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Chocolate Covered Strawberry Whoopie Pies

Chocolate cookies stuffed with fresh strawberry filling, and a chocolate ganache. Made with real strawberries. Perfect to share with your love on Valentine's or any day of the year!
Prep Time25 mins
Cook Time10 mins
Total Time35 mins
Course: Dessert
Cuisine: American
Servings: 12 -15 whoopie pies
Author: Melanie Kathryn - Gather for Bread


For Chocolate Whoopie Pie Cookies

  • 1/2 cup butter softened
  • 1 cup dark brown sugar firmly packed
  • 1 egg
  • 1 teaspoon vanilla extract
  • 2 cups all-purpose flour
  • 1/2 cup cocoa powder
  • 1 1/4 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1 cup buttermilk

For Strawberry Filling

  • 1/2 cup butter softened
  • 2 cups confectioners sugar
  • 1/2 teaspoon vanilla
  • 1/4 strawberry jam
  • 2 cups sliced strawberries optional

For Chocolate Glaze (optional)

  • 1/2 cup chocolate chips
  • 2 Tablespoons butter melted
  • 2 teaspoons agave or corn syrup


  • Preheat oven to 350 degrees.
  • In a mixing bowl whip butter and brown sugar until light and fluffy. Add egg and vanilla. Beat until well combined.
  • Sift together the flour, cocoa powder, baking soda, and salt in a separate bowl.
  • Add the dry ingredients alternately with the buttermilk to the butter/sugar mixture just until combined.
  • Scoop dough (about 2 Tablespoons each) onto cookies sheets. Be sure to space at least 2 inches apart to allow for spreading. (I used a medium cookie scoop and thought it was a perfect size.)
  • Bake 8-10 minutes or until it springs back when touched.
  • Place half of the cookies upside down. Top with a generous sized amount of strawberry whipped filling. Top with sliced strawberries. Place the second cookie on top. Smear top cookie with approximately 2 teaspoons chocolate glaze.

For Strawberry Filling:

  • Place softened butter in mixing bowl. Whip for 2-3 minutes. Add 1 Tablespoon strawberry jam, confectioners sugar, flour, and vanilla. Beat on medium-high speed for about 3 minutes. Stir in the rest of the strawberry jam.

For Chocolate Glaze:

  • In a microwave-safe bowl melt chocolate chips on 50% power for 1 minute. Stir  well. Continue to microwave in 15-second intervals, stirring after each time until fully melted. Stir in melted butter and agave or corn syrup. Spoon glaze over the top of each whoopie pie.


Adding fresh strawberries isĀ optional.
If you use fresh strawberries in the whoopie pies they should be eaten within 2-3 hours or they will begin to get mushy.
If you won't be eating them within 2-3 hours, you can skip the strawberries or add them right before serving.