Tiramisu Whoopie Pies (Printable)

Soft chocolate cookies filled with rich coffee mascarpone cream. A dessert inspired by classic tiramisu, ideal for coffee lovers.

# What You'll Need:

→ For the 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

→ For the Coffee Mascarpone Filling

11 - 8 oz 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

→ For Assembly

17 - Unsweetened cocoa powder, for dusting

# How to Make It:

01 - Preheat the oven to 350°F. Line two baking sheets with parchment paper.
02 - In a medium bowl, whisk together the flour, cocoa powder, baking powder, baking soda, and salt until well combined.
03 - In a large bowl, cream the softened butter and granulated sugar together until light and fluffy. Beat in the egg and vanilla extract until smooth.
04 - Gradually add the dry ingredients to the wet mixture, alternating with the milk, beginning and ending with dry ingredients. Mix until just combined, being careful not to overmix.
05 - Using a medium cookie scoop or tablespoon, drop 24 mounds of batter onto the prepared baking sheets, spacing them about 2 inches apart to allow for spreading.
06 - Bake for 10-12 minutes, or until the cakes spring back lightly when touched. Let cool on the pans for 5 minutes, then transfer to a wire rack to cool completely.
07 - Dissolve the espresso powder in hot water and let cool. In a bowl, beat mascarpone, heavy cream, and powdered sugar until smooth and thick. Do not overbeat. Beat in the cooled espresso and vanilla until just combined. Chill filling for 20 minutes if too soft.
08 - Spread or pipe a generous dollop of coffee mascarpone filling onto the flat side of half the cooled cookies. Top with the remaining cookies to create sandwiches.
09 - Dust the tops generously with unsweetened cocoa powder using a fine sieve. Refrigerate for 30 minutes before serving for optimal texture and flavor.

# Expert Tips:

01 -
  • The filling is stable enough to hold its shape but still melts on your tongue like classic tiramisu cream
  • These actually taste better after a night in the fridge, making them perfect for make ahead entertaining
  • One batch feeds a crowd and looks impressive with minimal effort
02 -
  • Overbeating the mascarpone filling will cause it to separate into curds and liquid, so stop the moment you see stiff peaks form
  • These cookies continue to bake slightly on the hot pan, so pulling them out when they still look slightly underdone is actually the right move
  • The filling needs to be completely cooled to room temperature before assembly or it will melt right off the cookies
03 -
  • Use a kitchen scale to measure your flour and cocoa powder, as these ingredients pack down easily and throw off the ratio
  • Chill your mixing bowl and whisk for the filling before you start, which helps the cream whip up faster and hold its shape better
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