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Old-Fashioned Whoopie Pies

Rated 3/5 based on 1 reviews

Is it a cookie, a pie, a sandwich or a cake? No matter what the distinction, Old-Fashioned Whoopie Pies are a dessert that's definitely worth fighting over! Fluffy vanilla filling squished between two cakey, chocolatey cookies should be at the top of everyone's list of favorite treats! To make the shells, mix up the dough that includes Smith's Buttermilk and baking cocoa and drop it by tablespoons onto baking sheets (feel free to make them larger if you like)! Bake at 375 degrees until firm, then cool them in the fridge. In the meantime, prepare the Old Fashioned Whoopie Pie filling, which consists of flour, salt, sugar, shortening, vanilla and Smith's Milk. Now comes the fun part! Spread the filling onto half of the chocolate cookies, either using a knife or by squeezing out of a plastic baggie. Sandwich the other cookie on top to form those beautiful Old-Fashioned Whoopie Pies! If you have any leftovers, store them in the fridge. But most likely, they'll be gone in a flash!

How to Make


  • 1/2 cup baking cocoa
  • 1/2 cup hot water
  • 1/2 cup shortening
  • 2 eggs
  • 1 tsp vanilla extract
  • 2-2/3 cups all-purpose flour
  • 1 tsp baking powder
  • 1 tsp baking soda
  • 1/4 tsp salt
  • 1/2 cup Smith's buttermilk.


  • 3 tbsp all-purpose flour
  • dash of salt
  • 1 cup Smith's milk
  • 3/4 cup shortening
  • 1-1/2 cups confectioner's sugar
  • 2 tsp vanilla extract


  1. In a small bowl, combine cocoa and water; mix well. Cool for 5 minutes.
  2. In a mixing bowl, cream shortening and sugar. Add cocoa mixture, eggs and vanilla, mix well. Combine dry ingredients. Add to creamed mixture alternately with Smith's buttermilk; mix well.
  3. Drop by rounded tablespoons 2" apart onto greased baking sheets. Flatten slightly with a spoon. Bake at 375 F until firm to the touch.
  4. Remove to wire racks to cool.
  5. In a saucepan, combine flour and salt. Gradually whisk in Smith's milk until smooth; cook and stir over medium-high heat until thick, 5 to 7 minutes.
  6. Remove from heat. Cover and refrigerate until completely cool.
  7. In a mixing bowl, cream shortening, sugar and vanilla. Add chilled milk mixture; beat for 7 minutes or until fluffy.
  8. Spread filling on 1/2 of the cookies, top with remaining cookies.
  9. Store in refrigerator.



December 10, 2021

Sue Cave

I have to think sugar has been omitted by accident from the cookie recipe. Instructions say to combine sugar, shortening, and cocoa, but no amount on the sugar. I already have half of my ingredients in the mixing bowl. Sigh