Boston Cream Pie Cookies

Waking up to the thought of dessert for breakfast is a little secret Max and I share, and these Boston Cream Pie Cookies are the ultimate "cake-turned-cookie" treat that we can't get enough of. We love how the soft, cakey vanilla cookies sandwich a thick layer of cool custard, all topped with a glossy chocolate ganache. It is our favorite family habit for when we want the elegance of a bakery pastry without the hassle of baking an entire cake.

Soft, cake-like vanilla cookies sandwiched with a lush creamy custard filling and topped with a glossy chocolate ganache and chocolate shavings.

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Why You Will Love This Boston Cream Pie Cookies

These cookies offer a perfect balance of fluffy, golden sponge and rich, creamy filling; providing a satisfying "squish" that is both visually stunning and incredibly decadent. They are an effortless way to enjoy the classic flavors of Boston Cream Pie in a bite-sized format, making them a showstopper for any holiday platter or a special weekend treat.

How To Make Boston Cream Pie Cookies

The Boston Cream Pie Cookies are a modern, bite-sized twist on the official state dessert of Massachusetts; featuring two soft, vanilla cake-mix style cookies filled with pastry cream and glazed with chocolate. This specific version uses a stabilized vanilla pudding filling to ensure the sandwich holds its shape, while the chocolate ganache mimics the traditional pie topping. Originally inspired by old fashioned Boston cream pie recipes, this cookie version has been refined in our kitchen to be a tested, repeatable favorite that melts in your mouth.

Boston Cream Pie Cookies Ingredients

The Cookie Base

• 1 box Yellow cake mix (standard 15.25 oz box)
• 2 large Eggs
• ⅓ cup Vegetable oil
• 1 teaspoon Vanilla extract

The Cream Filling

• 1 box Instant vanilla pudding mix (3.4 oz)
• 1 cup Cold whole milk
• ½ cup Heavy cream (whipped to stiff peaks)

The Chocolate Ganache

• ½ cup Semi-sweet chocolate chips
• ⅓ cup Heavy cream (hot)
• Chocolate shavings (for garnish)

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Step by Step Method

Mix the dough

• Combine the cake mix, eggs, oil, and vanilla extract in a large bowl until a thick, sticky dough forms.

Scoop and bake

• Roll the dough into tablespoon-sized balls and place them on a parchment-lined baking sheet, pressing down slightly to flatten.
• Bake at 350°F for eight to ten minutes until the edges are just set but the centers remain soft and pale.

Prepare the filling

• Whisk the pudding mix and cold milk until thickened, then gently fold in the whipped heavy cream to create a stable, mousse-like filling.

Make the ganache

• Pour hot heavy cream over the chocolate chips in a small bowl, letting it sit for two minutes before whisking until glossy and smooth.

Assemble the sandwiches

• Pipe a generous swirl of the vanilla cream onto the flat side of one cooled cookie and top with a second cookie.

Glaze and garnish

• Spoon the chocolate ganache over the top cookie, letting it drip slightly down the sides, and immediately sprinkle with chocolate shavings.

Chill to set

• Refrigerate the cookies for at least twenty minutes to allow the ganache to firm up and the filling to set before serving.

MAX’S REACTION

"Mom, it's like a donut and a cake had a baby! I love squishing the cream out when I take a bite!"

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What Pairs Well With Boston Cream Pie Cookies

I usually serve these rich sandwich cookies with a hot cup of black coffee or a tall glass of cold milk to cut through the sweetness. If you are building a dessert table, they pair beautifully with our fruity Strawberry Velvet Cheesecake Truffle Bites or the rich, fudgy texture of Chocolate Covered Strawberry Brownies. For a lighter, fruit-forward option, try serving them alongside Strawberry Shortcake Fluff Salad.

Boston Cream Pie Cookies Variations

Boston Cream Pie Cookie Cups

Press the dough into a mini muffin tin to create deep "cups," bake, and then fill the indentation with the custard before drizzling with chocolate.

Old Fashioned Boston Cream Pie Cookies

Make the pastry cream from scratch using egg yolks, sugar, and cornstarch for a more traditional, custard-heavy flavor profile.

Boston Cream Donut Recipe Twist

Fry the cookie dough balls instead of baking them to mimic the texture of a Boston cream donut, then slice and fill as usual.

Best Boston Cream Pie Cookies (Shortcut)

Use store-bought Nilla Wafers as the base if you are short on time; the texture will be crunchier but the flavor profile remains delicious.

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Equipment

• Baking Sheet
• Parchment Paper
• Electric Hand Mixer
• Piping Bag (for the filling)

Mom Tip: The cookies must be completely cool before you fill them! If they are even a little bit warm, the cream filling will melt and slide right off, creating a messy (though still delicious) disaster.

Storage / Make Ahead / Serving Tips

Storage Tips That Keep It Fresh

• Store these cookies in an airtight container in the refrigerator for up to three days.
• Because of the dairy in the filling, they cannot be left out at room temperature for more than two hours.

Make Ahead Strategy

• You can bake the cookies a day in advance and store them at room temperature.
• Make the filling and ganache fresh on the day of assembly for the best glossy appearance.

Reheating Instructions

• These are best served chilled! Do not reheat them, or the filling and chocolate will melt.

Boston Cream Pie Cookies FAQs

A Sweet Treat Everyone Requests

Assembling these layered beauties is my favorite way to bring a "fancy" dessert to the table without the stress of a layered cake. If you enjoyed this creamy win, you should try our Strawberry Velvet Cheesecake Truffle Bites for another bite-sized delight. For a chocolate lover's dream, nothing beats our Chocolate Covered Strawberry Brownies.

Share your Boston Cream Pie Cookies! Tag us @HannahCooking with #BostonCreamPieCookies; we’re dying to see your version and hear about your homemade kitchen stories!

⭐️ Rate this Boston Cream Pie Cookies recipe and let us know what twists or ingredients you used!

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Melt-in-Your-Mouth Boston Cream Pie Cookies

Soft, cake-like vanilla cookies sandwiched with a lush creamy custard filling and topped with a glossy chocolate ganache and chocolate shavings.

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Course: Dessert

Cuisine: American

Prep Time: 20 minutes minutes

Cook Time: 10 minutes minutes

Chilling Time: 20 minutes minutes

Total Time: 30 minutes minutes

Servings: 12

Calories: 280kcal

Cost: $10

Equipment

• 1 Baking Sheet (With parchment)
• 1 Mixer (Hand or stand)
• 1 Piping bag (For assembly)

Ingredients

• ▢ 1 box Yellow cake mix - 15.25 oz
• ▢ 2 large Eggs - Room temp
• ▢ ⅓ cup Vegetable oil - Canola works too
• ▢ 1 box Instant vanilla pudding - 3.4 oz
• ▢ 1 cup Whole milk - Cold
• ▢ ½ cup Heavy cream - Whipped
• ▢ ½ cup Chocolate chips - Semi-sweet
• ▢ ⅓ cup Heavy cream - For ganache
• ▢ 2 tablespoon Chocolate shavings - Garnish

Instructions 

• Mix cake mix, eggs, and oil to form a dough; roll into balls and bake at 350°F for 8-10 mins.
• Whisk pudding mix with milk until thick, then fold in whipped cream for the filling.
• Pour hot cream over chocolate chips and whisk until a smooth ganache forms.
• Pipe filling onto the flat side of one cookie and top with a second cookie.
• Spoon ganache over the top cookie and sprinkle with chocolate shavings.
• Refrigerate for 20 minutes to set the filling and chocolate before serving.

Notes

Ensure cookies are fully cooled before filling to prevent melting. Use a vegetable peeler on a chocolate bar to create professional-looking shavings.

Nutrition

Serving: 1cookie | Calories: 280kcal (14%) | Carbohydrates: 38g (13%) | Protein: 3g (6%) | Fat: 14g (22%) | Saturated Fat: 6g (38%) | Polyunsaturated Fat: 2g | Monounsaturated Fat: 4g | Cholesterol: 45mg (15%) | Sodium: 210mg (9%) | Potassium: 110mg (3%) | Fiber: 1g (4%) | Sugar: 26g (29%) | Vitamin A: 200IU (4%) | Calcium: 60mg (6%) | Iron: 1.1mg (6%)