Addictive Chocolate Cherry Whoopie Pies

Whoopie Pies are my new favorite thing. A not-too-sweet chocolate cake sandwiched around a huge mound of fluffy frosting. What’s not to love, right?

So in the spirit of Valentine’s Day, I whipped up my favorite treat but gave it a Valentine’s Day makeover with the addition of chopped cherries. It gives the frosting a beautiful pink coloring without the use of artificial dye, and the cherry and chocolate together is incredible. I dare you to eat just one.

ChocolateCherry Whoopie Pies


This incredible Chocolate Cherry Whoopie Pie recipe is based on my favorite recipe from Jillian of Catch My Party. I hope you enjoy it!

BTW, these puppies are amazing chilled. It’s like an ice cream sandwich! Yum!

One thing to note: my little guy has issues with dairy, so I used rice milk in this recipe and margarine. I’ve also used almond milk. Substitutes work just fine in this recipe.

Chocolate Cherry Whoopie Pies
Adapted from Catch My Party’s Whoopie Pies
Makes 12 Whoopie Pies

  • 1 cup sugar
  • 5 tablespoons butter or margarine
  • 1 egg
  • 1 1/2 tsp baking soda
  • 5 tablespoons cocoa
  • 2 cups flour
  • 1/2 teaspoon salt
  • 1 cup milk, rice milk, almond, etc.
  1. Preheat oven to 425 degrees.
  2. Beat together sugar and butter, then add egg and mix until combined.
  3. Combine dry ingredients in a separate bowl.
  4. Slowly add the flour mixture and milk, and mix well.
  5.  Drop on an ungreased cookie sheet using a small tablespoon or an ice cream scooper.
  6. Bake for 5 to 7 minutes, then cool on a wire rack.


  • 1 1/2 cups unsalted butter or margarine, softened
  • 2 cups confectioners sugar
  • 1 1/2 cup marshmallow fluff
  • 1/4 teaspoon salt
  • 2 teaspoons vanilla
  • 1/2 cup of thawed frozen cherries, roughly chopped
  1. Whip together all ingredients except cherries until smooth.
  2. Add roughly chopped cherries and gently fold to combine.

To Make the Whoopie Pies

Grab two cakes, and pipe the frosting onto one. Pipe from the outside working in. If you choose to use the heart cut-out variation (instructions below), make an additional mound of frosting in the center. Put your top piece on and enjoy!

Cut-Out Heart Variation

To make the heart cut-out, use a mini heart-shaped cutter to punch a heart through a whoopie pie top. I pulled the cookie cutter out through the underside to protect my heart shape from crumbling.

Gently press your top on so that some of the frosting pops out through your heart.

I hope you enjoy the recipe as much as me and my monkeys did!



  1. says

    OMG- My favorite 2 things chocolate and cherry! There goes my diet! Thanks for sharing. I’m learning to bake, so I will have to try these out!

  2. says

    WOWZER! With three children, I’m not sure where you find the time or energy, but I bet your family is because these look fabulous! and such flare! You’ve got it goin on!

    • Gretchen says

      LOL! Two were in school and I hustled to make it happen. Now I have to find the time to clean up my kitchen. Thanks, Patricia! :)

    • Gretchen says

      Let me know what you think! They taste amazing, bake quickly, and since you smoosh the cakes together you don’t have to be an expert at piping frosting. Thanks for stopping by!

  3. says

    Your photos are amazing!!! I can’t handle sugar anymore without it going straight to my tummy, but those look mouth wateringly good!!

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