Boston Cream Pie Cookies

I love making these Boston Cream Pie Cookies when I want all the classic flavors of a traditional dessert in a soft, handheld treat. I combine tender vanilla cookies with creamy pastry filling and a glossy chocolate topping to create a cookie that feels both nostalgic and indulgent.

Why You’ll Love This Recipe

I appreciate how these cookies capture the essence of Boston cream pie with their soft texture and rich layers. The smooth vanilla cream pairs perfectly with the chocolate glaze.

I also enjoy how impressive they look once assembled. Even though they seem fancy, I know they are surprisingly simple to prepare and perfect for special occasions or casual gatherings.

Ingredients

(Here’s a tip: Check out the full list of ingredients and measurements in the recipe card below.)

For the cookies:

1/2 cup unsalted butter, softened
3/4 cup granulated sugar
1 large egg
1 teaspoon vanilla extract
1 1/2 cups all-purpose flour
1/2 teaspoon baking powder
1/4 teaspoon salt
2 tablespoons milk

For the cream filling:

1 cup whole milk
2 tablespoons granulated sugar
1 tablespoon cornstarch
1 egg yolk
1/2 teaspoon vanilla extract

For the chocolate topping:

1/2 cup semi-sweet chocolate chips
2 tablespoons heavy cream

Directions

I begin by preheating the oven to 350°F (175°C) and lining a baking sheet with parchment paper.

To make the cookies, I cream together the butter and sugar until light and fluffy. I mix in the egg and vanilla extract. In a separate bowl, I whisk together the flour, baking powder, and salt, then gradually mix it into the wet ingredients. I stir in the milk until a soft dough forms.

I scoop the dough onto the prepared baking sheet and bake for 10–12 minutes, until the edges are lightly golden. I let the cookies cool completely.

For the cream filling, I heat the milk in a small saucepan until warm but not boiling. In a separate bowl, I whisk together sugar, cornstarch, and egg yolk. I slowly pour the warm milk into the mixture while whisking, then return everything to the saucepan. I cook over medium heat, stirring constantly, until thickened. I remove from heat and stir in vanilla extract. I let it cool completely.

To make the chocolate topping, I heat the heavy cream until warm and pour it over the chocolate chips. I let it sit for a minute, then stir until smooth.

To assemble, I spoon or pipe the cream onto the flat side of one cookie and top with another cookie to form a sandwich. I spoon the chocolate glaze over the top and let it set before serving.

Servings and Timing

I usually get about 12 sandwich cookies from this recipe.

Prep Time: 20 minutes
Bake Time: 12 minutes
Cooling and Assembly Time: 30 minutes
Total Time: About 1 hour

Variations

I sometimes use instant vanilla pudding for a quicker filling option. When I want extra chocolate flavor, I dip the tops of the cookies fully into the glaze.

For a richer twist, I add a small splash of espresso to the chocolate topping. If I prefer a softer cookie, I slightly underbake them and allow them to finish setting while cooling.

storage/reheating

I store the assembled cookies in an airtight container in the refrigerator for up to 3 days.

Before serving, I let them sit at room temperature for about 15–20 minutes so the filling softens slightly. I do not recommend microwaving, as it may melt the filling and glaze.

FAQs

Can I make the filling ahead of time?

I often prepare the cream filling a day in advance and store it in the refrigerator until ready to assemble.

How do I keep the cookies soft?

I avoid overbaking them and store them in an airtight container to maintain moisture.

Can I freeze Boston cream pie cookies?

I freeze the cookies without filling and assemble them after thawing for the best texture.

Can I use store-bought pudding?

I can use prepared vanilla pudding if I want to save time.

Why does my filling turn lumpy?

I whisk constantly while cooking and keep the heat moderate to prevent lumps from forming.

Conclusion

I love how these Boston Cream Pie Cookies turn a classic layered dessert into a fun and delicious handheld treat. The soft vanilla cookies, creamy filling, and smooth chocolate topping create a perfect balance of flavor and texture. Whenever I serve them, they always feel like a special homemade indulgence.

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