Chocolate Oreo Whoopie Pie Recipe

As I'm sure you have picked up on, I have been on a Whoopie Pie kick. I made four different flavors for an event the other day and they were all so good. My husband is a huge Oreo fan and he was my inspiration for this pie. Its just a good combination of  flavors.

Chocolate Whoopie Pies
(Adapted from Whoopie Pies, by Sarah Billingsley and Amy Treadwell)

• 1 2/3 cups all-purpose flour
• 2/3 cup unsweetened cocoa powder
• 1 1/2 teaspoons baking soda
• 1/2 teaspoon salt
• 4 tablespoons unsalted butter, at room temperature
• 4 tablespoons vegetable shortening
• 1 cup (packed) dark brown sugar
• 1 large egg
• 1 teaspoon vanilla extract
• 1 1/4 cup milk

Position a rack in the center of the oven and preheat the oven to 375 F. Line two baking sheets with parchment paper.

Sift together the flour, cocoa powder, baking soda, and salt onto a sheet of waxed paper. In the work bowl of a stand mixer fitted with the paddle attachment, beat together the butter, shortening, and brown sugar on low speed until just combined  Increase the speed to medium and beat until fluffy and smooth, about 3 minutes  Add the egg and vanilla and beat for another 2 minutes.

Add half of the flour mixture and half of the milk to the batter and beat on low until just incorporated. Scrape down the sides of the bowl. Add the remaining flour mixture and milk and beat until completely combined.

Using a spoon or cookie scoop, drop about 1 tablespoon of batter onto one of the prepared baking sheets and repeat, spacing them at least 2 inches apart. Bake on sheet at a time for about 10 minutes each or until the pies spring back when pressed gently. Remove from the oven and let the cakes cool on the sheet for about 5 minutes before transferring them to a cooling rack to cool completely.

Oreo Cream Cheese Filling

• 6 oz. cream cheese (softened)
• 1/4 cup butter (softened)
• 4 tablespoons Greek yogurt (the thicker the better)
• 4-5 cups powdered sugar
• 1/4 teaspoon vanilla extract
• 3/4-1 cup crushed Oreo cookies 

Cream together the cream cheese and butter until smooth. Add yogurt and bead until smooth. Add powdered sugar one cup at a time until thick. Add vanilla and Oreos and mix until combined. 

*** SUBSTITUTION NOTE***

You can use just a block of 8 oz. cream cheese and not use the butter and yogurt, if you do this you will only need about 3-4 cups of powdered sugar. I like using the butter and yogurt recipe, because I think the taste is really great.

Assembling the Whoopie Pies

Lay out your cakes in pairs (one for the top and one for the bottom) with the flat sides facing up, spread the filling on one of flat-sides of your cakes. You can do this with a spoon or a knife, or used a pastry bag or a cookie scoop. Top this with another cake to create a sandwich. Repeat with the rest of your pies.