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Chocolate sandwich cookies are a favorite family recipe passed down from generation to generation. Whether you call them sandwich cookies or whoopie pies, Heart Shaped Chocolate Whoopie Pies really do make a yummy Valentine's Day treat.

Heart Shaped Chocolate Whoopie Pies

Chocolate sandwich cookies are a favorite family recipe passed down from generation to generation. Whether you call them sandwich cookies or whoopie pies, Heart Shaped Chocolate Whoopie Pies really do make a yummy Valentine's Day treat.
5 from 2 votes
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Course: Valentine's Day
Cuisine: American
Prep Time: 35 minutes
Cook Time: 10 minutes
Total Time: 45 minutes
Servings: 18
Calories: 385kcal
Author: Mel Lockcuff

Ingredients

Cookie Dough:

  • 1 cup unsalted butter softened
  • 2 cups cane sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 3 3/4 cups all-purpose flour
  • 2 teaspoons baking powder
  • 6 tablespoons unsweetened cocoa powder
  • 1 teaspoon salt
  • 1 cup whole milk

Icing:

  • 2 tablespoons salted butter softened
  • 1/2 teaspoon vanilla extract
  • 1/2 teaspoon almond extract
  • 1/2 cup whole milk
  • 3 cups powdered sugar

Instructions

Cookies:

  • Pre-heat the oven to 350° F.
  • Cream (or mix) the butter and sugar together.
  • Then add the eggs and vanilla, mixing well.
  • Whisk or sift together the flour, baking powder, cocoa powder, and salt.
  • Mix the dry ingredients into the creamed mixture alternately with the milk, beginning and ending with the dry ingredients. If the batter is too thin, you may need to add just a bit more flour.
  • Spray the whoopie pie pan with cooking spray. Drop 1-2 teaspoonfuls of cookie dough into each heart and smooth out.
  • Bake at 350° F for about 10 to 12 minutes.
  • Remove the cookies from the cookie sheet and place on a wire rack to cool.

Icing:

  • In a large mixing bowl, mix together the softened butter, vanilla extract, and almond extract.
  • Add the milk to the mixture.
  • Slowly add the powdered sugar to the mixture, mixing it in as you go. You want a good consistency, not too runny or the cookies will slide apart; you want the icing thick enough to stay on the cookie but not so thick that it breaks the cookies apart when trying to spread it. Once everything is mixed together, the icing should be smooth and creamy, free of any lumps.
  • After the cookies have cooled, sandwich them together with the icing.
  • Serve and enjoy!

Nutrition

Serving: 1g | Calories: 385kcal | Carbohydrates: 64g | Protein: 5g | Fat: 13g | Saturated Fat: 8g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 3g | Trans Fat: 0.5g | Cholesterol: 54mg | Sodium: 158mg | Potassium: 141mg | Fiber: 1g | Sugar: 43g | Vitamin A: 417IU | Calcium: 57mg | Iron: 2mg
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