –this is heavy cream, sometimes called whipping cream

See the recipe card below for full information on ingredients and quantities.

pumpkin whoopee pie tops and bottoms on a baking sheet.

How to Make Pumpkin Whoopie Pies

Beat the butter and sugar, then add eggs, pumpkin, and vanilla.
Add in dry ingredients and mix until well incorporated.
Scoop onto baking sheet and bake. Let cool.
Mix filling ingredients and spread onto one-half of cooled cookies, topping with rest of cookies.

cinnamon cream whoopee pie filling in a pumpkin shaped bowl.

Recipe FAQs

Why do they call it a whoopie pie?

Based on Amish legend, whoopie pies were made from leftover cake batter and were considered a special treat for little ones in the Amish community because, when they’d find them in their lunches, they’d cry, “Whoopie!”

How do you make a whoopie pie?

Bake the cookies and allow to cool. Then spread about a tablespoon of filling onto the flat side of one cookie before topping it with the flat side of another cookie. Voila! Or should I say, “Whoopie!”

Do whoopie pies need to be refrigerated?

Once whoopie pies are prepped, you can store them in an airtight container in the fridge. Allow them to warm to room temperature on a plate for about 5 minutes before serving.

Expert Tips

If the icing is too thick, add a touch of cream and beat again.If it is too thin, add a little more powdered sugar and beat again.
To keep the whoopie pies from sticking,use parchment paperto bake them. If you experience stuck cookies to the parchment paper, you could also spray the parchment paper lightly with canola oil cooking spray.
Using a scoop for the cookie dough makes the cookies nice and round.If you don’t have a scoop, just take a little time and use two spoons to transfer the dough to the baking sheet.
If you’re a fan of pumpkin-flavored sweet treats, I’ve got a full list of yummy confections you MUST try. Here are afew of my favorites:Cake Mix Pumpkin Chocolate Chip Cookies,Perfect Pumpkin Bread, andExtra Thick Pumpkin Cake. Yum yum!