Whoopie Pie with strawberry cream as the filling. These cookies are perfect for Valentine’s Day.

Whoopie pie with strawberry cream

One, two, three times a charm. That scenario definitely applies to these whoopie pies. I baked the first batch a week ago and they rose to where they could pass as a cupcake. Into the trash they went. Second batch was mimicked just like the first except just a little less batter. Also forgot to mention that I was trying to make a HEART whoopie pie with the first two attempts. I even cheated by using a heart baking tin made especially for whoopie pies. I failed again.

Third time I ditched the pan and went straight for plain circular shapes. If this didn’t work out I was doomed. I can only take a failed recipe for so long and then it starts messing with my head.

Whoopie pie with strawberry cream

Into the oven they went and bam it worked. So I’m here to tell you that you don’t need a fancy whoopie pie pan, just a good ole’ cookie sheet.

For the middle I stuck with a classic strawberry cream filling even though I was tempted to use raspberries, but I had already done a raspberry vanilla bean cupcake. These whoopie pies would be perfect for your co-workers, neighbors, family or a school Valentine’s party.

Just remember if something fails at least give it three tries.

ENJOY ~ Meagan

Whoopie pie with strawberry cream

Whoopie Pie with Strawberry Cream


  • 3/4 cup unsalted butter, room temperature
  • 1 cup light brown sugar
  • 1/4 cup sugar
  • 1 large egg
  • 1 teaspoon vanilla
  • 2 cups flour
  • 1/2 cup unsweetened cocoa powder
  • 3/4 teaspoon salt
  • 1 1/2 teaspoon baking soda
  • 1 cup buttermilk


  • 6 whole strawberries
  • 2 tablespoons water
  • 1/2 teaspoon sugar
  • 3/4 cup unsalted butter, room temperature
  • 2 cups powdered sugar
  • 1 tablespoon heavy cream


Preheat oven to 350 degrees F.

Add butter and sugars to a large mixing bowl. Beat for several minutes until light and fluffy.  Add in the egg and vanilla.  Slowly add in flour, cocoa, salt and baking soda.  Then pour in the buttermilk.  Beat on low until well mixed.

Line a baking sheet with parchment paper and place 2 teaspoon size balls onto the paper.  Place them about 1 inch apart.

Bake for 9-10 minutes.


In a small pot add the first 3 ingredients.  Cook on medium for 10 minutes or until strawberries are tender.  Remove from heat and pour into blender.  Pulse until fine consistency and then allow to cool for at least 15 minutes.

Add butter, powdered sugar and heavy cream to the strawberry mixture and beat with a hand held mixer.  Place in a piping bag and pipe a good amount onto one whoopie pie.  Grab another one and place it on top creating a sandwich.  Repeat until all whoopie pies are used.

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13 comments on “Whoopie Pie with Strawberry Cream”

  1. These look so good! I love whoopie pies 🙂

  2. Love that motto…third times the charm because I feel that way so many times with my baking. Its like solving a new math problem but this is way more fun with an delicious reward!

  3. I’m not a baker by nature. I hate to measure things and be so precise, but these look easy enough for even me to give a try!

  4. These are adorable!! I’m so glad you kept at it, because I love them!

  5. I’ll take three!! These look perfect!

  6. I totally know all about the 3rd times the charm! It happens a lot. I am so glad they turned out for you. they look amazing!

  7. Chocolate and strawberries are one of the flavor combinations. How fun to make it into whoopie pies!

  8. You are so right about recipes beginning to mess with your head if they don’t come out right after the first few tries – it can totally drive me nuts! I love these cute little whoopie pies and they’d be perfect for Valentine’s Day, I also love that you didn’t use a fancy pan, yay for cookie sheets!

  9. HATE recipes fails, which is exactly why I don’t bake that often. 🙂 Glad you gave it a third go, because these look heavenly!

  10. LOVE whoopie pies and these look absolutely delicious!

  11. These are adorable! So v day appropriate and SO cute 🙂

  12. These look great and so perfect for Valentine’s Day. And I would be more than happy to eat your failed attempts!!

  13. Looks like the determination paid off! These are adorable. Failed recipes are the worst, but I find when you nail it the treats seem that much tastier. Thanks for the cookies! 🙂

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