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Soft and chewy oatmeal cream pie cookies with creamy filling.

Oatmeal Cream Pie Cookies


  • Author: Savannah
  • Total Time: 25 minutes

Description

These homemade Oatmeal Cream Pie Cookies are soft, chewy, and filled with a luscious vanilla buttercream. They taste just like the classic childhood treat but even better! Perfect for lunchboxes, desserts, or an indulgent snack.


Ingredients

Scale

For the Oatmeal Cookies:

  • 1 cup unsalted butter, softened
  • 1 cup brown sugar
  • 1/2 cup granulated sugar
  • 2 large eggs
  • 1 tablespoon molasses
  • 2 teaspoons vanilla extract
  • 1 1/2 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1/2 teaspoon salt
  • 1 teaspoon cinnamon
  • 3 cups old-fashioned oats

For the Cream Filling:

  • 1/2 cup unsalted butter, softened
  • 1 1/2 cups powdered sugar
  • 1 teaspoon vanilla extract
  • 2 tablespoons heavy cream

Instructions

1. Make the Oatmeal Cookies

  1. Preheat Oven: Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
  2. Cream Butter & Sugar: In a large bowl, beat butter, brown sugar, and granulated sugar until light and fluffy (about 2 minutes).
  3. Add Wet Ingredients: Mix in eggs, molasses, and vanilla extract until well combined.
  4. Mix Dry Ingredients: In a separate bowl, whisk together flour, baking soda, salt, and cinnamon.
  5. Combine & Fold Oats: Gradually add the dry ingredients into the wet mixture. Stir in oats until fully incorporated.
  6. Scoop & Bake: Drop tablespoon-sized dough balls onto the prepared baking sheet, spacing them 2 inches apart. Bake for 9-11 minutes, until golden but still soft in the center. Let cool completely.

2. Make the Cream Filling

  1. Whip Butter: Beat butter until creamy, then gradually add powdered sugar and mix until fluffy.
  2. Add Vanilla & Cream: Mix in vanilla extract and heavy cream, whipping until smooth and spreadable.

3. Assemble the Oatmeal Cream Pies

  1. Pair Cookies: Match cookies into pairs of similar size.
  2. Fill & Sandwich: Spread or pipe about 1 tablespoon of filling onto one cookie and sandwich with another.
  3. Set & Enjoy: Let cookies sit for 10 minutes before serving for the best texture.

Notes

  • Chewier Cookies: Do not overbake! They will continue to set as they cool.
  • Storage: Store in an airtight container at room temperature for up to 3 days or refrigerate for up to a week.
  • Freezing Option: Freeze unfilled cookies for up to 3 months, then thaw and assemble when ready.
  • Extra Flavor: Add 1/2 teaspoon nutmeg or mini chocolate chips for a twist.
  • Prep Time: 15 minutes
  • Cook Time: 10 minutes