Freshly Milled Chewy Gingerbread Oatmeal Cream Pies

If you’ve ever loved those nostalgic Little Debbie oatmeal cream pies from your childhood but wished they came with a bit more personality, this recipe is for you. Chewy Gingerbread Oatmeal Cream Pies bring a whole new level of deliciousness—spiced gingerbread and hearty oatmeal—wrapped around a fluffy, sweet cream filling. Using freshly milled flour in the dough adds a wonderful texture and depth that you might not expect but will definitely appreciate. Whether you’re baking for a holiday gathering or just a quiet afternoon indulgence, these pies are easy to love and easy to share. Let’s dive into what makes these little treats a little slice of cozy heaven.

Course Dessert

Cuisine American

Keyword gingerbread oatmeal cream pies

Calories 3464kcal

Ingredients

Cookie Dough:

1 ½ cup fresh milled soft white wheat flour finely milled (174 grams)
¾ cup rolled oats 75 grams
½ teaspoon baking soda
¼ teaspoon salt
1 ½ teaspoon ginger
1 teaspoon cinnamon
1 teaspoon allspice
1/2 cup softened butter 115 grams
1 cup coconut sugar 120 grams (or ¾ cup brown sugar)
¼ cup molasses
1 egg
1 teaspoon vanilla

Cream Filling:

1 ½ sticks butter 174 grams
2 cups powdered sugar 200 grams
1 teaspoon vanilla
1 tablespoon milk

Instructions

Combine softened butter and sugar in the bowl of a stand mixer (if using coconut sugar, blend in a blender until fine).
Add molasses, vanilla, and egg and mix well.
In a separate bowl combine flour, oats, baking soda, salt, and spices.
Slowly mix the dry ingredients into the wet ingredients until fully combined.
Chill in the fridge for at least an hour, until the dough is firm.
Preheat oven to 350 degrees F.
Line a baking sheet with parchment paper.
Scoop out cookie dough into your hands and form into a ball.
Evenly space cookie dough onto baking sheet and bake for 10-12 minutes.
While the cookies are cooling, combine all cream filling ingredients in the bowl of a stand mixer. Beat on high speed until fluffy.
Allow cookies to cool completely before filling cookies with icing.
To assemble cream pies, take one cookie and fill with a scoop of icing.
Take another cookie and place it on top of the icing, gently pressing down.
Repeat with remaining cookies.

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