Tiramisu Whoopie Pies (Printable)

Chocolate cookies with coffee mascarpone filling, inspired by classic tiramisu flavors. Perfect for coffee lovers.

# 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 until evenly distributed.
03 - In a large bowl, beat together softened butter and granulated sugar until light and fluffy, approximately 2-3 minutes.
04 - Beat in egg and vanilla extract until fully combined.
05 - Gradually add dry ingredient mixture to wet mixture, alternating with milk in three additions, beginning and ending with dry ingredients. Mix until just combined to avoid overmixing.
06 - Using a medium cookie scoop or tablespoon, drop 24 mounds of batter onto prepared baking sheets, spacing approximately 2 inches apart.
07 - Bake for 10-12 minutes, or until cakes spring back lightly when touched. Cool on pans for 5 minutes, then transfer to wire rack to cool completely.
08 - Dissolve instant espresso powder in hot water and allow to cool completely.
09 - In a bowl, beat together chilled mascarpone, cold heavy cream, and sifted powdered sugar until smooth and thick, taking care not to overbeat. Fold in cooled espresso and vanilla extract until just combined. Chill for 20 minutes if filling is too soft.
10 - Spread or pipe generous dollop of coffee mascarpone filling onto flat side of half the cooled cakes. Top with remaining cakes to create sandwiches.
11 - Dust tops with unsweetened cocoa powder. Refrigerate for 30 minutes before serving to achieve optimal texture.

# Expert Tips:

01 -
  • All the luxurious flavor of tiramisu without the fuss of assembly or chilling overnight in a dish.
  • The cookies stay pillowy soft thanks to the milk and cocoa, making each bite melt in your mouth.
  • You can make them ahead and chill them, so they're ready when guests arrive or when your sweet tooth strikes.
  • The coffee mascarpone filling is rich but not too sweet, balancing perfectly with the chocolate.
02 -
  • Do not overbeat the mascarpone filling or it will turn grainy and separate, stop as soon as it holds soft peaks.
  • Let the cookies cool completely before filling them, warm cookies will melt the mascarpone and create a mess.
  • Chill the assembled whoopie pies for at least 30 minutes so the filling sets and the flavors develop properly.
03 -
  • Chill your mixing bowl and beaters before whipping the filling, it helps the cream thicken faster and stay stable.
  • Dust the cocoa on top just before serving so it doesn't get absorbed into the filling and lose its dramatic contrast.
  • If you want extra coffee flavor, brush the flat side of each cookie with a little cooled espresso before adding the filling.
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