Chocolate-Glazed Boston Cream Whoopie Pies

Vanilla pastry cream gets sandwiched between decadent, gluten-free cake cookies before being glazed with even more chocolate.

  • Active:
  • Total Time:
  • Servings: 6
  • Time(Other): plus cooling

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vanilla pastry cream
  • 1 1/4 cups whole milk
  • 1/4 cup sugar
  • 2 large egg yolks
  • 2 tablespoons cornstarch
  • 1/8 teaspoon kosher salt
  • 1 tablespoon unsalted butter, cut into pieces
  • 1 teaspoon pure vanilla extract
cake cookies
  • 1 1/4 cups Silvana’s Kitchen Gluten-Free All-Purpose Flour
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon kosher salt
  • 1 stick unsalted butter, at room temperature
  • 3/4 cup sugar
  • 1 large egg, at room temperature
  • 2 teaspoons pure vanilla extract
  • 1/2 cup buttermilk
chocolate glaze
  • 4 ounces semisweet chocolate, chopped
  • 3 tablespoons unsalted butter
  • 1 tablespoon corn syrup or brown rice syrup

How to make this recipe

  1. Make the pastry cream

    In a medium saucepan, whisk the milk with the sugar, egg yolks, cornstarch and salt; bring to a boil over medium heat, whisking frequently. Simmer until thickened, about 1 minute. Remove from the heat and whisk in the butter and vanilla extract until smooth. Transfer the pastry cream to a medium bowl. Press plastic wrap onto the surface of the pastry cream and refrigerate until chilled, about 2 hours.

  2. Meanwhile, make the cookies

    Preheat the oven to 350° and line 2 baking sheets with parchment paper. In a medium bowl, sift the flour with the baking soda and salt.

  3. Meanwhile, make the cookies

    In another medium bowl, beat the butter and sugar with a handheld electric mixer until fluffy, 3 minutes. Beat in the egg and vanilla. Beat in half the flour mixture, then all the buttermilk, followed by the remaining flour mixture, beating until smooth.

  4. Meanwhile, make the cookies

    Arrange twelve 1/4-cup scoops of batter 2 inches apart on the prepared baking sheets; using an offset spatula, spread the batter into 3/4-inch-thick rounds. Refrigerate for 15 minutes.

  5. Meanwhile, make the cookies

    Bake the cookies for 12 to 15 minutes, rotating the baking sheets halfway through, until a toothpick inserted in the center comes out dry. Let the cookies cool on the baking sheets for 5 minutes, then transfer them to a rack to cool completely.

  6. Make the chocolate glaze

    In a small bowl set over a saucepan of barely simmering water, whisk the chocolate with the butter and corn syrup until smooth. Let cool slightly.

  7. Make the chocolate glaze

    To assemble, arrange 6 cookies flat side up on a work surface. Beat the cold pastry cream with a wooden spoon and spread 3 tablespoons of cream onto each cookie. Top the cream with another cookie. Using an offset spatula, spread the chocolate glaze on top of each whoopie pie, letting it drip down the sides. Before serving, let the pies stand until the glaze is firm, about 1 hour.

Contributed By Photo © Sarah Bolla Published September 2013

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