Soft, chewy spiced oatmeal cookies sandwiched around a fluffy bourbon-vanilla cream filling make these homemade oatmeal cream pies irresistible. The cookies stay tender thanks to a generous amount of butter and molasses, while the whipped filling adds a sweet, creamy contrast. Serve them as an afternoon treat or pack them for lunchboxes.
Servings
about 12 cream pies
Prep Time
25 minutes
Cook Time
8 minutes
Method
- For the cookies: With a stand or handheld mixer, cream the butter and sugars together at medium speed until light and creamy. Add egg, bourbon, and molasses, scraping down the sides as needed. Set aside.
- In a medium-sized bowl, combine the flour, baking soda, salt, cinnamon, and cloves. Whisk it all around. Add the quick oats and combine.
- With the mixer running on low, slowly add the dry ingredients to wet ingredients. The dough will be quite thick and you may have to mix it all by hand after a few seconds in the mixer.
- Preheat oven to 375F degrees. Line a large cookie sheet with parchment paper or nonstick baking mat. Drop dough with a large cookie scoop, or make sure each ball of dough is 3 tablespoons in measurement. Cookies will spread in the oven, so drop each ball of dough 3 inches apart.
- Bake for 8 minutes, until cookies are lightly golden around the edges. Allow cookies to cool on cookie sheet for 3 minutes before transferring to a wire rack to cool completely.
- For the filling: With a stand or handheld mixer, beat butter for about 1 minute until creamy. Add the powdered sugar and mix on medium speed for 1-2 minutes. Pour in heavy cream and bourbon. Mix on high for 3-4 minutes until fluffy. Taste and add a pinch or two of salt, as needed. If filling is way too thick, add a couple more teaspoons of heavy cream.
- Spread 1 1/2 tablespoons of cream filling on the bottom side of half of cookies; top with remaining cookies, right side up.
Tips & Notes
- Use quick-cooking oats, not whole rolled oats, for the right soft texture.
- The dough will be very thick, so you may need to finish mixing by hand.
- If the filling is too thick, thin it with a couple more teaspoons of heavy cream until spreadable.

