Chocolate Sandwich Cookies with Vanilla-Cream Filling

Total Time:
19 min
10 min
9 min

36 sandwich cookies

  • 1 1/4 cups all-purpose flour
  • 1/2 cup unsweetened cocoa (recommended: Dutch-processed)
  • 1 teaspoon baking soda
  • 1/4 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1 1/2 cups sugar
  • 10 tablespoons (1 1/4 sticks) unsalted butter at room temperature
  • 1 large egg
  • Vanilla-Cream Filling:
  • 4 tablespoons (1/2 stick) unsalted butter at room temperature
  • 1/4 cup vegetable shortening
  • 2 cups confectioners' sugar
  • 2 teaspoons vanilla extract

Set 2 racks in the middle and upper third of the oven and preheat to 375 degrees. In a food processor or the bowl of an electric mixer, thoroughly mix together the flour, cocoa, baking soda, baking powder, salt and sugar. While pulsing or on low speed, add the butter, then the egg. Process or beat until the dough is thoroughly blended and massed together. Drop rounded teaspoons of batter onto nonstick or parchment-lined cookie sheets at 2-inch intervals. With moistened fingers, round out the cookies and flatten them a little. Bake for 9 minutes, turning the pans once for even baking, until the cookies are set. Set the cookie sheets on a rack to cool.

Vanilla-Cream Filling: Put the butter and shortening in a mixing bowl and, at low speed, gradually beat in the confectioners' sugar and vanilla, until blended. Turn the mixer up to high and beat for 2 or 3 minutes more, until fluffy.

With a pastry bag fitted with a 1/2-inch tip, pipe teaspoon size blobs of filling onto the tops of half the cookies. Keeping the smooth bottoms of the cookies facing up, flip the remaining cookies on top of the filling and lightly press to form sandwiches.

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    13 Reviews
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    These cookies are delicious!!! The vanilla cream filling is so yummy!! I like the simple ingredients and how easy they are to make. My cookies were just a little larger so I didn't get the amount of servings stated on the recipe.  
    I don't use shortening very often, however, when I crave a decadent treat this is a worthy splurge!
    I must have done something wrong because I do not care for this cookie. I find it tough for a cookie. Would try it again just to see if I did something wrong. I also found these very greasy.
    OMG! These are absolutely TO DIE FOR, and so easy! The cookies are delicious "as is," without any filling. A great chocolate cookie all by itself. I did find that the recipe only made half the amount of cookies stated. Perhaps mine were extra large? I will definitely be making these again. My kids went crazy over them.
    These cookies are fantastic! Rich and delicious - lots of chocolate flavor! They are a little sweet, but that only occurred to me after my fourth or fifth cookie. I didn't use the filling, so I can't comment on that part of the recipe. I'd rather find a filling without shortening, though.
    Everyone always loves when I make these
    Cookies were great. However, I couldn't help but taste the shortening in the filling. Maybe it was some error of my own, but I followed the recipe...
    Cookies were right on, but the filling was kind of sweet. Next time I think I'll try adding some cream cheese like someone else suggested.
    So basically, you know, this is an oreo.
    I added some softened cream cheese to the butter and shortening in the filling. It cut down on the sweetness and gave the cookies a little more adult appeal. I served them straight from the fridge. This helped the filling from leaking out. Overall, easy and delish.
    These cookies are a lot of fun to make and the cookie part is easy and the recipe is spot-on. The filling, however, is not as tasty as it could be. Too sweet. The kids were turned off by the intense sugary-ness even tho they have big sweet tooths!
    I'm going to try to make up my own filling, maybe with peanut butter, so we can enjoy the chocolate cookies with better centers.
    I really enjoyed these (and so did everyone at work)! Although, they took me about 3 times as long as the stated time to make.
    We made these cookies on a whim at midnight. They were very easy to make and delicious. We will definitely be making them again.
    These cookies were very easy to make, and I was impressed with how close to the 'real thing' they were, only better!
    I divided the vanilla filling and colored half red and half green for the holidays.
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