Chocolate Peppermint Whoopie Pies
Peppermint Whoopie Pies are festive, cake-like sandwich cookies perfect for the holidays. Soft, fluffy chocolate rounds are baked until tender, then filled with a creamy peppermint frosting made with butter, powdered sugar, and crushed candy canes and peppermint extract.
Course: Dessert
Cuisine: American
For the cookies:
- 1 ¾ cups all-purpose flour
- ½ cup unsweetened cocoa powder
- 1 ½ teaspoons baking soda
- ½ teaspoon salt
- ½ cup unsalted butter
- 1 cup packed brown sugar
- 1 egg
- 1 teaspoon vanilla extract
- 1 cup milk
For the filling:
- 1 cup unsalted butter at room temperature
- 2 cups powdered sugar
- 1 cup marshmallow fluff
- 2 tablespoons milk
- 1 teaspoon peppermint extract
- Red food coloring
- Crushed candy canes
For the cookies:
Preheat oven to 375 degrees F.
Line baking sheets with parchment paper.
In a medium bowl, add flour, cocoa, baking soda, and salt and mix until combined.
In separate large bowl, beat butter and sugar with a mixer on medium until light and fluffy, about 2 minutes.
Add egg and vanilla and beat for two more minutes.
Add half of the flour mixture and half of the milk and beat on low until incorporated.
Repeat with remaining flour and milk and beat until combined.
Drop batter on prepared baking sheets in tablespoon clumps, each about two inches apart. Bake for 10-12 minutes each or until pies spring back when pressed gently.
Cool for about five minutes before transferring them to a rack to cool completely.
For the filling:
In a large bowl with electric mixer, beat together butter and powdered sugar until light and fluffy, about 2 minutes.
Add marshmallow fluff, milk, and peppermint extract and beat another 2 minutes.
Remove about half of the filling that will remain white.
Add a few drops of red food coloring to the remaining filling and beat until combined. Add more until desired color is attained.
Spread or pipe filling onto half of the cookies. Top with remaining cookies.
Place crushed candy canes in a shallow bowl or on a plate and roll the cookie filling in crushed candy canes.
Serve and enjoy!