In a large bowl, use a hand mixer to beat together the butter, brown sugar, and granulated sugar until light and fluffy.
1 cup unsalted butter, 1 cup light brown sugar, 1 cup granulated sugar
Add the eggs and vanilla, and beat until combined. Set aside.
2 large eggs, 2 teaspoons pure vanilla extract
In a separate medium bowl, whisk together the flour, cinnamon, baking soda, and salt. Add the dry ingredients to the butter mixture and mix on low speed just until no flour streaks remain.
2 cups all-purpose flour, 2 teaspoons ground cinnamon, 1 teaspoon baking soda, ½ teaspoon salt
Pour in the oats and mix on low until combined.
3 cups quick oats
Cover the bowl with plastic wrap and refrigerate for at least 30 minutes. Meanwhile, line two baking sheets with parchment and preheat the oven to 350°F.
After the dough chills, roll the dough into tablespoon-sized balls (ping pong-sized balls) and gently press them down, so they're no longer rounded on the top. Place the dough on the baking sheets 2-inches apart.
Bake for 10 to 12 minutes or until the edges are very light brown. The centers will still be soft.
Remove from the oven and allow the cookies to cool on the baking sheets before transferring to a wire rack to cool completely. While the cookies cool, make the filling.
Whoopie Pie Filling
In a medium bowl, use a hand mixer combine the powdered sugar, butter, milk, and vanilla. Mix until the filling is smooth and creamy. Add a teaspoon or two extra milk if necessary to thin out the filling. The filling should be spreadable but not too thin.
2 ½ cups powdered sugar, ¾ cup unsalted butter, 1 tablespoon milk, 1 teaspoon pure vanilla extract
After the cookies cool, use a piping bag with a large, circular tip to place filling on the bottom of the cookie. Add a second cookie on top of the filling to form a sandwich.
Store the finished oatmeal cream pies in the refrigerator for up to 4 to 5 days.
Notes
The calories listed are an approximation based on the ingredients and a serving size of 1 whoopie pie. Actual calories will vary.The cookie sandwiches can be stored in a sealed container, in your fridge, for up to 4 days.
Nutrition Facts
Homemade Oatmeal Whoopie Pies
Serving Size
1 sandwich cookie
Amount per Serving
Calories
422
% Daily Value*
Fat
19
g
29
%
Saturated Fat
12
g
60
%
Trans Fat
1
g
Polyunsaturated Fat
1
g
Monounsaturated Fat
5
g
Cholesterol
66
mg
22
%
Sodium
279
mg
12
%
Potassium
95
mg
3
%
Carbohydrates
60
g
20
%
Fiber
2
g
8
%
Sugar
40
g
44
%
Protein
4
g
8
%
Vitamin A
580
IU
12
%
Vitamin C
0.01
mg
0
%
Calcium
30
mg
3
%
Iron
1
mg
6
%
* Percent Daily Values are based on a 2000 calorie diet.