Tiramisu Whoopie Pies (Printer-Friendly)

Chocolate cookies sandwiched with rich coffee mascarpone cream, combining Italian tiramisu flavors in handheld form.

# What You’ll Need:

→ Chocolate Whoopie Pies

01 - 1 2/3 cups all-purpose flour
02 - 2/3 cup unsweetened cocoa powder
03 - 1 1/2 teaspoons baking powder
04 - 1/2 teaspoon baking soda
05 - 1/4 teaspoon salt
06 - 1/2 cup unsalted butter, softened
07 - 1 cup granulated sugar
08 - 1 large egg
09 - 1 teaspoon vanilla extract
10 - 1 cup whole milk

→ Coffee Mascarpone Filling

11 - 8 ounces mascarpone cheese, chilled
12 - 1/2 cup heavy cream, cold
13 - 1/2 cup powdered sugar, sifted
14 - 1 tablespoon instant espresso powder
15 - 1 tablespoon hot water
16 - 1 teaspoon vanilla extract

→ Assembly

17 - Unsweetened cocoa powder for dusting

# How to Make It:

01 - Preheat oven to 350°F. Line two baking sheets with parchment paper.
02 - In a medium bowl, whisk together flour, cocoa powder, baking powder, baking soda, and salt.
03 - In a large bowl, cream softened butter and granulated sugar together until light and fluffy.
04 - Beat in egg and vanilla extract into the butter mixture.
05 - Gradually add dry ingredients to wet mixture, alternating with milk, beginning and ending with dry ingredients. Mix until just combined.
06 - Using a medium cookie scoop or tablespoon, drop 24 mounds of batter onto prepared baking sheets, spacing them about 2 inches apart.
07 - Bake for 10 to 12 minutes, or until cakes spring back lightly when touched.
08 - Let cool on baking pans for 5 minutes, then transfer to a wire rack to cool completely.
09 - Dissolve instant espresso powder in hot water and allow to cool.
10 - In a bowl, beat chilled mascarpone, cold heavy cream, and sifted powdered sugar until smooth and thick without overbeating. Beat in cooled espresso and vanilla until just combined. Chill filling for 20 minutes if too soft.
11 - Spread or pipe a generous dollop of coffee mascarpone filling onto the flat side of half the cooled cakes. Top with remaining cakes to create sandwiches.
12 - Dust tops with unsweetened cocoa powder. Refrigerate for 30 minutes before serving for optimal texture.

# Expert Tips:

01 -
  • The filling tastes like real tiramisu but holds its shape beautifully between soft, pillowy cookies.
  • You get all the elegance of a layered Italian dessert without the fuss of soaking ladyfingers or worrying about raw eggs.
  • They travel well and look impressive on a platter, but they are secretly easy enough to make on a weeknight.
02 -
  • Do not overbeat the mascarpone filling or it will turn grainy and separate, and once that happens there is no fixing it.
  • Let the cookies cool completely before filling them or the mascarpone will melt and slide right out the sides.
  • Chill the filling for 20 minutes if it seems too soft to pipe, because cold mascarpone holds its shape much better.
03 -
  • Use a piping bag with a large round tip to fill the cookies neatly and quickly, and it also makes portion control much easier.
  • Sift the cocoa powder for dusting through a fine mesh sieve for a smooth, even finish that looks bakery perfect.
  • Let the assembled whoopie pies sit in the fridge for at least 30 minutes so the cookies soften slightly and the filling firms up, creating the ideal bite.
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