These chocolate sandwich cookies have soft, cakey shells with rich cocoa flavor and a thick, fluffy marshmallow buttercream filling. There's a reason this sweet dessert is a Maine favorite. It's wicked good!
In a large bowl, sift or whisk together flour, cocoa powder, baking soda, and salt. Set aside.
In a stand mixer with the paddle attachment, cream the butter, shortening, and sugar until light and fluffy, about 2–3 minutes. Add egg and vanilla and mix until smooth.
Alternate adding the buttermilk and dry ingredients to the mixer, blending on low just until combined. Don’t overmix.
Preheat oven to 350°F and line baking sheets with parchment paper.For small whoopie pies: Use a 1-ounce cookie scoop, spacing the dough 2 inches apart. Bake for 8–10 minutes, or until set and puffed. Cool on wire racks.For large whoopie pies: Use a 2-ounce cookie scoop, spacing the dough 3 inches apart. Bake for 10–12 minutes, or until the tops are domed and spring back when lightly touched. Cool completely before filling.
Make the marshmallow buttercream
Beat butter in a mixer until smooth. Slowly add powdered sugar, then milk and vanilla. Beat until thick and fluffy. Fold in marshmallow fluff until fully combined but not overmixed.
Assemble the whoopie pies
Match up similar-sized cakes. Pipe or spoon filling onto the flat side of one shell and top with the other. Press gently to sandwich.
Notes
Baker’s Notes
Use Dutch-processed cocoa for that rich, dark color and classic Maine whoopie pie flavor.
Don’t overmix once you add the dry ingredients. This keeps the texture soft and tender.
A cookie scoop makes portioning easy and helps the cakes bake evenly.
Store whoopie pies in an airtight container at room temperature for up to 2 days, or refrigerate for longer freshness.