Whoopie Pies

My mother grew up in the east and always made these yummy whoopie pies for special treats. They even take me back to my college days. Before I was blogging, In college I was in a speech class. One of the speeches I had to give was a demonstration speech. I choose to do a whoopie pie recipe demonstration. It was just about like blogging. I took pictures of the process and created a slide show to demonstrate the recipe. It was so fun. So I guess it isn’t surprising that I took to blogging.

If you are looking for a delicious treat chocolatey treat, these are the perfect. 

The cookies are a cake like cookie. They are soft and so yummy. 

Then the frosting is is creamy and light. We always make extra frosting because you don’t want to skimp on it. Put a decent amount of frosting on each cookie sandwich. 

My other tip is to pair up cookies of similar size before frosting. Or if you want them to be the same size use a cookie scoop or tablespoon.

Simply whip up the cookies and frost away after they have cooled.

These whoopie pies pair perfectly with milk. I haven’t ever tried to dip them in milk, but you could probably try it ;).

Have you ever tried chocolate whoopie pies? Find the recipe and more chocolate recipes below.

Whoopie Pies

A delicious chocolate cake like sandwich cookie recipe.


  • 1 cup shortening
  • 2 cups sugar
  • 2 egg yolks save whites for frosting
  • 4 1/2 cups flour
  • 1 cup cocoa powder
  • 2 teaspoon baking soda
  • 1 teaspoon baking powder
  • 1/2 teaspoon salt
  • 1 1/4 cup buttermilk or sour milk sour milk by adding 3 teaspoons of vinegar to milk
  • 1 cup hot water
  • Icing Ingredients
  • 2 egg whites
  • 4 tablespoons milk
  • 4 tablespoons flour
  • 2 tablespoons powdered sugar
  • 1 cup shortening
  • pinch of salt
  • 1/2 teaspoon vanilla
  • 4 cups powdered sugar


  • Cream the first three ingredients together in a stand mixer or large bowl.
  • In a separate bowl mix the next 5 ingredients.
  • In another bowl mix milk and water.
  • Add dry and liquid ingredients alternately to the first large bowl mixing to combine.
  • Drop by teaspoon onto lightly greased baking sheet.
  • Bake at 350 Degrees for 10 to 15 minutes.
  • Cool completely.
  • In another bowl beat all the icing ingredients together in a bowl except for the 4 cups of powdered sugar until fluffy.
  • Add the remaining powdered sugar until creamy.
  • Frost one cookie and then top with another cookie.


I would double the icing to be sure you have plenty for your cookies. These can be frozen.


Hi there!

I’m Emily, a mom and wife with a passion for crafting, celebrating holidays, and creating memorable moments. From Idaho to the world, The Benson Street is a treasure trove of easy, fun DIY projects, delightful printables, and delicious recipes. With over a decade of experience in blogging and a love for all things seasonal, I’m here to share my tips, ideas, and occasional mishaps. Join me in adding a dash of joy and creativity to every day! Read more…

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