Heart Shaped Chocolate Whoopie Pies for Valentine’s Day

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Remember when you were a kid and Valentine's Day meant school parties with homemade Valentine boxes, gobs of Valentines, and yummy heart shaped treats like heart shaped chocolate whoopie pies?

With the holiday of love and hearts and sprinkled cupcakes just around the corner, Heart Shaped Chocolate Whoopie Pies are a most scrumptious treat, as are heart shaped chocolate chip pancakes.

This Recipe Has a Story

This recipe happens to be my grandma's recipe for chocolate whoopie pies.

We didn't really call them whoopie pies. Ever. I'm not sure why.

But that's really what they are. Only our icing is more of a creamy sugar cookie icing made with powdered sugar.

I think original whoopie pies have a sort of marshmallow cream icing. Either way, they're one of my favorite cookies.

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.

Grandma would mix these up and pop them in the oven. When they came out, the entire kitchen smelled like chocolate.

We'd smooth a bit of icing on one cookie and sandwich them together.

To this day, they're still a family favorite. Her recipe lives on.

How to Make 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.

Below is the printable recipe.

You can make these round or heart shaped. To get the heart shape, I used a Wilton heart shaped whoopie pie pan.

If you don't want to buy the pan, I imagine you could use a heart shaped cookie cutter to form each shape with dough. Just be sure to remove the cookie cutter before baking.

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.

This is the most scrumptious cookie… If I could call it the king of cookies (besides my favorite chocolate chip cookies), I totally would. Enjoy!

MORE VALENTINE TREATS YOU'LL LOVE

Pack up your treats and Valentines in a DIY dinosaur Valentine box, and carry them to school.

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
Print Pin Rate
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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Can't bake them just yet? Pin it for later!

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.

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