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Boston Cream Pie Cookies: A Delicious Twist on a Classic Dessert Recipe

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4.8 from 88 reviews

Boston Cream Pie Cookies combine the classic flavors of the beloved Boston Cream Pie into a delightful cookie sandwich. These soft, buttery cookies are filled with a luscious whipped cream and vanilla filling, then glazed with rich melted chocolate, making for a decadent twist on a timeless dessert favorite.

Ingredients

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt

Whipped Cream Filling

  • 1 cup heavy cream
  • 1/2 cup powdered sugar
  • 1 teaspoon vanilla extract

Chocolate Glaze

  • 1 cup semi-sweet chocolate chips
  • 1 tablespoon vegetable oil

Instructions

  1. Cream Butter and Sugar: In a large mixing bowl, use an electric mixer on medium speed to cream together the softened butter and granulated sugar until light and fluffy, about 3-4 minutes.
  2. Add Eggs and Vanilla: Add the eggs one at a time, mixing well after each addition, then stir in the vanilla extract until fully combined.
  3. Combine Dry Ingredients: In a separate bowl, whisk the all-purpose flour, baking powder, baking soda, and salt together. Gradually add this mix to the wet ingredients, mixing on low speed just until combined to avoid overmixing.
  4. Chill Dough: Cover the dough with plastic wrap and refrigerate it for at least 30 minutes to firm up.
  5. Prepare Whipped Cream Filling: In a medium bowl, whip the heavy cream with powdered sugar and vanilla extract using a hand mixer until stiff peaks form, about 3-5 minutes. Keep chilled until assembly.
  6. Preheat Oven and Prepare Baking Sheets: Heat oven to 350°F (175°C) and line two baking sheets with parchment paper.
  7. Scoop Dough: Drop rounded tablespoon-sized balls of dough onto the baking sheets, spacing about 2 inches apart.
  8. Bake Cookies: Bake for 10-12 minutes, until edges turn lightly golden but centers remain slightly soft.
  9. Cool Cookies: Let cookies cool on baking sheets for 5 minutes, then transfer to wire racks to cool completely.
  10. Melt Chocolate Glaze: In a microwave-safe bowl, combine chocolate chips and vegetable oil. Microwave in 30-second intervals, stirring between, until smooth (1-2 minutes). Let cool slightly.
  11. Assemble Cookies: Take one cookie, place a generous dollop of whipped cream on the flat side, then top with another cookie to form a sandwich. Gently press to spread filling to edges.
  12. Glaze Cookies: Dip or drizzle the assembled cookie sandwiches with melted chocolate, allowing excess to drip off.
  13. Set Glaze: Place glazed cookies on a wire rack until the chocolate sets.

Notes

  • Chilling the dough helps prevent spreading for thicker cookies.
  • Do not overwhip the cream to avoid turning it into butter.
  • Cookies may appear slightly underbaked in the center—this ensures a soft texture.
  • Use high-quality chocolate for the glaze for best flavor.
  • Store assembled cookies in the refrigerator to keep the cream filling fresh.
  • Serve chilled or at room temperature according to preference.